Catharanthus roseus, also known as bright eyes, Cape periwinkle, or Madagascar periwinkle, is a perennial flowering plant native to Madagascar. It is grown in other parts of the world as an ornamental and medicinal plant. It is a source of the drugs vincristine and vinblastine, used to treat cancer. This plant has many different names, including graveyard plant and old maid. It has oval, glossy green leaves and flowers that range in color from white to dark pink. In the wild, it is endangered due to habitat destruction, but it is widely cultivated and naturalized in subtropical and tropical areas. It is popular for its hardiness and long flowering period, and there are many different cultivars with varying flower colors. C. roseus has a long history of use in traditional medicine, and its extracts have been used to treat various diseases. It has also been studied for its potential in cancer treatment, and efforts are being made to increase the production of its beneficial alkaloids. However, it is important to note that all parts of this plant are poisonous if consumed orally.

Synonyms Top

Scientific name	Authority	First published in
Lochnera rosea	(L.) Rchb. ex K.Schum.	Nat. Pflanzenfam. [Engler & Prantl] 4(2): 145. 1895 [Jul 1895]
Pervinca rosea	(L.) Gaterau	Descr. Pl. Montauban : 52 (1789)
Vinca guilelmi-waldemarii	Klotzsch	Bot. Ergebn. Reise Waldemar [Klotzsch & Garcke] 89. 1862 [Jan 1862]
Vinca rosea	L.	Syst. Nat. ed. 10 , 2: 944 (1759)
Vinca speciosa	Salisb.	Prodr. Stirp. Chap. Allerton : 147 (1796)
Lochnera rosea var. flava	Tsiang	Sunyatsenia 2: 103. 1934
Vinca rosea var. albiflora	Bertol.	Nuovi Ann. Sci. Nat. 4: 411. 1840
Ammocallis rosea	(L.) Small	Fl. S.E. U.S. : 936 (1903)
Pervinca rosea	(L.) Moench	Methodus (Moench) 463. 1794 [4 May 1794]
Catharanthus roseus var. albus	G.Don
Vinca rosea var. alba	Sweet
Lochnera rosea var. alba	(G.Don) Hubbard
Lachnea rosea	(L.) Rchb.

Common names Top

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Filter by language:

Language	Common/alternative name
English	madagascar periwinkle
English	periwinkle
Spanish	vinca rosea
Spanish	alegria de la casa
Spanish	alegría de la casa
Spanish	ammocallis rosea
Spanish	c roseus
Spanish	c. roseus
Spanish	lochnera rosea
Spanish	pervinca de madagascar
Spanish	vinca de madagascar
Spanish	vinca del cabo
Spanish	vinca rosa
Spanish	vinca rosada
Arabic	كاثارانثوس روزوس
Assamese	নয়নতৰা
Azerbaijani	vinca rosea
Azerbaijani	Çəhrayı qıfotu
Bulgarian	розов катарантус
bho	कैथेरेंथस रोज़स
bho	पिंक पेरिविंकल
bho	गुलाबी सदाबहार
Bengali	নয়নতারা
bpy	নয়নতারা
Catalan	pervinca
Catalan	pervinca de madagascar
Catalan	pervinca rosa
Catalan	pruenga de jardí
Czech	barvínkovec růžový
German	rosafarbene catharanthe
German	vinca rosea
German	madagaskar-immergrün
German	rosafarbenes zimmerimmergrün
dv	މަލިކުރުވާ
Greek	Βίγκα
Greek	Δαφνούλα
Greek	Βίγκα της Μαδαγασκάρης
Persian	گل پریوش
Finnish	katara
Finnish	punatalvio
Finnish	punakatara
French	pervenche de madagascar
gom	सदाफुली
Hebrew	וינקה ורודה
Hindi	सदाबहार
Upper Sorbian	róžowy barbjenk
Hungarian	rózsás meténg
Indonesian	rosy periwinkle
Indonesian	tapak dara
Japanese	日々草
Japanese	日日草
Japanese	ニチニチソウ
jv	tapak dara
Kannada	ಸದಾಪುಷ್ಪ
Malayalam	periwinkle
Malayalam	അഞ്ചിലത്തെറ്റി
Malayalam	ഉഷമലരി
Malayalam	ഉഷാമലരി
Malayalam	ശവക്കോട്ടപച്ച
Malayalam	ശവക്കോട്ടപ്പച്ച
Malayalam	ശവനാറി
Malayalam	ശവംനാറി
Malayalam	നിത്യകല്യാണി
mnw	ကဴသၞေဝ်ကၟတ်
Marathi	सदाफुली
Malay	tapak dara
Malay	kembang sari cina
Malay	pokok bunga tapak dara
Malay	pokok kemunting cina
Malay	ros pantai
Malay	rumput jalang
Malay	bunga tapak dara
nan	ji̍t-ji̍t-chhun
Norwegian Bokmål	rosegravmyrt
Dutch	soldatenbloem
Dutch	roze maagdenpalm
Polish	vinca rosea
Polish	barwinek różowy
Punjab	نین تارہ
Russian	Барвинок розовый
Russian	Катарантус розовый
Kinyarwanda	vinca rosea
Kinyarwanda	idaforoma
sd	سدا ڦل
Slovak	katarant ružový
Slovenian	madagaskarski zimzelen
Slovenian	vinca rosea
Slovenian	rožnati zimzelen
su	tapak dara
Swedish	rosensköna
Tamil	நித்தியகல்யாணி
Tamil	நித்யகல்யாணி
Tamil	சுடுகாட்டுமல்லி
Tamil	பட்டிப்பூ,
Tamil	நித்திய கல்யாணி
tcy	ಸದಾ ಪುಷ್ಪ
Telugu	బిళ్ళ గన్నేరు
Thai	แพงพวย
Thai	แพงพวยฝรั่ง
Turkish	pervane çiçeği
Ukrainian	Катарантус рожевий
Vietnamese	vinca rosea
Vietnamese	bông dừa
Vietnamese	cây bông dừa
Vietnamese	cây hải đằng
Vietnamese	dương giác
Vietnamese	hải đằng
Vietnamese	trường xuân hoa
Vietnamese	dừa cạn
Chinese	雁来红
Chinese	日日春
Chinese	梓叶
Chinese	長春花
Chinese	长春花
Chinese	日日新
Chinese	日日草
Chinese	四時春

Subspecies (abbr. subsp./ssp.) Top

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Varieties (abbr. var.) Top

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Name	Authority	First published in
Catharanthus roseus var. angustus	(Steenis) Bakh.	Blumea 6: 384 (1950)
Catharanthus roseus var. roseus		Unknown

Subvarieties (abbr. subvar.) Top

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Forms (abbr. f.) Top

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Germination/Propagation Top

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No germination or propagation data was added yet.

Distribution (via POWO/KEW) Top

Legend for the distribution data:

- Doubtful data

- Extinct

- Introduced

- Native

Africa click to expand
- East Tropical Africa
  - Kenya
  - Tanzania
  - Uganda
- Macaronesia
  - Canary Islands
  - Madeira
- Middle Atlantic Ocean
  - Ascension
  - Saint Helena
- Northeast Tropical Africa
  - Chad
  - Djibouti
  - Eritrea
  - Ethiopia
- Northern Africa
  - Tunisia
- South Tropical Africa
  - Angola
  - Mozambique
- Southern Africa
  - Cape Provinces
- West Tropical Africa
  - Benin
  - Burkina
  - Gambia
  - Ivory Coast
  - Senegal
  - Sierra Leone
  - Togo
- West-central Tropical Africa
  - Cameroon
  - Gabon
  - Gulf Of Guinea Islands
  - Zaïre
- Western Indian Ocean
  - Aldabra
  - Chagos Archipelago
  - Comoros
  - Madagascar
  - Mauritius
  - Mozambique Channel Islands
  - Rodrigues
  - Réunion
  - Seychelles

Asia-temperate click to expand
- China
  - China South-central
  - China Southeast
- Eastern Asia
  - Kazan-retto
  - Ogasawara-Shoto
  - Taiwan
- Western Asia
  - Cyprus

Asia-tropical click to expand
- Indian Subcontinent
  - Assam
  - Bangladesh
  - East Himalaya
  - India
  - Laccadive Islands
  - Maldives
- Indo-China
  - Andaman Islands
  - Cambodia
  - Myanmar
  - Nicobar Nicobar
  - South China Sea
  - Thailand
  - Vietnam
- Malesia
  - Borneo
  - Christmas Island
  - Jawa
  - Lesser Sunda Islands
  - Malaya
  - Philippines
  - Sumatera
- Papuasia
  - New Guinea

Australasia click to expand
- Australia
  - Queensland
- New Zealand
  - Kermadec Islands

Europe click to expand
- Southeastern Europe
  - Italy
  - Kriti

Northern America click to expand
- Mexico
  - Mexico Southeast
  - Mexico Southwest
- Southeastern U.S.A.
  - Alabama
  - Florida
- Southwestern U.S.A.
  - California

Pacific click to expand
- North-central Pacific
  - Hawaii
- Northwestern Pacific
  - Caroline Islands
  - Marianas
  - Marshall Islands
  - Wake Island
- South-central Pacific
  - Cook Islands
  - Easter Island
  - Marquesas
  - Society Islands
  - Tuamotu
  - Tubuai Islands
- Southwestern Pacific
  - Fiji
  - Gilbert Islands
  - Nauru
  - New Caledonia
  - Niue
  - Phoenix Islands
  - Samoa
  - Tokelau-manihiki
  - Tonga
  - Vanuatu

Southern America click to expand
- Caribbean
  - Aruba
  - Bahamas
  - Cayman Islands
  - Cuba
  - Dominican Republic
  - Haiti
  - Jamaica
  - Leeward Islands
  - Netherlands Antilles
  - Puerto Rico
  - Southwest Caribbean
  - Trinidad-Tobago
  - Turks-caicos Islands
  - Windward Islands
- Central America
  - Belize
  - Central American Pacific
  - Costa Rica
  - El Salvador
  - Guatemala
  - Honduras
  - Nicaragua
  - Panamá
- Northern South America
  - French Guiana
- Southern South America
  - Argentina Northeast
- Western South America
  - Galápagos

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0000819442
UNII	O04VMY1MF9
Florida Plant Atlas	1382
Flora of Alabama	411
USDA Plants	CARO14
Tropicos	1800007
INPN	446917
Flora of Italy	8428
KEW	urn:lsid:ipni.org:names:77880-1
The Plant List	kew-35719
Missouri Botanical Garden	276071
Open Tree Of Life	524094
Observations.org	198599
NCBI Taxonomy	4058
Nature Serve	2.132922
IPNI	77880-1
iNaturalist	62924
GBIF	3169830
Freebase	/m/09vr97
EPPO	CTURO
EOL	581125
Elurikkus	369155
Calflora (Californian flora)	1739
US Library of Congress	sh85079507
USDA GRIN	70159
Wikipedia	Catharanthus_roseus
CMAUP	NPO5881

Genomes (via NCBI) Top

Below is displayed the reference genome only!
If you wish to browse all genomes for this plant click here.

Accession	Assembly
Accession	Name	Level	Submitter	Released	Coverage	Size
GCA_028651295.1	ASM2865129v1	Scaffold	Tours University	2023-02-14	60.0x	554.52 Mb

Scientific Literature Top

Below are displayed the latest 15 articles published in PMC (PubMed Central®) and other sources (DOI number only)!
If you wish to see all the related articles click here.

Title

Authors

Publication

Released

IDs

Modulation of alveolar macrophage and mitochondrial fitness by medicinal plant-derived nanovesicles to mitigate acute lung injury and viral pneumonia

Ye L, Gao Y, Mok SW, Liao W, Wang Y, Chen C, Yang L, Zhang J, Shi L

J Nanobiotechnology

18-Apr-2024

PMCID:	PMC11025283
doi:	10.1186/s12951-024-02473-w
PMID:	38637808

Exploring the antioxidant potential of endophytic fungi: a review on methods for extraction and quantification of total antioxidant capacity (TAC)

Asomadu RO, Ezeorba TP, Ezike TC, Uzoechina JO

3 Biotech

05-Apr-2024

PMCID:	PMC10997672
doi:	10.1007/s13205-024-03970-3
PMID:	38585410

A novel efficient multi-walled carbon nanotubes/gibberellic acid composite for enhancement vase life and quality of Rosa hybrida cv. ‘Moonstone’

El-Naggar HM, Ali SM, Osman AR

BMC Plant Biol

03-Apr-2024

PMCID:	PMC10988866
doi:	10.1186/s12870-024-04925-9
PMID:	38570782

DNA methylation regulates the secondary metabolism of saponins to improve the adaptability of Eleutherococcus senticosus during drought stress

Wang S, Zhao X, Li C, Dong J, Ma J, Long Y, Xing Z

BMC Genomics

02-Apr-2024

PMCID:	PMC10986080
doi:	10.1186/s12864-024-10237-x
PMID:	38565995

Genome-wide identification of tea plant (Camellia sinensis) BAHD acyltransferases reveals their role in response to herbivorous pests

Qiao D, Yang C, Mi X, Tang M, Liang S, Chen Z

BMC Plant Biol

01-Apr-2024

PMCID:	PMC10985903
doi:	10.1186/s12870-024-04867-2
PMID:	38561653

Deep eutectic solvents: Preparation, properties, and food applications

Negi T, Kumar A, Sharma SK, Rawat N, Saini D, Sirohi R, Prakash O, Dubey A, Dutta A, Shahi NC

Heliyon

30-Mar-2024

PMCID:	PMC11015381
doi:	10.1016/j.heliyon.2024.e28784
PMID:	38617909

Genome wide characterization and expression analysis of CrRLK1L gene family in wheat unravels their roles in development and stress-specific responses

Gawande ND, Sankaranarayanan S

Front Plant Sci

26-Mar-2024

PMCID:	PMC11002176
doi:	10.3389/fpls.2024.1345774
PMID:	38595759

Highly efficient catalytic degradation of organic dyes using iron nanoparticles synthesized with Vernonia Amygdalina leaf extract

Jara YS, Mekiso TT, Washe AP

Sci Rep

24-Mar-2024

PMCID:	PMC10961328
doi:	10.1038/s41598-024-57554-5
PMID:	38523139

Genome-wide identification of GATA transcription factors in tetraploid potato and expression analysis in differently colored potato flesh

Zhang X, Fan R, Yu Z, Du X, Yang X, Wang H, Xu W, Yu X

Front Plant Sci

21-Mar-2024

PMCID:	PMC10991705
doi:	10.3389/fpls.2024.1330559
PMID:	38576788

Impact of Heavy Metal Pollution in the Environment on the Metabolic Profile of Medicinal Plants and Their Therapeutic Potential

Asiminicesei DM, Fertu DI, Gavrilescu M

Plants (Basel)

21-Mar-2024

PMCID:	PMC10976221
doi:	10.3390/plants13060913
PMID:	38592933

The Receptor Kinases DRUS1 and DRUS2 Behave Distinctly in Osmotic Stress Tolerance by Modulating the Root System Architecture via Auxin Signaling

Latif A, Yang CG, Zhang LX, Yang XY, Liu XY, Ai LF, Noman A, Pu CX, Sun Y

Plants (Basel)

16-Mar-2024

PMCID:	PMC10974500
doi:	10.3390/plants13060860
PMID:	38592851

Systemically functional characterization of regiospecific flavonoid O-methyltransferases from Glycine max

Feng B, Jiang Y, Li X, Wang Y, Ren Z, Lu J, Yan X, Zhou Z, Wang P

Synth Syst Biotechnol

15-Mar-2024

PMCID:	PMC10972763
doi:	10.1016/j.synbio.2024.03.009
PMID:	38549618

In vitro activities and mechanisms of action of anti-cancer molecules from African medicinal plants: a systematic review

Adico MD, Bayala B, Zoure AA, Lagarde A, Bazie JT, Traore L, Buñay J, Yonli AT, Djigma F, Bambara HA, Baron S, Simporé J, Lobaccaro JM

Am J Cancer Res

15-Mar-2024

PMCID:	PMC10998760
doi:	10.62347/AUHB5811
PMID:	38590420

The Madagascar palm genome provides new insights on the evolution of Apocynaceae specialized metabolism

Cuello C, Jansen HJ, Abdallah C, Zamar Mbadinga DL, Birer Williams C, Durand M, Oudin A, Papon N, Giglioli-Guivarc'h N, Dirks RP, Jensen MK, O'Connor SE, Besseau S, Courdavault V

Heliyon

14-Mar-2024

PMCID:	PMC10963385
doi:	10.1016/j.heliyon.2024.e28078
PMID:	38533072

The AP2/ERF Transcription Factor PgERF120 Regulates Ginsenoside Biosynthesis in Ginseng

Jiang Y, Zhang Q, Zeng Z, Wang Y, Zhao M, Wang K, Zhang M

Biomolecules

13-Mar-2024

PMCID:	PMC10968211
doi:	10.3390/biom14030345
PMID:	38540764

Phytochemical Profile Top

Add a new one!

Below are displayed the proven (via scientific papers) natural compounds!
You can also contribute to this by clicking here.

Name	PubChem ID	Canonical SMILES	MW	Found in	Proof
> Alkaloids and derivatives / Akuammilan and related alkaloids
methyl (13Z)-13-(2-hydroxyethylidene)-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate	5317795	Click to see COC(=O)C1C2CC3C4=NC5=CC=CC=C5C14CCN3CC2=CCO	338.40	unknown	via CMAUP database
methyl (1R,10S,12R,13E,18S)-13-(2-hydroxyethylidene)-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate	163187810	Click to see COC(=O)C1C2CC3C4=NC5=CC=CC=C5C14CCN3CC2=CCO	338.40	unknown	https://doi.org/10.3987/R-1984-01-0085
> Alkaloids and derivatives / Aspidospermatan-type alkaloids
(5alpha,12R,19alpha)-2,3-Didehydro-6alpha,7alpha-epoxyaspidospermidine-3-carboxylic acid methyl ester	317834	Click to see CCC12CC(=C3C4(C1N(CC4)CC5C2O5)C6=CC=CC=C6N3)C(=O)OC	352.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089517/ https://doi.org/10.1515/ZNB-1981-0919
19-Hydroxylochnericine	271304	Click to see CC(C12CC(=C3C4(C1N(CC4)CC5C2O5)C6=CC=CC=C6N3)C(=O)OC)O	368.40	unknown	https://doi.org/10.1515/ZNB-1981-0919 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089517/ https://doi.org/10.1016/S0040-4020(01)88602-6
Hoerhammericine	102324204	Click to see CC(C12CC(=C3C4(C1N(CC4)CC5C2O5)C6=CC=CC=C6N3)C(=O)OC)O	368.40	unknown	https://doi.org/10.1515/ZNB-1981-0919
Horhammericine	443358	Click to see CC(C12CC(=C3C4(C1N(CC4)CC5C2O5)C6=CC=CC=C6N3)C(=O)OC)O	368.40	unknown	https://doi.org/10.1016/S0031-9422(98)00585-8 https://doi.org/10.1021/NP50060A020 https://doi.org/10.1002/CHIN.198107333 https://doi.org/10.1002/HLCA.19810640615 https://doi.org/10.1021/NP50017A004
Horhammerinine	269014	Click to see CC(C12CC(=C3C4(C1N(CC4)CC5C2O5)C6=C(N3)C=C(C=C6)OC)C(=O)OC)O	398.50	unknown	https://doi.org/10.1002/CHIN.198107333 https://doi.org/10.1002/HLCA.19810640615 https://doi.org/10.1016/S0040-4020(01)88602-6 https://doi.org/10.1021/NP50017A004
Lochnericine	11382599	Click to see CCC12CC(=C3C4(C1N(CC4)CC5C2O5)C6=CC=CC=C6N3)C(=O)OC	352.40	unknown	https://doi.org/10.1016/0003-9861(87)90128-7 https://doi.org/10.1002/HLCA.19810640615 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089517/ https://doi.org/10.1002/CHIN.198107333 https://doi.org/10.1016/0031-9422(92)83447-7 https://doi.org/10.1016/S0031-9422(98)00585-8 https://doi.org/10.1515/ZNB-1981-0919 https://doi.org/10.1021/NP50017A004 https://doi.org/10.1007/BF00573578 https://doi.org/10.1080/10575639808044950
Lochnerinine	443417	Click to see CCC12CC(=C3C4(C1N(CC4)CC5C2O5)C6=C(N3)C=C(C=C6)OC)C(=O)OC	382.50	unknown	https://doi.org/10.1021/NP50060A020 https://doi.org/10.1021/NP50017A004
methyl (12R)-12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5,9-tetraene-10-carboxylate	5319063	Click to see CCC12CC(=C3C4(C1N(CC4)CC5C2O5)C6=C(N3)C=C(C=C6)OC)C(=O)OC	382.50	unknown	via CMAUP database
methyl (1R,12S,13R,15S,20R)-12-[(1S)-1-hydroxyethyl]-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,9-tetraene-10-carboxylate	162995586	Click to see CC(C12CC(=C3C4(C1N(CC4)CC5C2O5)C6=CC=CC=C6N3)C(=O)OC)O	368.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089517/
methyl (1R,12S,13R,15S,20S)-12-[(1S)-1-hydroxyethyl]-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,9-tetraene-10-carboxylate	162995588	Click to see CC(C12CC(=C3C4(C1N(CC4)CC5C2O5)C6=CC=CC=C6N3)C(=O)OC)O	368.40	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
methyl (1R,12S,13R,15S,20S)-12-[(1S)-1-hydroxyethyl]-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5,9-tetraene-10-carboxylate	162980901	Click to see CC(C12CC(=C3C4(C1N(CC4)CC5C2O5)C6=C(N3)C=C(C=C6)OC)C(=O)OC)O	398.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
methyl (1R,12S,13R,15S,20S)-12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5,9-tetraene-10-carboxylate	163090072	Click to see CCC12CC(=C3C4(C1N(CC4)CC5C2O5)C6=C(N3)C=C(C=C6)OC)C(=O)OC	382.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
methyl (1R,12S,13S,15R,20R)-12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5,9-tetraene-10-carboxylate	131876200	Click to see CCC12CC(=C3C4(C1N(CC4)CC5C2O5)C6=C(N3)C=C(C=C6)OC)C(=O)OC	382.50	unknown	https://doi.org/10.1002/HLCA.19810640615
Methyl 11-acetyloxy-12-ethyl-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.110,13.01,9.02,7.016,19]icosa-2,4,6-triene-10-carboxylate	12302544	Click to see CCC12C3CCN4C1C5(CC4)C(C(C2OC(=O)C)(O3)C(=O)OC)N(C6=CC=CC=C56)C	426.50	unknown	https://doi.org/10.1055/S-2007-969546
Methyl 12-(1-hydroxyethyl)-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9-tetraene-10-carboxylate	4491164	Click to see CC(C12CCCN3C1C4(CC3)C5=CC=CC=C5NC4=C(C2)C(=O)OC)O	354.40	unknown	https://doi.org/10.1515/ZNB-1981-0919
Methyl 16-methoxy-2,3-didehydro-6,7-epoxyaspidospermidine-3-carboxylate	260536	Click to see CCC12CC(=C3C4(C1N(CC4)CC5C2O5)C6=C(N3)C=C(C=C6)OC)C(=O)OC	382.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
Methyl 20-methyl-8,16-diazahexacyclo[10.6.1.112,18.01,9.02,7.016,19]icosa-2,4,6-triene-10-carboxylate	5316748	Click to see CC1C2CN3CCCC14C3C25C(C(C4)C(=O)OC)NC6=CC=CC=C56	338.40	unknown	via CMAUP database
Minovincinine	443401	Click to see CC(C12CCCN3C1C4(CC3)C5=CC=CC=C5NC4=C(C2)C(=O)OC)O	354.40	unknown	https://doi.org/10.1515/ZNB-1981-0919
> Alkaloids and derivatives / Corynanthean-type alkaloids
(16R)-Dihydrositsirikine	5316739	Click to see CCC1CN2CCC3=C(C2CC1C(CO)C(=O)OC)NC4=CC=CC=C34	356.50	unknown	via CMAUP database
(1S,10S,12S,13Z,18S)-13-ethylidene-18-(hydroxymethyl)-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylic acid	101986486	Click to see CC=C1CN2CCC34C5=CC=CC=C5N=C3C2CC1C4(CO)C(=O)O	338.40	unknown	https://doi.org/10.1021/NP50032A032
16R-sitsirikine	5321352	Click to see COC(=O)C(CO)C1CC2C3=C(CCN2CC1C=C)C4=CC=CC=C4N3	354.40	unknown	https://doi.org/10.1515/ZNB-1982-1025
Epiisositsirikine	6442570	Click to see CC=C1CN2CCC3=C(C2CC1C(CO)C(=O)OC)NC4=CC=CC=C34	354.40	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6 https://doi.org/10.1515/ZNB-1982-1025
Indolo(2,3-a)quinolizine-2-acetic acid, 3-ethylidene-1,2,3,4,6,7,12,12b-octahydro-alpha-(hydroxymethyl)-, methyl ester, (alphaS,2R,3Z,12bS)-	6440652	Click to see CC=C1CN2CCC3=C(C2CC1C(CO)C(=O)OC)NC4=CC=CC=C34	354.40	unknown	via CMAUP database
Isositsirikine	6436828	Click to see CC=C1CN2CCC3=C(C2CC1C(CO)C(=O)OC)NC4=CC=CC=C34	354.40	unknown	via CMAUP database
methyl (13E)-18-(acetyloxymethyl)-13-ethylidene-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate	15558649	Click to see CC=C1CN2CCC34C5=CC=CC=C5N=C3C2CC1C4(COC(=O)C)C(=O)OC	394.50	unknown	https://doi.org/10.1515/ZNB-1981-0919
methyl (19E)-16-formylcoryn-19-en-17-oate	5280491	Click to see CC=C1CN2CCC3=C(C2CC1C(C=O)C(=O)OC)NC4=CC=CC=C34	352.40	unknown	https://doi.org/10.1021/NP50010A002
methyl (1S,10S,12S,13E,18R)-18-(acetyloxymethyl)-13-ethylidene-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate	131850432	Click to see CC=C1CN2CCC34C5=CC=CC=C5N=C3C2CC1C4(COC(=O)C)C(=O)OC	394.50	unknown	https://doi.org/10.1515/ZNB-1981-0919
methyl (1S,13E,16R,17S)-13-ethylidene-18-hydroxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-17-carboxylate	21550782	Click to see CC=C1CN2C3CC1C4(C2CC5(C3NC6=CC=CC=C65)C4O)C(=O)OC	352.40	unknown	via CMAUP database
methyl (2R)-2-[(2R,3Z,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-hydroxypropanoate	6504264	Click to see CC=C1CN2CCC3=C(C2CC1C(CO)C(=O)OC)NC4=CC=CC=C34	354.40	unknown	https://doi.org/10.1002/HLCA.19810640615 https://doi.org/10.1002/CHIN.198107333 https://doi.org/10.1021/NP50017A004
methyl (2S)-2-[(2S,3R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-hydroxypropanoate	162868370	Click to see COC(=O)C(CO)C1CC2C3=C(CCN2CC1C=C)C4=CC=CC=C4N3	354.40	unknown	https://doi.org/10.1515/ZNB-1982-1025
methyl (Z)-2-[(3E)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-hydroxyprop-2-enoate	10043592	Click to see CC=C1CN2CCC3=C(C2CC1C(=CO)C(=O)OC)NC4=CC=CC=C34	352.40	unknown	https://doi.org/10.1021/NP50010A002
Methyl 11-[2-[(3Z)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-methoxy-3-oxopropyl]-16-methyl-17-oxa-3-aza-13-azoniapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(13),2(10),4,6,8,11,18-heptaene-19-carboxylate	24188124	Click to see CC=C1CN2CCC3=C(C2CC1C(CC4=C[N+]5=C(CC6C(C5)C(OC=C6C(=O)OC)C)C7=C4C8=CC=CC=C8N7)C(=O)OC)NC9=CC=CC=C39	685.80	unknown	via CMAUP database
methyl 2-[(3E)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-hydroxypropanoate	5318674	Click to see CC=C1CN2CCC3=C(C2CC1C(CO)C(=O)OC)NC4=CC=CC=C34	354.40	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6 https://doi.org/10.1515/ZNB-1982-1025
> Alkaloids and derivatives / Eburnan-type alkaloids
methyl (17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate	44350896	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)(C(=O)OC)O	354.40	unknown	via CMAUP database
Vincamine	15376	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)(C(=O)OC)O	354.40	unknown	via CMAUP database
> Alkaloids and derivatives / Ibogan-type alkaloids
(+)-3,4-Didehydrocoronaridine	5315744	Click to see CCC1=CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC	336.40	unknown	via CMAUP database
Catharanthine	5458190	Click to see CCC1=CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC	336.40	unknown	https://doi.org/10.1515/ZNB-1981-0919
Catharanthine hcl	418553	Click to see CCC1=CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC	336.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6149338/ https://doi.org/10.1515/ZNB-1981-0919 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6043680/ https://doi.org/10.1111/TPJ.14111
Coronardine	278173	Click to see CCC1CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC	338.40	unknown	https://doi.org/10.1002/CHIN.198126331
Coronaridine	73489	Click to see CCC1CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC	338.40	unknown	https://doi.org/10.1002/BSCB.19810900113 https://doi.org/10.1021/NP50033A033
methyl (15S,17S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate	137628478	Click to see CCC1CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC	338.40	unknown	https://doi.org/10.1002/BSCB.19810900113 https://doi.org/10.1021/NP50033A033
methyl (1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate	11186794	Click to see CCC1CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC	338.40	unknown	via CMAUP database
methyl (1R,15R,18R)-16-[(1S,4S)-4-acetyl-1,3-dimethylcyclopent-2-en-1-yl]-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylate	101769672	Click to see CCC1=C(C2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC)C6(CC(C(=C6)C)C(=O)C)C	472.60	unknown	https://doi.org/10.1515/ZNB-2005-0809
Methyl (1R,15R)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylate	13993928	Click to see CCC1=CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC	336.40	unknown	https://doi.org/10.1002/PCA.575 https://doi.org/10.1007/BF00269372 https://doi.org/10.1016/0031-9422(91)84184-T https://doi.org/10.1007/BF00023520 https://doi.org/10.1016/0922-338X(90)90186-Z https://doi.org/10.1016/S0021-9673(99)00495-1 https://doi.org/10.1080/01483918408073937 https://doi.org/10.1016/S0176-1617(98)80225-3 https://doi.org/10.1007/BF00172730 https://doi.org/10.1007/BF00233027 https://doi.org/10.1055/S-2006-962777 https://doi.org/10.1016/S0141-0229(01)00309-X https://doi.org/10.1007/S11627-001-0013-2 https://doi.org/10.1055/S-2006-962775 https://doi.org/10.1055/S-2006-962741 https://doi.org/10.1081/JLC-100101476 https://doi.org/10.1002/BMS.1200190704 https://doi.org/10.1021/NP50060A020 https://doi.org/10.1093/CHROMSCI/28.4.173 https://doi.org/10.1055/S-2007-969097 https://doi.org/10.1055/S-2007-970000 https://doi.org/10.1039/AN9891401229 https://doi.org/10.1055/S-2007-969223 https://doi.org/10.1002/9781119991311.CH10 https://doi.org/10.1007/BF00573578 https://doi.org/10.1016/S0031-9422(00)84769-X https://doi.org/10.1002/BIT.260410511 https://doi.org/10.1002/BMS.1200191006 https://doi.org/10.1002/BSCB.19810900113 https://doi.org/10.1016/S0040-4039(01)85750-6 https://doi.org/10.1021/NP50033A033 https://doi.org/10.1055/S-2006-961911 https://doi.org/10.1080/10826079508010396 https://doi.org/10.1016/S0021-9673(01)88452-1 https://doi.org/10.1007/BF02438817 https://doi.org/10.1007/BF02439316 https://doi.org/10.1055/S-2006-962374 https://doi.org/10.1016/S0176-1617(98)80200-9 https://doi.org/10.1002/HLCA.19810640615 https://doi.org/10.1007/BF02632125 https://doi.org/10.1016/S0021-9673(01)93060-2 https://doi.org/10.1055/S-2006-960184 https://doi.org/10.1007/BF02916405 https://doi.org/10.1271/BBB1961.51.1311 https://doi.org/10.3987/R-1986-09-2415
methyl (1R,15S,17R,18R)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate	92471773	Click to see CCC1CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC	338.40	unknown	https://doi.org/10.1002/CHIN.198126331
> Alkaloids and derivatives / Indolonaphthyridine alkaloids
methyl (1S,15S,16S,18S,20S)-20-ethyl-15-hydroxy-6-methoxy-17-oxa-3,13-diazahexacyclo[11.7.0.02,10.03,18.04,9.016,20]icosa-2(10),4(9),5,7-tetraene-18-carboxylate	162991712	Click to see CCC12CC3(N4C5=C(C=CC(=C5)OC)C6=C4C1N(CC6)CC(C2O3)O)C(=O)OC	398.50	unknown	https://doi.org/10.3987/R-1974-01-0073
Vincarodine	298042	Click to see CCC12CC3(N4C5=C(C=CC(=C5)OC)C6=C4C1N(CC6)CC(C2O3)O)C(=O)OC	398.50	unknown	https://doi.org/10.3987/R-1974-01-0073 https://doi.org/10.1021/NP50015A017 https://doi.org/10.1021/JO00918A001
> Alkaloids and derivatives / Macroline alkaloids
(1R,12S)-15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-7-ol	137795317	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)O)CO	310.40	unknown	https://doi.org/10.1016/S0040-4020(01)91118-4
[(1S,12S)-15-ethylidene-7-methoxy-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-13-yl]methanol	138113843	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)OC)CO	324.40	unknown	https://doi.org/10.1080/01483918408073937 https://doi.org/10.1016/0031-9422(92)83447-7
10-Methoxynormacusine	6918759	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)OC)CO	324.40	unknown	via CMAUP database
CID 5037762	5037762	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)C(=O)OC	322.40	unknown	https://doi.org/10.1002/JPS.2600531238
Lochnerine	6436184	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)OC)CO	324.40	unknown	https://doi.org/10.1080/01483918408073937 https://doi.org/10.1016/0031-9422(92)83447-7
methyl (12R,14R)-15-ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate	129317237	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)C(=O)OC	322.40	unknown	https://doi.org/10.1021/NP50015A017
Methyl (12R,14S,15Z)-15-ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate	11969544	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)C(=O)OC	322.40	unknown	via CMAUP database
Methyl (1S,12S,13R,14R,15E)-15-ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate	11404482	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)C(=O)OC	322.40	unknown	https://doi.org/10.1002/JPS.2600531238
methyl (1S,14S,15E)-15-ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate	6436185	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)C(=O)OC	322.40	unknown	https://doi.org/10.1021/NP50015A017
> Alkaloids and derivatives / Pleiocarpaman alkaloids
methyl (13E)-13-ethylidene-1,11-diazapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6,8(17)-tetraene-18-carboxylate	12314382	Click to see CC=C1CN2CCC3=C4C2CC1C(N4C5=CC=CC=C35)C(=O)OC	322.40	unknown	https://doi.org/10.1515/ZNB-1982-1025 https://doi.org/10.1515/ZNB-1981-0919
methyl (13Z,14S,16S,18S)-13-ethylidene-1,11-diazapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6,8(17)-tetraene-18-carboxylate	10448813	Click to see CC=C1CN2CCC3=C4C2CC1C(N4C5=CC=CC=C35)C(=O)OC	322.40	unknown	via CMAUP database
Pleiocarpamine	5385014	Click to see CC=C1CN2CCC3=C4C2CC1C(N4C5=CC=CC=C35)C(=O)OC	322.40	unknown	https://doi.org/10.1515/ZNB-1982-1025 https://doi.org/10.1515/ZNB-1981-0919
> Alkaloids and derivatives / Plumeran-type alkaloids
(-)-Tabersonine	495253	Click to see CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC	336.40	unknown	https://doi.org/10.1515/ZNB-1981-0919 https://doi.org/10.3109/13880209.2012.722646
(+)-Vindorosine	261578	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=CC=CC=C45)C	426.50	unknown	https://doi.org/10.1107/S0108270104004342
(2beta,3beta,4beta,5alpha,12beta,19alpha)-4-(Acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-aspidospermidine-3-carboxylic acid methyl ester	129316872	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C	456.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1054401/ https://doi.org/10.1002/PCA.575 https://doi.org/10.1016/0031-9422(91)84184-T https://doi.org/10.1007/BF00023520 https://doi.org/10.1016/0922-338X(90)90186-Z https://doi.org/10.1021/NP960703N https://doi.org/10.1016/S0021-9673(99)00495-1 https://doi.org/10.1080/01483918408073937 https://doi.org/10.1016/S0176-1617(98)80225-3 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1075660/ https://doi.org/10.1016/S0014-5793(99)01138-2 https://doi.org/10.1002/PTR.2650080315 https://doi.org/10.1016/S0031-9422(00)95153-7 https://doi.org/10.1081/JLC-100101476 https://doi.org/10.1016/0031-9422(92)90018-L https://doi.org/10.1248/YAKUSHI1947.104.12_1232 https://doi.org/10.1021/NP50060A020 https://doi.org/10.1093/CHROMSCI/28.4.173 https://doi.org/10.1055/S-2007-969097 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1054764/ https://doi.org/10.1055/S-2007-970000 https://doi.org/10.1016/S0031-9422(00)95128-8 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1054504/ https://doi.org/10.1021/BP00018A018 https://doi.org/10.1007/BF00573578 https://doi.org/10.1016/S0031-9422(00)84769-X https://doi.org/10.1002/BIT.260410511 https://doi.org/10.1016/S0040-4039(01)85750-6 https://doi.org/10.1021/JA00856A073 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1077381/ https://doi.org/10.1007/978-3-642-72117-5_16 https://doi.org/10.1021/NP50033A033 https://doi.org/10.1055/S-2006-961911 https://doi.org/10.1080/10826079508010396 https://doi.org/10.1021/NP50015A017 https://doi.org/10.1016/B978-1-4831-9671-8.50009-8 https://doi.org/10.1007/BF02438817 https://doi.org/10.1016/0031-9422(86)80012-7 https://doi.org/10.1016/S0176-1617(98)80200-9 https://doi.org/10.1002/HLCA.19810640615 https://doi.org/10.1002/HLCA.19850680204 https://doi.org/10.1016/S0021-9673(01)93060-2 https://doi.org/10.1055/S-2006-960184 https://doi.org/10.1385/MB:22:1:001 https://doi.org/10.1248/CPB.32.1671 https://doi.org/10.1271/BBB1961.51.1311 https://doi.org/10.3987/R-1986-09-2415
16-Hydroxytabersonine	443326	Click to see CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)O)C(=O)OC	352.40	unknown	https://doi.org/10.3987/R-1986-09-2415
16-Methoxytabersonine	443356	Click to see CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)C(=O)OC	366.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6 https://doi.org/10.1021/NP50033A033 https://doi.org/10.3987/R-1986-09-2415 https://doi.org/10.3987/R-1984-01-0085
2',19'-Secovincaleukoblastine, 4',5'-didehydro-4'-deoxy-2',19'-dioxo	56841094	Click to see CCC1=CN(CCC2=C(C(CC(=O)C1)(C3=C(C=C4C(=C3)C56CCN7C5C(C=CC7)(C(C(C6N4C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC8=CC=CC=C28)C=O	822.90	unknown	via CMAUP database
Catharine	11953924	Click to see CCC1=CN(CCC2=C(C(CC(=O)C1)(C3=C(C=C4C(=C3)C56CCN7C5C(C=CC7)(C(C(C6N4C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC8=CC=CC=C28)C=O	822.90	unknown	https://doi.org/10.1021/JA00856A073 https://doi.org/10.1055/S-2006-962777 https://doi.org/10.3987/S-1987-01-0617 https://doi.org/10.1351/PAC198456081011
Deacetylvindoline	260534	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2O)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C	414.50	unknown	https://doi.org/10.3987/R-1986-09-2415
Desacetylvindoline	118701145	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2O)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C	414.50	unknown	via CMAUP database
Dimethyl 12-ethyl-10-hydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10,11-dicarboxylate	5315229	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2C(=O)OC)(C(=O)OC)O)N(C5=CC=CC=C45)C	426.50	unknown	via CMAUP database
Dimethyl 12-ethyl-4-(6-ethyl-8-formyl-2-methoxycarbonyl-5-oxo-8,18-diazatricyclo[9.7.0.012,17]octadeca-1(11),12,14,16-tetraen-2-yl)-10-hydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),13-diene-10,11-dicarboxylate	5315215	Click to see CCC1CN(CCC2=C(C(CCC1=O)(C3CCC4=C(C3)C56CCN7C5C(C=CC7)(C(C(C6N4C)(C(=O)OC)O)C(=O)OC)CC)C(=O)OC)NC8=CC=CC=C28)C=O	799.00	unknown	via CMAUP database
methyl (13S,15S,16R,18S)-13-[(1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraen-17-yl]-18-ethyl-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate	6325522	Click to see CCC12CN3CCC4=C(C(CC(C3)C1O2)(C5CC67C8N5CC=CC8(C(C(C6N(C9=C7C=CC(=C9)OC)C)(C(=O)OC)O)OC(=O)C)CC)C(=O)OC)NC1=CC=CC=C41	809.00	unknown	via CMAUP database
methyl (1R,12R,19S)-12-ethyl-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate	162921444	Click to see CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3C)C=C(C=C5)OC)C(=O)OC	380.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2006.05.018
methyl (1R,12S,19R)-12-[(1R)-1-hydroxyethyl]-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate	57506202	Click to see CC(C12CC(=C3C4(C1N(CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC)O	352.40	unknown	https://doi.org/10.1515/ZNB-1981-0919
methyl (1R,12S,19R)-12-[(1S)-1-acetyloxyethyl]-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate	124708190	Click to see CC(C12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)C(=O)OC)OC(=O)C	424.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
methyl (1R,12S,19R)-12-[(1S)-1-hydroxyethyl]-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate	162907428	Click to see CC(C12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)C(=O)OC)O	382.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-4-[(2R)-5-oxopyrrolidin-2-yl]-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate	132599667	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=C(C(=C5)OC)C6CCC(=O)N6)C	539.60	unknown	https://doi.org/10.1039/P19860000923
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-4-[(2S)-5-oxopyrrolidin-2-yl]-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate	132599668	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=C(C(=C5)OC)C6CCC(=O)N6)C	539.60	unknown	https://doi.org/10.1039/P19860000923
methyl (1R,9R,10S,11R,12S,19S,20S)-20-methyl-8,16-diazahexacyclo[10.6.1.19,11.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate	154497671	Click to see CC1C2C3C=CCN4C3C5(C1(C2C(=O)OC)NC6=CC=CC=C65)CC4	336.40	unknown	https://doi.org/10.1002/HLCA.19800630714
methyl (1R,9R,10S,11S,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-4-[(2R)-5-oxopyrrolidin-2-yl]-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate	163033007	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=C(C(=C5)OC)C6CCC(=O)N6)C	539.60	unknown	https://doi.org/10.1039/P19860000923
methyl (1R,9R,10S,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	138113920	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=CC=CC=C45)C	426.50	unknown	https://doi.org/10.1080/01483918408073937 https://doi.org/10.1021/NP50033A033
methyl (1R,9S,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate	95050943	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C	456.50	unknown	https://doi.org/10.1016/S0031-9422(00)84375-7 https://doi.org/10.1107/S0108270104004342
methyl (1R,9S,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	162976351	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=CC=CC=C45)C	426.50	unknown	https://doi.org/10.1107/S0108270104004342
methyl (1S,12S,19R)-12-ethyl-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate	101487401	Click to see CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)C(=O)OC	366.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
methyl (4S)-4-[(10S,11R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-1-ethyl-2-oxa-6,16-diazahexacyclo[16.2.1.03,19.05,13.07,12.016,19]henicosa-5(13),7,9,11-tetraene-4-carboxylate	5315743	Click to see CCC12CC3CN4C3(C1)C(O2)C(C5=C(CC4)C6=CC=CC=C6N5)(C7=C(C=C8C(=C7)C91CCN2C9C(C=CC2)(C(C(C1N8C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC	821.00	unknown	https://doi.org/10.1021/NP50015A009
Methyl 11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-4-(5-oxopyrrolidin-2-yl)-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate	163033006	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=C(C(=C5)OC)C6CCC(=O)N6)C	539.60	unknown	https://doi.org/10.1039/P19860000923
Methyl 11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate	425978	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C	456.50	unknown	https://doi.org/10.1016/S0031-9422(00)84375-7 https://doi.org/10.1021/NP960703N https://doi.org/10.1107/S0108270104004342 https://doi.org/10.1248/BPB.28.1021 https://doi.org/10.1016/J.PHYTOCHEM.2006.05.018
Methyl 12-(1-acetyloxyethyl)-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate	162882266	Click to see CC(C12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)C(=O)OC)OC(=O)C	424.50	unknown	https://doi.org/10.1002/CHIN.198107333 https://doi.org/10.1016/S0040-4020(01)88602-6
Methyl 12-(1-hydroxyethyl)-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate	73657393	Click to see CC(C12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)C(=O)OC)O	382.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
Methyl 12-ethyl-10,11-dihydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	5315746	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2O)(C(=O)OC)O)N(C5=CC=CC=C45)C	384.50	unknown	via CMAUP database
Methyl 12-ethyl-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate	162921443	Click to see CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3C)C=C(C=C5)OC)C(=O)OC	380.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2006.05.018
Methyl 12-ethyl-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate	429986	Click to see CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)C(=O)OC	366.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
Methyl 3beta-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2beta,5alpha,12beta,19alpha-aspidospermidine-3alpha-carboxylate	5460099	Click to see CCC12CC(C3C4(C1N(CC4)CC=C2)C5=C(N3C)C=C(C=C5)OC)(C(=O)OC)O	398.50	unknown	https://doi.org/10.1021/NP50060A020
Roseadine	44559285	Click to see CCC1(CN2CCC3=C(C1C(C2)C=C(C4=CC5=C(C=C4OC)N(C6C57CCN8C7C(C=CC8)(C(C6(C(=O)OC)O)OC(=O)C)CC)C)C(=O)OC)NC9=CC=CC=C39)O	809.00	unknown	https://doi.org/10.1021/NP50028A016
Tabersonine	20485	Click to see CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC	336.40	unknown	https://doi.org/10.1016/0003-9861(87)90128-7 https://doi.org/10.1016/S0014-5793(99)01138-2 https://doi.org/10.1055/S-2006-961605 https://doi.org/10.1515/ZNB-1981-0919 https://doi.org/10.1002/BMS.1200190704 https://doi.org/10.3109/13880209.2012.722646 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1054764/ https://doi.org/10.1016/S0031-9422(03)00269-3 https://doi.org/10.1002/BMS.1200191006 https://doi.org/10.1016/S0021-9673(01)88452-1 https://doi.org/10.3987/R-1986-09-2415
Tabersoninium(1+)	25201472	Click to see CCC12CC(=C3C4(C1[NH+](CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC	337.40	unknown	via CMAUP database
Vandrikidine	70691524	Click to see CC(C12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)C(=O)OC)O	382.50	unknown	https://doi.org/10.1002/HLCA.19800630714
Vidorosine	21304	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)O)N(C5=CC=CC(=C45)C(=O)OC)C	426.50	unknown	https://doi.org/10.1080/01483918408073937 https://doi.org/10.1021/NP50033A033
Vindoline	260535	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C	456.50	unknown	https://doi.org/10.1021/NP960703N https://doi.org/10.3987/R-1984-01-0085 https://doi.org/10.1016/J.PHYTOCHEM.2006.05.018 https://doi.org/10.1248/BPB.28.1021
Vindolinium(1+)	25760681	Click to see CCC12C=CC[NH+]3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C	457.50	unknown	via CMAUP database
Vindorosine	11618751	Click to see CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=CC=CC=C45)C	426.50	unknown	https://doi.org/10.1021/NP50033A033
> Alkaloids and derivatives / Quebrachamine alkaloids
methyl (13S,15S)-15-ethyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9,16-pentaene-13-carboxylate	101202570	Click to see CCC12CC(C3=C(CCN(C1)CC=C2)C4=CC=CC=C4N3)C(=O)OC	338.40	unknown	https://doi.org/10.1016/S0040-4039(01)81759-7
> Alkaloids and derivatives / Strychnos alkaloids
Akuammicine	10314057	Click to see CC=C1CN2CCC34C2CC1C(=C3NC5=CC=CC=C45)C(=O)OC	322.40	unknown	https://doi.org/10.1002/JPS.2600520423 https://doi.org/10.1021/NP50015A017
CID 441976	441976	Click to see CC=C1CN2CCC34C2CC1C(=C3NC5=CC=CC=C45)C(=O)OC	322.40	unknown	https://doi.org/10.1021/NP50015A017
Methyl 12-ethylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraene-10-carboxylate	5087855	Click to see CC=C1CN2CCC34C2CC1C(=C3NC5=CC=CC=C45)C(=O)OC	322.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5683484/ https://doi.org/10.1002/JPS.2600520423
> Alkaloids and derivatives / Vallesaman alkaloids
Tabernoschizine	6602271	Click to see CC=C1CN2CCC1C(=C)C3=C(C2)C4=CC=CC=C4N3	264.40	unknown	via CMAUP database
> Alkaloids and derivatives / Vinca alkaloids
4-Desacetyl Vinblastine	15575610	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)O)CC)OC)C(=O)OC)O	768.90	unknown	https://doi.org/10.1002/JPS.2600531023
6,7-Dihydrovincaleukoblastine	197141	Click to see CCC12CCCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=CC(=C(C=C45)C6(CC7CC(CN(C7)CCC8=C6NC9=CC=CC=C89)(CC)O)C(=O)OC)OC)C	813.00	unknown	https://doi.org/10.1002/JPS.2600500508
Catharanthamine	156951	Click to see CCC12CC3CN(C1)CCC4=C(C(C3O2)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC1=CC=CC=C41	809.00	unknown	https://doi.org/10.1021/NP50015A009
CID 419065	419065	Click to see CCC12CN3CCC4=C(C(CC(C3)C1O2)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC1=CC=CC=C41	809.00	unknown	https://doi.org/10.1271/BBB1961.51.611
Citomid	5388993	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	825.00	unknown	https://doi.org/10.1080/01483918408073937 https://doi.org/10.1002/PCA.575 https://doi.org/10.1016/0021-9673(94)80146-0 https://doi.org/10.1081/JLC-100101476 https://doi.org/10.1016/S0021-9673(96)00614-0 https://doi.org/10.1080/10826079708010966 https://doi.org/10.1055/S-2006-962777 https://doi.org/10.1248/CPB.50.1294
Deacetylvincaleukoblastine	15575614	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)O)CC)OC)C(=O)OC)O	768.90	unknown	https://doi.org/10.1002/JPS.2600531023
dimethyl (10R,11R)-12-ethyl-4-(17-ethyl-16-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl)-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10,11-dicarboxylate	5318981	Click to see CCC1CN2CCC3=C(C(CC(C2)C1O)(C4=C(C=C5C(=C4)C67CCN8C6C(C=CC8)(C(C(C7N5C)(C(=O)OC)O)C(=O)OC)CC)OC)C(=O)OC)NC9=CC=CC=C39	811.00	unknown	via CMAUP database
Formyl-leurosine	320745	Click to see CCC12CN3CCC4=C(C(CC(C3)C1O2)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC1=CC=CC=C41	822.90	unknown	https://doi.org/10.1080/01483918408073937
Leurosinone	494490	Click to see CCC12CN3CC(C1O2)CC(C4=C(CC3CC(=O)C)C5=CC=CC=C5N4)(C6=C(C=C7C(=C6)C89CCN1C8C(C=CC1)(C(C(C9N7C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC	865.00	unknown	https://doi.org/10.1039/P19880002175
methyl (10S,11R,12R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	45358158	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	825.00	unknown	via CMAUP database
methyl (13R,15S,16R,18S)-13-[(1R,9R,10R,11S,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate	163188153	Click to see CCC12CN3CCC4=C(C(CC(C3)C1O2)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC1=CC=CC=C41	809.00	unknown	https://doi.org/10.1271/BBB1961.51.611
methyl (1R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17R)-17-ethyl-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	11767947	Click to see CCC1CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC	795.00	unknown	via CMAUP database
methyl (1R,9R,10R,11R,12R,19S)-11-acetyloxy-12-ethyl-4-[(13R,15S,17R)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	163187317	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	825.00	unknown	https://doi.org/10.1271/BBB1961.51.611
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6-triene-10-carboxylate	42632433	Click to see CCC12CCCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=CC(=C(C=C45)C6(CC7CC(CN(C7)CCC8=C6NC9=CC=CC=C89)(CC)O)C(=O)OC)OC)C	813.00	unknown	https://doi.org/10.1002/JPS.2600500508
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	241903	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	811.00	unknown	https://doi.org/10.1055/S-2006-962321 https://doi.org/10.1248/CPB.50.1294 https://doi.org/10.1016/S0040-4020(01)88619-1 https://doi.org/10.5586/ASBP.2001.033 https://doi.org/10.1081/JLC-100101476 https://doi.org/10.3987/COM-87-4411 https://doi.org/10.1016/S0031-9422(97)00165-9 https://doi.org/10.1351/PAC198456081011 https://doi.org/10.1016/0021-9673(94)80146-0 https://doi.org/10.1002/JPS.2600570408 https://doi.org/10.1021/NP50033A033 https://doi.org/10.1016/0378-4347(94)00290-8 https://doi.org/10.1055/S-2007-970000 https://doi.org/10.1271/BBB1961.51.611 https://doi.org/10.1021/JA00856A073 https://doi.org/10.1021/NP50028A016 https://doi.org/10.1021/NP50015A017 https://doi.org/10.1007/BF00573578 https://doi.org/10.1021/NP50060A020 https://doi.org/10.3987/COM-87-4409 https://doi.org/10.1002/PCA.575 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1054764/ https://doi.org/10.1055/S-2006-962777 https://doi.org/10.1080/10826079708010966 https://doi.org/10.1016/S0021-9673(99)00495-1 https://doi.org/10.1080/01483918408073937 https://doi.org/10.1016/S0021-9673(96)00614-0
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,16S,17R)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazapentacyclo[13.3.1.04,12.04,16.05,10]nonadeca-5,7,9,11-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	5315219	Click to see CCC1(CN2CCC34C1C(C2)CC(C3=NC5=CC=CC=C45)(C6=C(C=C7C(=C6)C89CCN1C8C(C=CC1)(C(C(C9N7C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	809.00	unknown	via CMAUP database
methyl (1R,9R,10S,11R,12R,19S)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	124516887	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	811.00	unknown	https://doi.org/10.1248/CPB.50.1294
methyl (1R,9R,10S,11R)-11-acetyloxy-12-ethyl-4-[(13S,17R)-17-ethyl-16,17-dihydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	5315217	Click to see CCC1(CN2CCC3=C(C(CC(C2)C1O)(C4=C(C=C5C(=C4)C67CCN8C6C(C=CC8)(C(C(C7N5C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC9=CC=CC=C39)O	827.00	unknown	via CMAUP database
methyl (1R,9R,10S,11S,12R,19S)-11-acetyloxy-12-ethyl-4-[(13R,15S,17R)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	163188151	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	811.00	unknown	https://doi.org/10.1271/BBB1961.51.611
methyl (1R,9S,10R,11S,12R,19S)-11-acetyloxy-12-ethyl-4-(17-ethyl-17-hydroxy-13-methoxycarbonyl-11-aza-1-azoniatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl)-10-hydroxy-5-methoxy-8-methyl-8-aza-16-azoniapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	25202107	Click to see CCC1(CC2CC(C3=C(CC[NH+](C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CC[NH+]9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	813.00	unknown	via CMAUP database
methyl (2S,13S,15R,16R,18S)-13-[(1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-2-(2-oxopropyl)-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate	14190180	Click to see CCC12CN3CC(C1O2)CC(C4=C(CC3CC(=O)C)C5=CC=CC=C5N4)(C6=C(C=C7C(=C6)C89CCN1C8C(C=CC1)(C(C(C9N7C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC	865.00	unknown	https://doi.org/10.1039/P19880002175
methyl (2S,13S,18S)-13-[(1R,9R,10S,11R,19S)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-2-(2-oxopropyl)-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate	11969807	Click to see CCC12CN3CC(C1O2)CC(C4=C(CC3CC(=O)C)C5=CC=CC=C5N4)(C6=C(C=C7C(=C6)C89CCN1C8C(C=CC1)(C(C(C9N7C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC	865.00	unknown	https://doi.org/10.1039/P19880002175
methyl (9R,10R)-12-ethyl-4-[(13S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate	5316334	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(CC(C8N6)(C(=O)OC)O)(C=CC9)CC)OC)C(=O)OC)O	738.90	unknown	via CMAUP database
N-Desmethyl Vinblastine	56841098	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	796.90	unknown	https://doi.org/10.1016/0021-9673(94)80146-0 https://doi.org/10.1055/S-2007-969701
Vinblastine	13342	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	811.00	unknown	https://doi.org/10.1002/JPS.2600510226 https://doi.org/10.1021/NP50028A016 https://doi.org/10.1016/0031-9422(95)00919-1 https://doi.org/10.1021/NP50015A017 https://doi.org/10.1111/J.1749-6632.1958.TB54906.X
Vincovaline	100925385	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	811.00	unknown	via CMAUP database
Vincristine	5978	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	825.00	unknown	https://doi.org/10.1080/01483918408073937 https://doi.org/10.1055/S-2006-962777 https://doi.org/10.1016/S0021-9673(96)00614-0 https://doi.org/10.1081/JLC-100101476 https://doi.org/10.1002/PCA.575 https://doi.org/10.1248/CPB.50.1294 https://doi.org/10.1080/10826079708010966 https://doi.org/10.1016/0021-9673(94)80146-0
Vincristine (free base)	3717450	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	825.00	unknown	https://doi.org/10.1271/BBB1961.51.611
Vinleurosine	442111	Click to see CCC12CN3CCC4=C(C(CC(C3)C1O2)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC1=CC=CC=C41	809.00	unknown	https://doi.org/10.1080/01483918408073937 https://doi.org/10.1055/S-2006-960184 https://doi.org/10.1055/S-2006-962777 https://doi.org/10.3987/S-1987-01-0617 https://doi.org/10.1021/NP50060A020 https://doi.org/10.3987/COM-87-4410 https://doi.org/10.1021/NP50015A017 https://doi.org/10.1351/PAC198456081011 https://doi.org/10.1021/JA00856A073 https://doi.org/10.1016/0021-9673(94)80146-0
Vinrosidine	3823887	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O	811.00	unknown	https://doi.org/10.1055/S-2006-962321 https://doi.org/10.1248/CPB.50.1294 https://doi.org/10.1016/S0040-4020(01)88619-1 https://doi.org/10.5586/ASBP.2001.033 https://doi.org/10.1081/JLC-100101476 https://doi.org/10.3987/COM-87-4411 https://doi.org/10.1016/S0031-9422(97)00165-9 https://doi.org/10.1002/JPS.2600510226 https://doi.org/10.1351/PAC198456081011 https://doi.org/10.1016/0021-9673(94)80146-0 https://doi.org/10.1016/0031-9422(95)00919-1 https://doi.org/10.1002/JPS.2600570408 https://doi.org/10.1021/NP50033A033 https://doi.org/10.1016/0378-4347(94)00290-8 https://doi.org/10.1055/S-2007-970000 https://doi.org/10.1271/BBB1961.51.611 https://doi.org/10.1021/JA00856A073 https://doi.org/10.1007/BF00573578 https://doi.org/10.1021/NP50060A020 https://doi.org/10.3987/COM-87-4409 https://doi.org/10.1002/PCA.575 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1054764/ https://doi.org/10.1055/S-2006-962777 https://doi.org/10.1080/10826079708010966 https://doi.org/10.1016/S0021-9673(99)00495-1 https://doi.org/10.1080/01483918408073937 https://doi.org/10.1016/S0021-9673(96)00614-0 https://doi.org/10.1111/J.1749-6632.1958.TB54906.X
> Alkaloids and derivatives / Vobasan alkaloids
methyl (1S,14R,15E)-15-ethylidene-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate	54607011	Click to see CC=C1CNC2CC3=C(C(=O)CC1C2C(=O)OC)NC4=CC=CC=C34	338.40	unknown	via CMAUP database
Perivine	6473766	Click to see CC=C1CNC2CC3=C(C(=O)CC1C2C(=O)OC)NC4=CC=CC=C34	338.40	unknown	https://doi.org/10.1021/NP50060A020 https://doi.org/10.1016/0021-9673(93)80406-X
> Alkaloids and derivatives / Yohimbine alkaloids
19-epi-3-Isoajmalicine	179461	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1515/ZNB-1982-1025
19-epi-Ajmalicine	179460	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1016/J.JPLPH.2009.02.015 https://doi.org/10.1021/NP50010A002 https://doi.org/10.1080/10286020.2011.649728 https://doi.org/10.1248/BPB.28.1021 https://doi.org/10.3109/13880209.2016.1140213
19-epi-Cathenamine	443362	Click to see CC1C2=CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	350.40	unknown	https://doi.org/10.1021/NP50010A002 https://doi.org/10.1007/S11101-006-9047-8
3-Isoajmalicine	11416867	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1515/ZNB-1981-0919
Ajmalicine	441975	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1016/S0141-0229(98)00121-5 https://doi.org/10.1055/S-2007-969782 https://doi.org/10.1055/S-2006-962741 https://doi.org/10.1055/S-2007-969097 https://doi.org/10.1007/BF02439316 https://doi.org/10.1016/S0141-0229(01)00309-X https://doi.org/10.1016/0300-9084(94)90117-1 https://doi.org/10.1007/BF02632125 https://doi.org/10.1016/0168-1656(91)90260-3 https://doi.org/10.1016/J.FITOTE.2004.10.019 https://doi.org/10.1515/ZNB-1981-0919 https://doi.org/10.1055/S-2007-969223 https://doi.org/10.1055/S-2007-969871 https://doi.org/10.1021/NP50060A020 https://doi.org/10.1248/BPB.28.1021 https://doi.org/10.1016/0031-9422(92)83115-F https://doi.org/10.1002/CHIN.198107333 https://doi.org/10.1007/BF02916405 https://doi.org/10.1039/AN9891401229 https://doi.org/10.1007/BF00568358 https://doi.org/10.1016/0003-9861(87)90128-7 https://doi.org/10.1016/S0040-4020(01)88602-6 https://doi.org/10.1021/NP50017A004 https://doi.org/10.1515/ZNC-1983-11-1206 https://doi.org/10.1002/PTR.2650080315 https://doi.org/10.1007/BF00269710 https://doi.org/10.1007/978-1-4684-5341-6_63 https://doi.org/10.1016/S0040-4039(01)85750-6 https://doi.org/10.1007/S11627-001-0013-2 https://doi.org/10.1002/BMS.1200190704 https://doi.org/10.1055/S-2006-962777 https://doi.org/10.1016/S0021-9673(01)93060-2 https://doi.org/10.1039/C39850001245 https://doi.org/10.1021/NP50015A017 https://doi.org/10.1080/01483918408073937 https://doi.org/10.1007/BF00269372 https://doi.org/10.5586/ASBP.2001.033 https://doi.org/10.1007/BF00172730 https://doi.org/10.1002/HLCA.19810640615 https://doi.org/10.1055/S-2006-959439 https://doi.org/10.1016/S0031-9422(82)85022-X https://doi.org/10.1007/BF00573578 https://doi.org/10.1016/S0031-9422(97)00302-6 https://doi.org/10.1007/BF00023520 https://doi.org/10.1055/S-2006-962374 https://doi.org/10.1007/BF00166846 https://doi.org/10.1055/S-2006-961605 https://doi.org/10.1002/PCA.2800030305 https://doi.org/10.1021/NP50010A002 https://doi.org/10.1515/ZNC-1987-9-1017 https://doi.org/10.1016/S0021-9673(01)88452-1 https://doi.org/10.1002/BIT.260410511 https://doi.org/10.1515/ZNC-1987-9-1012 https://doi.org/10.1002/BIT.260470504 https://doi.org/10.1002/BMS.1200191006 https://doi.org/10.1016/S0031-9422(00)90585-5 https://doi.org/10.1271/BBB1961.51.1311 https://doi.org/10.1007/BF00233423 https://doi.org/10.3987/COM-89-4890 https://doi.org/10.1016/0031-9422(82)83146-4 https://doi.org/10.1093/CHROMSCI/28.4.173 https://doi.org/10.1007/BF00233027 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1054764/ https://doi.org/10.1055/S-2007-969820 https://doi.org/10.1021/NP50033A033
beta-Yohimbine	2866	Click to see COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O	354.40	unknown	https://doi.org/10.1515/ZNB-1982-1025 https://doi.org/10.1016/S0040-4020(01)88602-6
Cathenamine	443361	Click to see CC1C2=CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	350.40	unknown	https://doi.org/10.1021/NP50010A002 https://doi.org/10.1074/JBC.275.5.3051
Isoreserpin	5052	Click to see COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC	608.70	unknown	via CMAUP database
Lamuran	251561	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1515/ZNB-1982-1025 https://doi.org/10.1055/S-0028-1097686 https://doi.org/10.1016/0031-9422(82)83146-4 https://doi.org/10.1080/10286020.2011.649728 https://doi.org/10.1248/CPB.7.713 https://doi.org/10.3109/13880209.2016.1140213 https://doi.org/10.1515/ZNB-1981-0919 https://doi.org/10.1248/BPB.28.1021 https://doi.org/10.1016/S0040-4020(01)88602-6 https://doi.org/10.1016/J.JPLPH.2009.02.015
Methyl (15S,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate	6419959	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	via CMAUP database
methyl (1R,15S,16R,20R)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate	7072790	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1055/S-0028-1097686
Tetrahydroalstonine	72340	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1080/01483918408073937 https://doi.org/10.1248/CPB.7.713 https://doi.org/10.1515/ZNB-1981-0919 https://doi.org/10.1093/CHROMSCI/28.4.173 https://doi.org/10.1021/NP50010A002 https://doi.org/10.1021/NP50033A033
Yohimbine	8969	Click to see COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O	354.40	unknown	https://doi.org/10.1515/ZNB-1982-1025 https://doi.org/10.1016/S0031-9422(97)00302-6 https://doi.org/10.5586/ASBP.2001.033 https://doi.org/10.1002/CHIN.198107333 https://doi.org/10.1021/NP50017A004 https://doi.org/10.1016/S0040-4020(01)88602-6 https://doi.org/10.1016/S0021-9673(01)88452-1 https://doi.org/10.1002/HLCA.19810640615
> Benzenoids / Benzene and substituted derivatives / Benzazocines
Pericalline	6436240	Click to see CC=C1CN2CCC1C(=C)C3=C(C2)C=C4C=CNC4=C3	264.40	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Benzoic acids
Benzoic Acid	243	Click to see C1=CC=C(C=C1)C(=O)O	122.12	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2009.01.009
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Salicylic acid and derivatives / Salicylic acids
Salicylic Acid	338	Click to see C1=CC=C(C(=C1)C(=O)O)O	138.12	unknown	https://doi.org/10.1002/(SICI)1099-1565(199801/02)9:1<35::AID-PCA379>3.0.CO;2-D https://doi.org/10.1016/J.PHYTOCHEM.2009.01.009
> Benzenoids / Benzene and substituted derivatives / Benzoyl derivatives
Benzaldehyde	240	Click to see C1=CC=C(C=C1)C=O	106.12	unknown	https://doi.org/10.1002/FFJ.958
> Benzenoids / Dibenzocycloheptenes
Macrosporusone D	146683386	Click to see CC1=CC(=C2C3=C1C(=O)C4C(C3(COC2=O)C5=C4C6=C7C(=C5O)C(OC(=O)C7=C(C=C6)O)OC)O)O	490.40	unknown	https://doi.org/10.3987/R-1984-01-0085
> Hydrocarbons / Unsaturated hydrocarbons / Branched unsaturated hydrocarbons
gamma-Terpinene	7461	Click to see CC1=CCC(=CC1)C(C)C	136.23	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters / Fatty acid methyl esters
Methyl palmitate	8181	Click to see CCCCCCCCCCCCCCCC(=O)OC	270.50	unknown	https://doi.org/10.1002/FFJ.958
Methyl tetradecanoate	31284	Click to see CCCCCCCCCCCCCC(=O)OC	242.40	unknown	https://doi.org/10.1002/FFJ.958
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Long-chain fatty acids
Myristic Acid	11005	Click to see CCCCCCCCCCCCCC(=O)O	228.37	unknown	https://doi.org/10.1002/FFJ.958
Palmitic Acid	985	Click to see CCCCCCCCCCCCCCCC(=O)O	256.42	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021
Ricinoleic acid	643684	Click to see CCCCCCC(CC=CCCCCCCCC(=O)O)O	298.50	unknown	https://doi.org/10.1007/BF02531183
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Medium-chain fatty acids
Lauric Acid	3893	Click to see CCCCCCCCCCCC(=O)O	200.32	unknown	https://doi.org/10.1002/FFJ.958
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acyl glycosides / Fatty acyl glycosides of mono- and disaccharides
Roseoside	9930064	Click to see CC1=CC(=O)CC(C1(C=CC(C)OC2C(C(C(C(O2)CO)O)O)O)O)(C)C	386.40	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Lineolic acids and derivatives
Linoleic Acid	5280450	Click to see CCCCCC=CCC=CCCCCCCCC(=O)O	280.40	unknown	https://doi.org/10.1021/NP9805490
Linolenic Acid	5280934	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)O	278.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021
Octadeca-9,12,15-trienoic acid	5282822	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)O	278.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021
> Lipids and lipid-like molecules / Fatty Acyls / Lineolic acids and derivatives / Jasmonic acids
Methyl trans-7-methyljasmonate	101665618	Click to see CCC=CCC1(C(CCC1=O)CC(=O)OC)C	238.32	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-methoxy-5,7-dimethylnaphthalen-2-yl)oxyoxan-2-yl]methyl (4aS,4bS,7S,8aS,10aS)-7-ethyl-1,1,7-trimethyl-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-4a-carboxylate	163025450	Click to see CCC1(CCC2C(C1)CCC3C2(CCCC3(C)C)C(=O)OCC4C(C(C(C(O4)OC5=CC6=CC(=CC(=C6C=C5OC)C)C)O)O)O)C	652.90	unknown	https://doi.org/10.1007/S10600-008-9096-X
[(3S,4R,5R,6S)-4,5-dihydroxy-6-(1-methoxy-5,7-dimethylnaphthalen-2-yl)oxyoxan-3-yl] (4aS,4bS,7S,8aS,10aS)-7-ethyl-1,1,7-trimethyl-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-4a-carboxylate	162883793	Click to see CCC1(CCC2C(C1)CCC3C2(CCCC3(C)C)C(=O)OC4COC(C(C4O)O)OC5=C(C6=CC(=CC(=C6C=C5)C)C)OC)C	622.80	unknown	https://doi.org/10.1007/S10600-008-9096-X
[3,4,5-trihydroxy-6-(3-methoxy-5,7-dimethylnaphthalen-2-yl)oxyoxan-2-yl]methyl 7-ethyl-1,1,7-trimethyl-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-4a-carboxylate	74386441	Click to see CCC1(CCC2C(C1)CCC3C2(CCCC3(C)C)C(=O)OCC4C(C(C(C(O4)OC5=CC6=CC(=CC(=C6C=C5OC)C)C)O)O)O)C	652.90	unknown	https://doi.org/10.1007/S10600-008-9096-X
[4,5-dihydroxy-6-(1-methoxy-5,7-dimethylnaphthalen-2-yl)oxyoxan-3-yl] 7-ethyl-1,1,7-trimethyl-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-4a-carboxylate	162883792	Click to see CCC1(CCC2C(C1)CCC3C2(CCCC3(C)C)C(=O)OC4COC(C(C4O)O)OC5=C(C6=CC(=CC(=C6C=C5)C)C)OC)C	622.80	unknown	https://doi.org/10.1007/S10600-008-9096-X
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Aconitane-type diterpenoid alkaloids
(6S,8R,9R,13S,18S)-11-ethyl-4,6,16,18-tetramethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,9-diol	5316490	Click to see CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)OC)COC	481.60	unknown	via CMAUP database
[(5S,6S,8R,13R,14R)-8-acetyloxy-11-ethyl-5,14-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 3,4-dimethoxybenzoate	24883980	Click to see CCN1CC2(C(CC(C34C2C(C(C31)C5(CC(C6(CC4C5C6OC(=O)C7=CC(=C(C=C7)OC)OC)O)OC)OC(=O)C)OC)OC)O)COC	689.80	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Colensane and clerodane diterpenoids
(4aS)-4-[2-(furan-3-yl)ethyl]-4-hydroxy-3,4a,8,8-tetramethyl-2,3,5,6,7,8a-hexahydronaphthalen-1-one	5316740	Click to see CC1CC(=O)C2C(CCCC2(C1(CCC3=COC=C3)O)C)(C)C	318.40	unknown	via CMAUP database
[(1S,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3,10-triacetyloxy-5-methoxy-7,8-dimethyl-7-[(2Z)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] acetate	163014705	Click to see CC1C(C(C23C(C1(C)CC=C(C)C=C)CC(C=C2C(OC3OC(=O)C)OC(=O)C)OC)OC(=O)C)OC(=O)C	548.60	unknown	https://doi.org/10.1016/S0031-9422(97)00302-6 https://doi.org/10.1002/PCA.2800030305 https://doi.org/10.1055/S-2007-969097 https://doi.org/10.1007/978-1-4684-5341-6_63 https://doi.org/10.1055/S-2006-959439 https://doi.org/10.1002/BMS.1200191006 https://doi.org/10.5586/ASBP.2001.033 https://doi.org/10.1016/J.FITOTE.2004.10.019 https://doi.org/10.1016/0168-1656(91)90260-3 https://doi.org/10.1007/S11627-001-0013-2 https://doi.org/10.1016/S0141-0229(01)00309-X https://doi.org/10.1007/BF00023520 https://doi.org/10.1016/0141-0229(88)90045-2 https://doi.org/10.1002/BIT.260410511 https://doi.org/10.1055/S-2007-969782 https://doi.org/10.1007/BF00269710 https://doi.org/10.1055/S-2006-962741 https://doi.org/10.1093/CHROMSCI/28.4.173 https://doi.org/10.1002/PTR.2650080315 https://doi.org/10.1002/BMS.1200190704
Coronarin A	24851535	Click to see CC1(CCCC2(C1CC(C(=C)C2C=CC3=COC=C3)O)C)C	300.40	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Taxanes and derivatives
[(1S,2S,3R,5S,7S,8S,9R,10R,13S)-2,7,9,10,13-pentaacetyloxy-1-hydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] (2R)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate	5320255	Click to see CC1=C2C(C(C3(C(CC(C(=C)C3C(C(C2(C)C)(CC1OC(=O)C)O)OC(=O)C)OC(=O)C(C(C4=CC=CC=C4)N(C)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C	785.90	unknown	via CMAUP database
9-Deacetyl-9-benzoyl-10-debenzoyltaxchinin A	5316351	Click to see CC1=C2C(C(C3(C(CC(C(=C)C3C(C2(CC1O)C(C)(C)O)OC(=O)C)O)OC(=O)C)C)OC(=O)C4=CC=CC=C4)O	572.60	unknown	https://doi.org/10.1271/BBB1961.51.611
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Acyclic monoterpenoids
(+)-Linalyl acetate	6999980	Click to see CC(=CCCC(C)(C=C)OC(=O)C)C	196.29	unknown	via CMAUP database
(R)-(+)-Citronellal	75427	Click to see CC(CCC=C(C)C)CC=O	154.25	unknown	via CMAUP database
2,6-Dimethyl-2,6-octadiene-1,8-diol, (2E,6E)-	5363397	Click to see CC(=CCO)CCC=C(C)CO	170.25	unknown	https://doi.org/10.1016/S0014-5793(01)03045-9
beta-Ocimene	18756	Click to see CC(=CCC=C(C)C=C)C	136.23	unknown	via CMAUP database
Citral	638011	Click to see CC(=CCCC(=CC=O)C)C	152.23	unknown	via CMAUP database
Geraniol	637566	Click to see CC(=CCCC(=CCO)C)C	154.25	unknown	via CMAUP database
Geranylacetone	1549778	Click to see CC(=CCCC(=CCCC(=O)C)C)C	194.31	unknown	https://doi.org/10.1002/FFJ.958
Linalool, (+)-	67179	Click to see CC(=CCCC(C)(C=C)O)C	154.25	unknown	via CMAUP database
Myrcene	31253	Click to see CC(=CCCC(=C)C=C)C	136.23	unknown	via CMAUP database
Neral	643779	Click to see CC(=CCCC(=CC=O)C)C	152.23	unknown	via CMAUP database
Nerol	643820	Click to see CC(=CCCC(=CCO)C)C	154.25	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Aromatic monoterpenoids
p-CYMENE	7463	Click to see CC1=CC=C(C=C1)C(C)C	134.22	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Bicyclic monoterpenoids
(-)-beta-Pinene	440967	Click to see CC1(C2CCC(=C)C1C2)C	136.23	unknown	via CMAUP database
(+)-alpha-Pinene	82227	Click to see CC1=CCC2CC1C2(C)C	136.23	unknown	via CMAUP database
2-Carene	79044	Click to see CC1=CC2C(C2(C)C)CC1	136.23	unknown	https://doi.org/10.1016/0031-9422(94)85067-4
alpha-PINENE	6654	Click to see CC1=CCC2CC1C2(C)C	136.23	unknown	https://doi.org/10.1016/0031-9422(94)85067-4
Sabinene	10887971	Click to see CC(C)C12CCC(=C)C1C2	136.23	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Menthane monoterpenoids
(+)-alpha-Phellandrene	443160	Click to see CC1=CCC(C=C1)C(C)C	136.23	unknown	via CMAUP database
(+)-alpha-Terpineol	442501	Click to see CC1=CCC(CC1)C(C)(C)O	154.25	unknown	via CMAUP database
(+)-beta-Phellandrene	442484	Click to see CC(C)C1CCC(=C)C=C1	136.23	unknown	via CMAUP database
(+)-Terpinen-4-ol	2724161	Click to see CC1=CCC(CC1)(C(C)C)O	154.25	unknown	via CMAUP database
(1R)-1-Isopropenyl-4-methyl-3-cyclohexene-1beta-ol	16059268	Click to see CC1=CCC(CC1)(C(=C)C)O	152.23	unknown	via CMAUP database
3-[1-Methyl-3-methylidene-2-(3-methyl-4-oxobut-2-enyl)-6-prop-1-en-2-ylcyclohexyl]propanoic acid	162852075	Click to see CC(=C)C1CCC(=C)C(C1(C)CCC(=O)O)CC=C(C)C=O	304.40	unknown	https://doi.org/10.1016/S0367-326X(02)00296-4
alpha-Terpinene	7462	Click to see CC1=CC=C(CC1)C(C)C	136.23	unknown	via CMAUP database
Cyclohexanecarboxaldehyde, 4-(1-methylethenyl)-	527108	Click to see CC(=C)C1CCC(CC1)C=O	152.23	unknown	via CMAUP database
Limonene, (+)-	440917	Click to see CC1=CCC(CC1)C(=C)C	136.23	unknown	via CMAUP database
Terpinolene	11463	Click to see CC1=CCC(=C(C)C)CC1	136.23	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
6,10,14-Trimethylpentadecan-2-one	10408	Click to see CC(C)CCCC(C)CCCC(C)CCCC(=O)C	268.50	unknown	https://doi.org/10.1002/FFJ.958
beta-Ionone	638014	Click to see CC1=C(C(CCC1)(C)C)C=CC(=O)C	192.30	unknown	https://doi.org/10.1002/FFJ.958
Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-	6887	Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C	204.35	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Abscisic acids and derivatives
(+)-abscisic acid beta-D-glucopyranosyl ester	46173811	Click to see CC1=CC(=O)CC(C1(C=CC(=CC(=O)OC2C(C(C(C(O2)CO)O)O)O)C)O)(C)C	426.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Germacrane sesquiterpenoids
(1Z,4E)-germacrene B	5371080	Click to see CC1=CCCC(=CCC(=C(C)C)CC1)C	204.35	unknown	via CMAUP database
(6E,8S)-1-methyl-5-methylidene-8-propan-2-ylcyclodeca-1,6-diene	49796490	Click to see CC1=CCCC(=C)C=CC(CC1)C(C)C	204.35	unknown	via CMAUP database
(S,1Z,6Z)-8-Isopropyl-1-methyl-5-methylenecyclodeca-1,6-diene	91723653	Click to see CC1=CCCC(=C)C=CC(CC1)C(C)C	204.35	unknown	https://doi.org/10.1002/FFJ.958
Germacrene B	5281519	Click to see CC1=CCCC(=CCC(=C(C)C)CC1)C	204.35	unknown	via CMAUP database
Germacrene D	5317570	Click to see CC1=CCCC(=C)C=CC(CC1)C(C)C	204.35	unknown	https://doi.org/10.1002/FFJ.958
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides
(2R,3R,4S)-3-ethenyl-4-(2-oxoethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid	162904875	Click to see C=CC1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)O)CC=O	374.34	unknown	https://doi.org/10.1021/JA00752A083
3-ethenyl-4-(2-oxoethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid	4631412	Click to see C=CC1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)O)CC=O	374.34	unknown	https://doi.org/10.1021/JA00752A083
methyl (2S,3R,4S)-3-ethenyl-4-(2-oxoethyl)-2-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate	162903410	Click to see COC(=O)C1=COC(C(C1CC=O)C=C)OC2C(C(C(C(O2)CO)O)O)O	388.40	unknown	https://doi.org/10.1021/JA00829A041
Methyl 2-(hexopyranosyloxy)-4-(2-oxoethyl)-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylate	369002	Click to see COC(=O)C1=COC(C(C1CC=O)C=C)OC2C(C(C(C(O2)CO)O)O)O	388.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4541752/ https://doi.org/10.1021/JA00829A041
Secologanin	161276	Click to see COC(=O)C1=COC(C(C1CC=O)C=C)OC2C(C(C(C(O2)CO)O)O)O	388.40	unknown	https://doi.org/10.1016/S0168-9452(99)00115-6 https://doi.org/10.1007/BF00172730 https://doi.org/10.1016/S0014-5793(98)01022-9 https://doi.org/10.1016/0300-9084(94)90117-1 https://doi.org/10.1055/S-2006-957879 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4541752/
Strictosidine	161336	Click to see COC(=O)C1=COC(C(C1CC2C3=C(CCN2)C4=CC=CC=C4N3)C=C)OC5C(C(C(C(O5)CO)O)O)O	530.60	unknown	https://doi.org/10.1007/BF02027718 https://doi.org/10.1002/HLCA.19810640615 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1136556/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC35145/ https://doi.org/10.1055/S-2006-962086 https://doi.org/10.1021/NP50010A002 https://doi.org/10.3987/COM-94-S(B)64 https://doi.org/10.1039/C39770000646 https://doi.org/10.1007/BF00233423 https://doi.org/10.1007/BF00233063 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1054401/
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Iridoid O-glycosides
(1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate	25244401	Click to see CC1C(CC2C1C(OC=C2C(=O)[O-])OC3C(C(C(C(O3)CO)O)O)O)O	375.35	unknown	via CMAUP database
Dehydrologanin	11968402	Click to see CC1C2C(CC1=O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC	388.40	unknown	via CMAUP database
Loganic acid	89640	Click to see CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O	376.36	unknown	https://doi.org/10.1016/0300-9084(94)90117-1
Loganin	87691	Click to see CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O	390.40	unknown	https://doi.org/10.1016/0300-9084(94)90117-1 https://doi.org/10.1248/CPB.32.1671 https://doi.org/10.1016/S0168-9452(99)00115-6 https://doi.org/10.1046/J.1365-313X.2000.00922.X https://doi.org/10.1111/J.1365-313X.2000.00922.X
methyl (1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate	16212335	Click to see CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O	390.40	unknown	via CMAUP database
methyl (1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate	354446	Click to see CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O	390.40	unknown	via CMAUP database
methyl (1S,4aS,7R,7aR)-7-methyl-6-oxo-1-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate	154496446	Click to see CC1C2C(CC1=O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC	388.40	unknown	https://doi.org/10.1016/S0031-9422(00)86933-2
methyl (1S,4aS,7R,7aS)-7-methyl-6-oxo-1-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate	162898859	Click to see CC1C2C(CC1=O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC	388.40	unknown	https://doi.org/10.1016/S0031-9422(00)86933-2
methyl 7-methyl-6-oxo-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate	12311347	Click to see CC1C2C(CC1=O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC	388.40	unknown	https://doi.org/10.1016/S0031-9422(00)86933-2
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones
[(9R,10Z,11aR)-3-(hydroxymethyl)-10-methyl-6-methylidene-2,7-dioxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-9-yl] acetate	162951084	Click to see CC1=CC2C(=C(C(=O)O2)CO)CCC(=C)C(=O)CC1OC(=O)C	320.30	unknown	https://doi.org/10.1016/S0367-326X(02)00296-4
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Diterpene lactones
2H-10,4a-(Epoxymethano)phenanthren-12-one, 9-amino-1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR-(4aalpha,9alpha,10alpha,10abeta))-	5320998	Click to see CC(C)C1=C(C(=C2C(=C1)C(C3C4C2(CCCC4(C)C)C(=O)O3)N)O)O	345.40	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Guaianolides and derivatives
(3aS,5aS,6S,8R,8aR,9aS)-6,8-dihydroxy-5,8-dimethyl-1-methylidene-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one	5320639	Click to see CC1=CC2C(CC3C1C(CC3(C)O)O)C(=C)C(=O)O2	264.32	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Tetraterpenoids / Carotenoids / Xanthophylls
(2E,4E,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26Z)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,4,6,8,10,12,14,16,18,20,22,24,26,30-tetradecaenal	10128841	Click to see CC(=CCCC(=CC=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC=C(C)C=CC=C(C)C=O)C)C)C)C	548.80	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
3-Hydroxyolean-12-en-28-oic acid	619166	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C(=O)O)C	456.70	unknown	https://doi.org/10.1248/BPB.28.1021
9-Hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid	2371	Click to see CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C(=O)O	456.70	unknown	https://doi.org/10.1007/S10600-008-9096-X
alpha-Amyrenyl acetate	92842	Click to see CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C)C)C	468.80	unknown	via CMAUP database
beta-Ursolic acid	220774	Click to see CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O	456.70	unknown	https://doi.org/10.1248/BPB.28.1021
Epibetulinic acid	485711	Click to see CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C(=O)O	456.70	unknown	https://doi.org/10.1007/S10600-008-9096-X
Oleanolic Acid	10494	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C(=O)O)C	456.70	unknown	https://doi.org/10.1248/BPB.28.1021
Ursolic Acid	64945	Click to see CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O	456.70	unknown	https://doi.org/10.1248/BPB.28.1021
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids / Limonoids
(1R,2R,7S,10S,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione	92966492	Click to see CC1(C2CC(=O)C3(C(C24COC(=O)CC4O1)CCC5(C36C(O6)C(=O)OC5C7=COC=C7)C)C)C	470.50	unknown	via CMAUP database
Nomilin	72320	Click to see CC(=O)OC1CC(=O)OC(C2C1(C3CCC4(C(OC(=O)C5C4(C3(C(=O)C2)C)O5)C6=COC=C6)C)C)(C)C	514.60	unknown	via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives / Dihydroxy bile acids, alcohols and derivatives
(3S,5S,8S,9S,10R,13S,17R)-3-hydroxy-17-[(2S,3S,5R)-3-hydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one	23724582	Click to see CC(C)C(C)CC(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(C4)O)C)C)O	432.70	unknown	https://doi.org/10.1271/BBB.59.1543 https://doi.org/10.1016/S0031-9422(99)00582-8
17-(3-hydroxy-5,6-dimethylheptan-2-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol	73229502	Click to see CC(C)C(C)CC(C(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)O	418.70	unknown	https://doi.org/10.1016/S0031-9422(99)00582-8
3-epi-6-Deoxocathasterone	45480560	Click to see CC(C)C(C)CC(C(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)O	418.70	unknown	https://doi.org/10.1016/S0031-9422(99)00582-8
3-Hydroxy-17-(3-hydroxy-5,6-dimethylheptan-2-yl)-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one	73192361	Click to see CC(C)C(C)CC(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(C4)O)C)C)O	432.70	unknown	https://doi.org/10.1271/BBB.59.1543
6-Deoxocathasterone	16061344	Click to see CC(C)C(C)CC(C(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)O	418.70	unknown	https://doi.org/10.1016/S0031-9422(99)00582-8
Cathasterone	15341086	Click to see CC(C)C(C)CC(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(C4)O)C)C)O	432.70	unknown	https://doi.org/10.1271/BBB.59.1543 https://doi.org/10.1016/S0031-9422(99)00582-8
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives / Tetrahydroxy bile acids, alcohols and derivatives
(2R,3R,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one	13039047	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O	464.70	unknown	https://doi.org/10.1271/BBB.59.168
(2R,3S,5S,8S,9S,10R,13S,14S,17S)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one	162934955	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O	464.70	unknown	https://doi.org/10.1271/BBB1961.53.805
24-epi-Castasterone	13039027	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O	464.70	unknown	https://doi.org/10.1271/BBB1961.53.805
6-Deoxocastasterone	13870433	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CCC4C3(CC(C(C4)O)O)C)C)O)O	450.70	unknown	https://doi.org/10.1016/0031-9422(96)00342-1
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives / Trihydroxy bile acids, alcohols and derivatives
(3S,5S,8S,9S,10R,13S,17R)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one	23724583	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(C4)O)C)C)O)O	448.70	unknown	https://doi.org/10.1271/BBB.58.1186
Teasterone	13475125	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(C4)O)C)C)O)O	448.70	unknown	https://doi.org/10.1271/BBB.58.1186
Typhasterol	13475120	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(C4)O)C)C)O)O	448.70	unknown	https://doi.org/10.1271/BBB.58.1186
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Cholestane steroids / Cholesterols and derivatives
Cholesterol	5997	Click to see CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	386.70	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Ergostane steroids / Ergosterols and derivatives
(3S,8S,9S,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	134766514	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	400.70	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021
(6alpha)-Hydroxycampestanol	73229506	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC(C4C3(CCC(C4)O)C)O)C	418.70	unknown	https://doi.org/10.1271/BBB.59.1543
17-(5,6-Dimethylheptan-2-yl)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one	73229505	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(C4)O)C)C	416.70	unknown	https://doi.org/10.1271/BBB.59.1543
24-Methylenecholesterol	92113	Click to see CC(C)C(=C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	398.70	unknown	https://doi.org/10.1248/CPB.45.224
5-Cholestene-3-ol, 24-methyl-	312822	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	400.70	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021 https://doi.org/10.1271/BBB.59.1543
6-Oxocampestanol	16061347	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(C4)O)C)C	416.70	unknown	https://doi.org/10.1271/BBB.59.1543
6alpha-Hydroxycampestanol	16061348	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC(C4C3(CCC(C4)O)C)O)C	418.70	unknown	https://doi.org/10.1271/BBB.59.1543
Campestanol	119394	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C	402.70	unknown	https://doi.org/10.1271/BBB.59.1543
Campesterol	173183	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	400.70	unknown	https://doi.org/10.1271/BBB.59.1543
Ergostan-3-ol, (3beta,5alpha)-	612090	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C	402.70	unknown	https://doi.org/10.1271/BBB.59.1543
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroid lactones / Brassinolides and derivatives
(1S,2R,4R,5S,7S,11R,12R,15S,16S)-15-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.02,7.012,16]octadecan-8-one	154496275	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2COC(=O)C4C3(CC(C(C4)O)O)C)C)O)O	480.70	unknown	https://doi.org/10.1271/BBB1961.53.805
24-Epibrassinolide	3239	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2COC(=O)C4C3(CC(C(C4)O)O)C)C)O)O	480.70	unknown	https://doi.org/10.1271/BBB1961.53.805
Brassinolide	115196	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2COC(=O)C4C3(CC(C(C4)O)O)C)C)O)O	480.70	unknown	https://doi.org/10.1007/BF00210703 https://doi.org/10.1016/S0031-9422(99)00582-8 https://doi.org/10.1271/BBB1961.53.805 https://doi.org/10.1271/BBB1961.54.1107
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroid lactones / Withanolides and derivatives
(10,25-Diacetyloxy-3,22-dihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-14-yl) acetate	5321583	Click to see CC1C=C2C(C3C1C4(C(CC5C(C4C3OC(=O)C)C(C(=O)C6C5(C(C7C(C6)O7)OC(=O)C)C)O)OC(=O)C)C)C(C(=O)O2)(C)O	630.70	unknown	via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	86821	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	https://doi.org/10.1007/S10600-008-9096-X https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021
24-Ethylcholest-5-en-3beta-ol	22012	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021
Beta-Sitosterol	222284	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	https://doi.org/10.1007/S10600-008-9096-X
Fucosterol	5281326	Click to see CC=C(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1080/10575639808044948 https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021
Stigmasterol	5280794	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021
> Nucleosides, nucleotides, and analogues / Purine nucleosides
(2R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol	54732806	Click to see C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)O)O)N	267.24	unknown	via CMAUP database
Adenosine	60961	Click to see C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)O)O)N	267.24	unknown	via CMAUP database
> Nucleosides, nucleotides, and analogues / Pyrimidine nucleosides
Uridine	6029	Click to see C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O	244.20	unknown	https://doi.org/10.1093/JXB/32.1.69
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Alpha amino acid esters
Fluorocarpamine-N-oxide	6442964	Click to see CC=C1C[N+]2(CCC34C2CC1C(N3C5=CC=CC=C5C4=O)C(=O)OC)[O-]	354.40	unknown	via CMAUP database
methyl (10R,12E)-12-ethylidene-2-oxo-9,14-diazapentacyclo[9.5.2.01,9.03,8.014,17]octadeca-3,5,7-triene-10-carboxylate	5317362	Click to see CC=C1CN2CCC34C2CC1C(N3C5=CC=CC=C5C4=O)C(=O)OC	338.40	unknown	via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Alpha amino acids / L-alpha-amino acids
Arginine	6322	Click to see C(CC(C(=O)O)N)CN=C(N)N	174.20	unknown	https://doi.org/10.1016/0020-711X(88)90015-8 https://doi.org/10.1055/S-2006-961605
Glutamine	5961	Click to see C(CC(=O)N)C(C(=O)O)N	146.14	unknown	https://doi.org/10.1055/S-2006-961605
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Phenylalanine and derivatives
Phenylalanine	6140	Click to see C1=CC=C(C=C1)CC(C(=O)O)N	165.19	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2009.01.009
> Organic acids and derivatives / Carboxylic acids and derivatives / Dicarboxylic acids and derivatives
3-(1-Carboxyethenoxy)-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid	306	Click to see C=C(C(=O)O)OC1C=C(C=CC1O)C(=O)O	226.18	unknown	https://doi.org/10.1007/BF00233788
Chorismic acid	12039	Click to see C=C(C(=O)O)OC1C=C(C=CC1O)C(=O)O	226.18	unknown	https://doi.org/10.1007/BF00233788
> Organic acids and derivatives / Carboxylic acids and derivatives / Pentacarboxylic acids and derivatives
Catheduline E2	442517	Click to see CC1CC(C(C2(C13CC(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=CN=CC=C5)C(O3)(C)C)COC(=O)C6=CN=CC=C6)OC(=O)C)OC(=O)C	700.70	unknown	via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Tetracarboxylic acids and derivatives
(1R,2E,4R,15E,19S,20S,23S,24R,25S,28R,30R,32R,33S)-19,32-dihydroxy-23,24-dimethoxy-2-methyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.01,25.04,20.010,14.028,33]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone	163020365	Click to see CC1=CC2COC(=O)CCC3=C(C=COCC(C2OC(=O)C(C(C4C15C6C(CC(O5)CC6O)C=C4)OC)OC)O)C(=O)OC3=O	630.60	unknown	https://doi.org/10.3987/R-1984-01-0085
> Organic acids and derivatives / Carboxylic acids and derivatives / Tricarboxylic acids and derivatives
(3S)-2-hydroxy-3-oxalooxycyclohexa-1,5-diene-1-carboxylic acid	154496778	Click to see C1C=CC(=C(C1OC(=O)C(=O)O)O)C(=O)O	228.16	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2009.01.009
> Organic acids and derivatives / Hydroxy acids and derivatives / Beta hydroxy acids and derivatives
5-[(1-Carboxyethenyl)oxy]-6-hydroxycyclohexa-1,3-diene-1-carboxylic acid	809	Click to see C=C(C(=O)O)OC1C=CC=C(C1O)C(=O)O	226.18	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2009.01.009 https://doi.org/10.1007/BF00233788
Isochorismic acid	189062	Click to see C=C(C(=O)O)OC1C=CC=C(C1O)C(=O)O	226.18	unknown	https://doi.org/10.1007/BF00233788
Malic Acid	525	Click to see C(C(C(=O)O)O)C(=O)O	134.09	unknown	https://doi.org/10.1016/0168-9452(85)90099-8
> Organic acids and derivatives / Keto acids and derivatives / Gamma-keto acids and derivatives
4-Oxopentanoate	5177120	Click to see CC(=O)CCC(=O)[O-]	115.11	unknown	via CMAUP database
Calcium 4-oxopentanoate dihydrate	44134800	Click to see CC(=O)CCC(=O)[O-].CC(=O)CCC(=O)[O-].O.O.[Ca+2]	306.32	unknown	via CMAUP database
> Organic nitrogen compounds / Organonitrogen compounds / Amines / Aralkylamines
Gomaline	4485535	Click to see CN1CCCN(C(=O)CC1C2=CC=CC=C2)CCCCN3CCCN(C(CC3=O)C4=CC=CC=C4)C	490.70	unknown	https://doi.org/10.3987/R-1984-01-0085
> Organic nitrogen compounds / Organonitrogen compounds / Amines / Primary amines / Monoalkylamines
1,4-Diaminobutane	1045	Click to see C(CCN)CN	88.15	unknown	https://doi.org/10.1016/S0176-1617(11)81890-0
> Organic nitrogen compounds / Organonitrogen compounds / Quaternary ammonium salts / Cholines
Choline	305	Click to see C[N+](C)(C)CCO	104.17	unknown	https://doi.org/10.1055/S-2006-961605
> Organic oxygen compounds / Organic oxides
beta-Cyclocitral	9895	Click to see CC1=C(C(CCC1)(C)C)C=O	152.23	unknown	https://doi.org/10.1002/FFJ.958
Safranal	61041	Click to see CC1=C(C(CC=C1)(C)C)C=O	150.22	unknown	https://doi.org/10.1002/FFJ.958
> Organic oxygen compounds / Organooxygen compounds / Alcohols and polyols / Secondary alcohols / Cyclohexanols
(2R,3S,5R,6R)-(113C)cyclohexane-1,2,3,4,5,6-hexol	11973225	Click to see C1(C(C(C(C(C1O)O)O)O)O)O	181.15	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / O-glycosyl compounds
(3R,4S,4aR)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one	9906781	Click to see C=CC1C2CCOC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)O	358.34	unknown	via CMAUP database
(3S,4aS,5S,6R)-5-ethenyl-3-hydroxy-6-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-1-one	162897308	Click to see C=CC1C2CC(OC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)O)O	374.34	unknown	https://doi.org/10.1021/JA00829A041
(4As,5R,6S)-5-ethenyl-3-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-1-one	78090199	Click to see C=CC1C2CC(OC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)O)O	374.34	unknown	https://doi.org/10.1021/JA00829A041
beta-D-Glucopyranoside, 1,4a,5,6,7,7a-hexahydro-7-hydroxy-4-methylcyclopenta(c)pyran-1-yl	158588	Click to see CC1=COC(C2C1CCC2O)OC3C(C(C(C(O3)CO)O)O)O	332.35	unknown	https://doi.org/10.1021/NP50017A004
Isosalicin	12304407	Click to see C1=CC=C(C(=C1)COC2C(C(C(C(O2)CO)O)O)O)O	286.28	unknown	https://doi.org/10.1016/S0031-9422(00)86961-7
Sucrose	5988	Click to see C(C1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)CO)O)O)O)O	342.30	unknown	https://doi.org/10.1055/S-2006-961605
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Monosaccharides / Hexoses
(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal	107526	Click to see C(C(C(C(C(C=O)O)O)O)O)O	180.16	unknown	https://doi.org/10.1055/S-2006-961605
alpha-D-Talopyranose	81696	Click to see C(C1C(C(C(C(O1)O)O)O)O)O	180.16	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2009.01.009
D-Glucose	5793	Click to see C(C1C(C(C(C(O1)O)O)O)O)O	180.16	unknown	https://doi.org/10.1055/S-2006-961605
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Monosaccharides / Hexoses / Hexose phosphates
6-O-phosphono-alpha-D-glucopyranose	439284	Click to see C(C1C(C(C(C(O1)O)O)O)O)OP(=O)(O)O	260.14	unknown	https://doi.org/10.1515/ZNC-1989-9-1018
Fructose-6-phosphate	69507	Click to see C(C(C(C(C(=O)CO)O)O)O)OP(=O)(O)O	260.14	unknown	https://doi.org/10.1515/ZNC-1989-9-1018
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Monosaccharides / Monosaccharide phosphates
D-Glucose 6-phosphate	439958	Click to see C(C(C(C(C(C=O)O)O)O)O)OP(=O)(O)O	260.14	unknown	https://doi.org/10.1515/ZNC-1989-9-1018
Dihydroxyacetone phosphate	668	Click to see C(C(=O)COP(=O)(O)O)O	170.06	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2009.01.009
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Oligosaccharides
Cellulase	440950	Click to see C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)O)O)CO)CO)O)O)O)O	504.40	unknown	https://doi.org/10.1016/S0031-9422(99)00156-9
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Acyloins
(S)-Acetoin	447765	Click to see CC(C(=O)C)O	88.11	unknown	via CMAUP database
Acetoin	179	Click to see CC(C(=O)C)O	88.11	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aldehydes / Medium-chain aldehydes
Decanal	8175	Click to see CCCCCCCCCC=O	156.26	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Ketones / Alpha-hydroxy ketones
1,1-Dihydroxypropan-2-one	13180982	Click to see CC(=O)C(O)O	90.08	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2009.01.009
> Organic oxygen compounds / Organooxygen compounds / Ethers / Diarylethers
Insularine	10348927	Click to see CN1CCC2=CC(=C3C4=C2C1CC5=CC=C(C=C5)OC6=C7C(CC8=CC(=C(O4)C=C8)CO3)N(CCC7=CC(=C6OC)OC)C)OC	620.70	unknown	via CMAUP database
> Organoheterocyclic compounds / Benzofurans
Dihydroactinidiolide	6432173	Click to see CC1(CCCC2(C1=CC(=O)O2)C)C	180.24	unknown	https://doi.org/10.1002/FFJ.958
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans / Xanthenes
N,N'-Tetramethyl-rosamine	2762681	Click to see CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=CC=CC=C4	343.40	unknown	https://doi.org/10.1515/ZNB-1984-0926
> Organoheterocyclic compounds / Indoles and derivatives
Alstonine hydrochloride	24188474	Click to see CC1C2CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC.Cl	384.90	unknown	via CMAUP database
> Organoheterocyclic compounds / Indoles and derivatives / Carbazoles
methyl (1R,12S,13S,15R,20S)-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,9-tetraene-10-carboxylate	162882623	Click to see COC(=O)C1=C2C3(CCN4C3C(C1)C5C(C4)O5)C6=CC=CC=C6N2	324.40	unknown	https://doi.org/10.1016/S0040-4039(01)81759-7
methyl (1R,9R,10R,12R,19S,20S)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate	124584376	Click to see CC1C23CC(C14C5(C2N(CC5)CC=C3)C6=CC=CC=C6N4)C(=O)OC	336.40	unknown	https://doi.org/10.1515/ZNB-1984-0526 https://doi.org/10.1515/ZNB-1981-0919
methyl (1R,9R,10S,12R,13S,19R,20S)-19-hydroxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.110,13.01,9.02,7.017,20]henicosa-2,4,6,14-tetraene-10-carboxylate	163047712	Click to see CC1C23CC(O1)(C4C5(C2N(CC=C3)CC5O)C6=CC=CC=C6N4)C(=O)OC	368.40	unknown	https://doi.org/10.1002/JPS.2600630409
methyl (1R,9S,10R,12S,19S,20S)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate	163083337	Click to see CC1C23CC(C14C5(C2N(CC5)CC=C3)C6=CC=CC=C6N4)C(=O)OC	336.40	unknown	https://doi.org/10.1002/HLCA.19810640615
methyl (1S,9S,10R,12S,19R,20S)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate	15575627	Click to see CC1C23CC(C14C5(C2N(CC5)CC=C3)C6=CC=CC=C6N4)C(=O)OC	336.40	unknown	https://doi.org/10.1016/0031-9422(83)85046-8
methyl (9S,10R,12S,19S,20S)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate	163185596	Click to see CC1C23CC(C14C5(C2N(CC5)CC=C3)C6=CC=CC=C6N4)C(=O)OC	336.40	unknown	https://doi.org/10.1002/HLCA.19810640615
Methyl 14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,9-tetraene-10-carboxylate	162882622	Click to see COC(=O)C1=C2C3(CCN4C3C(C1)C5C(C4)O5)C6=CC=CC=C6N2	324.40	unknown	https://doi.org/10.1016/S0040-4039(01)81759-7
Methyl 19-ethyl-19-hydroxy-4,15-diazapentacyclo[13.3.2.03,11.05,10.011,17]icosa-2,5,7,9-tetraene-2-carboxylate	5319061	Click to see CCC1(CN2CCCC34C(C2)CC1C(=C3NC5=CC=CC=C45)C(=O)OC)O	368.50	unknown	via CMAUP database
Methyl 19-hydroxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.110,13.01,9.02,7.017,20]henicosa-2,4,6,14-tetraene-10-carboxylate	5315221	Click to see CC1C23CC(O1)(C4C5(C2N(CC=C3)CC5O)C6=CC=CC=C6N4)C(=O)OC	368.40	unknown	https://doi.org/10.1002/JPS.2600630409
Methyl 6,7-didehydro-2,20-cycloaspidospermidine-3-carboxylate	120879	Click to see CC1C23CC(C14C5(C2N(CC5)CC=C3)C6=CC=CC=C6N4)C(=O)OC	336.40	unknown	https://doi.org/10.1002/HLCA.19810640615 https://doi.org/10.1007/BF00269925 https://doi.org/10.1021/NP50060A020 https://doi.org/10.1515/ZNB-1984-0526 https://doi.org/10.1016/0031-9422(83)85046-8 https://doi.org/10.1515/ZNB-1981-0919 https://doi.org/10.1021/NP50017A004 https://doi.org/10.1016/S0021-9673(99)00495-1
Methylvingramine	100933832	Click to see CC=C1CN2CCC34C2(CCC1C3C(=O)OC)N(C5=C(C(=C(C=C45)OC)C6=C(C=C7C(=C6)C8=C(N7C)C9C1C(C8C(=O)OC)C(CN9C(=O)C(C)C)C(O1)C)OC)C)C	807.00	unknown	https://doi.org/10.1021/JO972333T
Vindolinine	24148538	Click to see CC1C23CC(C14C5(C2N(CC5)CC=C3)C6=CC=CC=C6N4)C(=O)OC	336.40	unknown	https://doi.org/10.1002/HLCA.19810640615 https://doi.org/10.1021/NP50060A020 https://doi.org/10.1515/ZNB-1981-0919 https://doi.org/10.1002/CHIN.198107333 https://doi.org/10.1021/NP50017A004 https://doi.org/10.1016/S0021-9673(99)00495-1
Vindolinine. 19-epimer, N-oxide	78358538	Click to see CC1C23CC(C14C5(C2[N+](CC5)(CC=C3)[O-])C6=CC=CC=C6N4)C(=O)OC	352.40	unknown	via CMAUP database
Vingramine	100933831	Click to see CC=C1CN2CCC34C2(CCC1C3C(=O)OC)NC5=C(C(=C(C=C45)OC)C6=C(C=C7C(=C6)C8=C(N7C)C9C1C(C8C(=O)OC)C(CN9C(=O)C(C)C)C(O1)C)OC)C	793.00	unknown	https://doi.org/10.1021/JO972333T
> Organoheterocyclic compounds / Indoles and derivatives / Indoles / 3-alkylindoles
Cleavamine	21598353	Click to see CCC1=CC2CCC3=C(CCN(C2)C1)C4=CC=CC=C4N3	280.40	unknown	via CMAUP database
methyl (13R,15R,17S)-17-ethyl-17-hydroxy-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene-13-carboxylate	100925381	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)C(=O)OC)O	356.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2006.05.018
Methyl 17-ethyl-17-hydroxy-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene-13-carboxylate	73807847	Click to see CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)C(=O)OC)O	356.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2006.05.018
> Organoheterocyclic compounds / Indoles and derivatives / Indoles / 3-alkylindoles / 3-methylindoles
1,2-Dideuterio-3-methylindole	11819121	Click to see CC1=CNC2=CC=CC=C12	133.19	unknown	via CMAUP database
> Organoheterocyclic compounds / Indoles and derivatives / Pyridoindoles / Beta carbolines
(1S,18S,20R)-19-ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one	102271368	Click to see C=CC1C2CC3C4=C(CCN3C(=O)C2=COC1OC5C(C(C(C(O5)CO)O)O)O)C6=CC=CC=C6N4	498.50	unknown	https://doi.org/10.1016/0003-9861(87)90128-7 https://doi.org/10.1002/CHIN.198107333 https://doi.org/10.1021/NP50017A004
3-epi-Vincosamide; Isovincoside lactam; Strictosidine lactam	5015264	Click to see C=CC1C2CC3C4=C(CCN3C(=O)C2=COC1OC5C(C(C(C(O5)CO)O)O)O)C6=CC=CC=C6N4	498.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
5H-Indolo[2,3-a]pyrano[3,4-g]quinolizin-5-one, 1-ethenyl-2-(	162367699	Click to see C=CC1C2CC3C4=C(CCN3C(=O)C2=COC1OC5C(C(C(C(O5)CO)O)O)O)C6=CC=CC=C6N4	498.50	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
Alstonine	441979	Click to see CC1C2CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC	348.40	unknown	https://doi.org/10.1007/S11101-006-9047-8
methyl (15R,16S,20S)-15,16-dimethyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate	163185922	Click to see CC1C2(CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC)C	362.40	unknown	https://doi.org/10.1248/BPB.28.1021
methyl (15R,16S,20S)-16-methyl-17-oxa-3,13-diazoniapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(13),2(10),4,6,8,11,18-heptaene-19-carboxylate	44269807	Click to see CC1C2C[N+]3=C(CC2C(=CO1)C(=O)OC)C4=C(C=C3)C5=CC=CC=C5[NH2+]4	350.40	unknown	via CMAUP database
methyl (15S,16R,20R)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate	12305777	Click to see CC1C2CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC	348.40	unknown	https://doi.org/10.1055/S-0028-1097686
methyl (2R,3S,12bS)-2-[(Z)-1-oxobut-2-en-2-yl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-3-carboxylate	163186417	Click to see CC=C(C=O)C1CC2C3=C(CCN2CC1C(=O)OC)C4=CC=CC=C4N3	352.40	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
methyl (2R)-2-[(2S,12bR)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]but-3-enoate	163195360	Click to see COC(=O)C(C=C)C1CCN2CCC3=C(C2C1)NC4=CC=CC=C34	324.40	unknown	https://doi.org/10.1515/ZNB-1982-1025
Methyl 15,16-dimethyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate	163194434	Click to see CC1C2(CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC)C	362.40	unknown	https://doi.org/10.1248/BPB.28.1021
Methyl 2-(1-oxobut-2-en-2-yl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-3-carboxylate	162978572	Click to see CC=C(C=O)C1CC2C3=C(CCN2CC1C(=O)OC)C4=CC=CC=C4N3	352.40	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
Methyl 2-(1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)but-3-enoate	163036441	Click to see COC(=O)C(C=C)C1CCN2CCC3=C(C2C1)NC4=CC=CC=C34	324.40	unknown	https://doi.org/10.1515/ZNB-1982-1025
Methyl 4-methyl-4,4a,5,13,14,14a-hexahydro-6lambda~5~-indolo[2,3-a]pyrano[3,4-g]quinolizine-1-carboxylate hydrochloride	371944	Click to see CC1C2CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC	348.40	unknown	https://doi.org/10.1055/S-0028-1097686 https://doi.org/10.1248/CPB.7.713
Serpentine (alkaloid)	73073	Click to see CC1C2CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC	348.40	unknown	https://doi.org/10.1248/CPB.7.713
Vallesiachotamine	5384527	Click to see CC=C(C=O)C1CC2C3=C(CCN2C=C1C(=O)OC)C4=CC=CC=C4N3	350.40	unknown	https://doi.org/10.1021/NP50017A004
Vincoside lactam	44567645	Click to see C=CC1C2CC3C4=C(CCN3C(=O)C2=COC1OC5C(C(C(C(O5)CO)O)O)O)C6=CC=CC=C6N4	498.50	unknown	via CMAUP database
> Organoheterocyclic compounds / Indoles and derivatives / Tryptamines and derivatives
Dimethyltryptamine	6089	Click to see CN(C)CCC1=CNC2=CC=CC=C21	188.27	unknown	https://doi.org/10.1016/S0040-4020(01)88602-6
Tryptamine	1150	Click to see C1=CC=C2C(=C1)C(=CN2)CCN	160.22	unknown	https://doi.org/10.1055/S-2007-969782 https://doi.org/10.1007/978-1-4684-5341-6_63 https://doi.org/10.1007/BF00172730 https://doi.org/10.1515/ZNC-1987-9-1012 https://doi.org/10.1055/S-2006-962374 https://doi.org/10.1016/S0141-0229(98)00121-5 https://doi.org/10.1007/BF02632125
> Organoheterocyclic compounds / Indolizidines
(2R,8S)-14-Oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadeca-9,11-dien-13-one	6338099	Click to see C1CCN2C(C1)C34CC2C=CC3=CC(=O)O4	217.26	unknown	via CMAUP database
(3R,20S)-19alpha-Methyl-2-oxoformosanan-16-carboxylic acid methyl ester	98363	Click to see CC1C2CN3CCC4(C3CC2C(=CO1)C(=O)OC)C5=CC=CC=C5NC4=O	368.40	unknown	https://doi.org/10.1002/JPS.2600520423
[(1S,4aS,5aR,6S,10aS)-6'-methoxy-1-methyl-2'-oxospiro[1,4a,5,5a,7,8,10,10a-octahydropyrano[3,4-f]indolizine-6,3'-1H-indole]-4-yl] acetate	5315230	Click to see CC1C2CN3CCC4(C3CC2C(=CO1)OC(=O)C)C5=C(C=C(C=C5)OC)NC4=O	398.50	unknown	via CMAUP database
Isopteropodine	9885603	Click to see CC1C2CN3CCC4(C3CC2C(=CO1)C(=O)OC)C5=CC=CC=C5NC4=O	368.40	unknown	https://doi.org/10.1002/JPS.2600520423
Mitraphylline	94160	Click to see CC1C2CN3CCC4(C3CC2C(=CO1)C(=O)OC)C5=CC=CC=C5NC4=O	368.40	unknown	https://doi.org/10.1021/NP50033A033
> Organoheterocyclic compounds / Piperidines / Piperidinones
2,2,6,6-Tetramethyl-4-piperidone	13220	Click to see CC1(CC(=O)CC(N1)(C)C)C	155.24	unknown	via CMAUP database
> Organoheterocyclic compounds / Quinolines and derivatives / Benzoquinolines / Acridines / Acridones
5-Methoxynoracronycine	14463134	Click to see CC1(C=CC2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC=C4OC)C)O)C	337.40	unknown	via CMAUP database
Junosidine	11660079	Click to see CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C4=C(N3C)C(=CC=C4)OC)C	337.40	unknown	via CMAUP database
Junosine	15286413	Click to see CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(N2C)C(=CC=C3)O)O)C	325.40	unknown	via CMAUP database
> Organoheterocyclic compounds / Tetrahydrofurans
Theaspirane	61953	Click to see CC1CCC2(O1)C(=CCCC2(C)C)C	194.31	unknown	https://doi.org/10.1002/FFJ.958
> Organoheterocyclic compounds / Tetrahydroisoquinolines
6H-Benzo[f][1,3]benzodioxolo[5,6-a]quinolizine, 7,12b,13,14-tetrahydro-2,3-dimethoxy-, (12bS)-	6482977	Click to see COC1=C(C=C2C(=C1)CCC3N2CCC4=CC5=C(C=C34)OCO5)OC	339.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives
7-Methoxy-8-[(E)-3-oxo-1-butenyl]-2H-1-benzopyran-2-one	13917410	Click to see CC(=O)C=CC1=C(C=CC2=C1OC(=O)C=C2)OC	244.24	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Furanocoumarins / Angular furanocoumarins
Moellendorffiline	128785	Click to see COC1=C(C2=C(C=CO2)C3=C1C4C5C(C4C(=O)O3)C(=O)OC6=C5C(=C(C7=C6C=CO7)OC)OC)OC	492.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Furanocoumarins / Psoralens
Isoimperatorin	68081	Click to see CC(=CCOC1=C2C=CC(=O)OC2=CC3=C1C=CO3)C	270.28	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Hydroxycoumarins / 7-hydroxycoumarins
6,8-Diprenyl-7-hydroxy-2H-1-benzopyran-2-one	14769401	Click to see CC(=CCC1=C(C(=C2C(=C1)C=CC(=O)O2)CC=C(C)C)O)C	298.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Pyranocoumarins / Angular pyranocoumarins
Butanoic acid, 3-methyl-, 9,10-dihydro-10-hydroxy-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b')dipyran-9-yl ester, (9R-trans)-	14055879	Click to see CC(C)CC(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)O	346.40	unknown	via CMAUP database
Seselin	68229	Click to see CC1(C=CC2=C(O1)C=CC3=C2OC(=O)C=C3)C	228.24	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Pyranocoumarins / Linear pyranocoumarins
Clausarin	5315945	Click to see CC1(C=CC2=C(O1)C(=C3C(=C2O)C=C(C(=O)O3)C(C)(C)C=C)C(C)(C)C=C)C	380.50	unknown	via CMAUP database
Dentatin	342801	Click to see CC1(C=CC2=C(C3=C(C(=C2O1)C(C)(C)C=C)OC(=O)C=C3)OC)C	326.40	unknown	via CMAUP database
nor-Dentatin	5495613	Click to see CC1(C=CC2=C(O1)C(=C3C(=C2O)C=CC(=O)O3)C(C)(C)C=C)C	312.40	unknown	via CMAUP database
Ponfolin	174673	Click to see CC1(C=CC2=C(C3=C(C(=C2O1)C(C)(C)C=C)OC(=O)C=C3)OC(C)(C)C=C)C	380.50	unknown	via CMAUP database
Xanthoxyletin	66548	Click to see CC1(C=CC2=C(O1)C=C3C(=C2OC)C=CC(=O)O3)C	258.27	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Depsides and depsidones
Perlatolinic acid	174857	Click to see CCCCCC1=C(C(=CC(=C1)OC)O)C(=O)OC2=CC(=C(C(=C2)O)C(=O)O)CCCCC	444.50	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavans / Catechins / Epigallocatechins
Dihydromyricetin	161557	Click to see C1=C(C=C(C(=C1O)O)O)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O	320.25	unknown	https://doi.org/10.1016/S0031-9422(02)00483-1
> Phenylpropanoids and polyketides / Flavonoids / Flavones / Flavonols
Kaempferide	5281666	Click to see COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O	300.26	unknown	https://doi.org/10.1021/NP800378Q
Myricetin	5281672	Click to see C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O	318.23	unknown	https://doi.org/10.1016/S0031-9422(02)00483-1
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Anthocyanins / Anthocyanidin-3-O-glycosides
(2S,3S,4R,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol	154497121	Click to see COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O	493.40	unknown	https://doi.org/10.1016/S0367-326X(02)00296-4
Petunidin 3-glucoside	443651	Click to see COC1=CC(=CC(=C1O)O)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O	479.40	unknown	https://doi.org/10.1016/S0367-326X(02)00296-4
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid 3-O-p-coumaroyl glycosides
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-5-oxochromen-3-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate	163191711	Click to see COC1=CC(=O)C2=CC(=C(OC2=C1)C3=CC(=C(C(=C3)OC)O)OC)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O	652.60	unknown	https://doi.org/10.1016/S0367-326X(02)00296-4
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid C-glycosides
6-beta-D-glucopyranosyl-3',4',5-trihydroxy-7-methoxyflavone	44258368	Click to see COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)C4C(C(C(C(O4)CO)O)O)O	462.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-3-O-glycosides
(2S,3S,4S,5S,6R)-2-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol	163185291	Click to see COC1=CC(=C2C=C(C(=[O+]C2=C1)C3=CC(=C(C(=C3)OC)O)OC)OC4C(C(C(C(O4)CO)O)O)O)O	507.50	unknown	https://doi.org/10.1016/S0367-326X(02)00296-4
2-(3,4-Dihydroxyphenyl)-3-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one	14299117	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O	756.70	unknown	https://doi.org/10.1016/S0031-9422(98)00501-9
3-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one	10919701	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O	740.70	unknown	https://doi.org/10.1016/S0031-9422(98)00501-9
3-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one	154496988	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O	740.70	unknown	https://doi.org/10.1016/S0031-9422(98)00501-9
3-[(2S,5R,6R)-4,5-dihydroxy-3-[(2S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,4S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one	44391816	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O	740.70	unknown	https://doi.org/10.1016/S0031-9422(98)00501-9
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one	5321578	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C(=C5)OC)O)OC)O)O)O)O)O)O	654.60	unknown	https://doi.org/10.1016/S0031-9422(98)00501-9
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one	11968965	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C(=C5)OC)O)OC)O)O)O)O)O)O	654.60	unknown	via CMAUP database
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one	154497543	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C(=C5)OC)O)OC)O)O)O)O)O)O	654.60	unknown	https://doi.org/10.1016/S0031-9422(98)00501-9
5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one	73157308	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C(=C5)OC)O)OC)O)O)O)O)O)O	654.60	unknown	https://doi.org/10.1016/S0031-9422(98)00501-9
Alcesefoliside	11828754	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O	756.70	unknown	https://doi.org/10.1016/S0031-9422(98)00501-9
Mauritianin	5459192	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O	740.70	unknown	https://doi.org/10.1016/S0031-9422(98)00501-9
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-7-O-glycosides
(2R)-2-(3,4-Dimethoxyphenyl)-7-[6-O-(1-oxo-3,11-dimethyl-7-methylene-3,10-dodecadienyl)-beta-D-glucopyranosyloxy]-2,3-dihydro-4H-1-benzopyran-4-one	42639328	Click to see CC(=CCCC(=C)CCC=C(C)CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C2)C(=O)CC(O3)C4=CC(=C(C=C4)OC)OC)O)O)O)C	680.80	unknown	via CMAUP database
(S)-3',5-Dihydroxy-4'-methoxy-7-[2-O,6-O-di(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyloxy]flavanone	102316658	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)OC)O)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O	756.70	unknown	via CMAUP database
Hesperidin	10621	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O	610.60	unknown	via CMAUP database
Naringenin 7-O-(2'',6''-di-O-alpha-rhamnopyranosyl)-beta-glucopyranoside	5278403	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)O)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O	726.70	unknown	via CMAUP database
Narirutin	442431	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)O)O)O)O)O)O)O)O	580.50	unknown	via CMAUP database
Vincetoxicoside B	5748601	Click to see CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)O)O)O	448.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 3-O-methylated flavonoids
[5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl] sulfate	91934637	Click to see COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OS(=O)(=O)[O-])O	395.30	unknown	via CMAUP database
Percicarin	23669384	Click to see COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OS(=O)(=O)[O-])O.[K+]	434.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 7-O-methylated flavonoids
Hirsutidin	441694	Click to see COC1=CC(=C2C=C(C(=[O+]C2=C1)C3=CC(=C(C(=C3)OC)O)OC)O)O	345.30	unknown	https://doi.org/10.1016/S0367-326X(02)00296-4
> Phenylpropanoids and polyketides / Macrolactams
Desferrioxamine X5	85625752	Click to see C1CCCN(C(=O)CCC(=O)NCCCCCN(C(=O)CCC(=O)NCCCCCNC(=O)CCC(=O)NCC1)O)O	598.70	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.06.021
> Phenylpropanoids and polyketides / Tannins / Hydrolyzable tannins
(9S,10S)-3,4,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaene-5,11-diol	5317796	Click to see CC1CC2=CC(=C(C(=C2C3=C(C(=C(C=C3C(C1C)O)OC)OC)OC)OC)OC)O	418.50	unknown	via CMAUP database

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Catharanthus roseus

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