Kopsia arborea is a tree belonging to the Apocynaceae family. It can reach heights of up to 14 metres and has a trunk diameter of up to 10 centimetres. The bark is grey and the flowers are white in color. The tree produces blue-black fruits that can grow up to 4.2 centimetres in length. In China, it is used in traditional medicine as an enema and to treat tonsilitis. This tree is native to China, Thailand, Vietnam, Malesia, and Australia and can be found in various habitats ranging from sea level to 1,500 metres in altitude.

Synonyms Top

Scientific name	Authority	First published in
Kopsia jasminiflora	Pit.	Fl. Indo-Chine 3: 1136 (1933)
Kopsia lancibracteolata	Merr.	Philipp. J. Sci. 23: 262 (1923)
Kopsia laxinervia	Merr.	Philipp. J. Sci., C 13: 55 (1918)
Kopsia longiflora	Merr.	Publ. Bur. Sci. Gov. Lab. 29: 47 (1905)
Kopsia officinalis	Tsiang & P.T.Li	Acta Phytotax. Sin. 11: 356 (1973)
Kopsia pitardii	Merr.	Contr. Arnold Arbor. 8: 141 (1934)
Kopsia pruniformis	Rchb.f. & Zoll. ex Bakh.f	Blumea 6: 391 (1950)
Kopsia scortechinii	King & Gamble	J. Asiat. Soc. Bengal, Pt. 2, Nat. Hist. 74(2): 431. 1908 [20 Feb 1908]

Common names Top

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Language	Common/alternative name
Thai	พุดดง
Chinese	梅桂
Chinese	蕊木
Chinese	云南蕊木
Chinese	柯蒲木
Chinese	假乌榄树

Subspecies (abbr. subsp./ssp.) Top

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Varieties (abbr. var.) Top

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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

Asia-temperate click to expand
- China
  - China South-central
  - China Southeast
  - Hainan

Asia-tropical click to expand
- Indo-China
  - Andaman Islands
  - Laos
  - Nicobar Nicobar
  - Thailand
  - Vietnam
- Malesia
  - Borneo
  - Jawa
  - Lesser Sunda Islands
  - Malaya
  - Philippines
  - Sulawesi
  - Sumatera

Australasia click to expand
- Australia
  - Queensland

Southern America click to expand
- Caribbean
  - Trinidad-Tobago

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0000221354
Tropicos	1802825
INPN	732600
KEW	urn:lsid:ipni.org:names:79490-1
The Plant List	kew-106320
Open Tree Of Life	82771
NCBI Taxonomy	453901
IUCN Red List	147643327
IPNI	79490-1
iNaturalist	344977
GBIF	5536040
Freebase	/m/0whzkz_
USDA GRIN	27999
Wikipedia	Kopsia_arborea
CMAUP	NPO14614

Genomes (via NCBI) Top

No reference genome is available on NCBI yet. We are constantly monitoring for new data.

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

Dearomative Logic in Natural Product Total Synthesis

Huck CJ, Boyko YD, Sarlah D

Nat Prod Rep

14-Dec-2022

PMCID:	PMC9772301
doi:	10.1039/d2np00042c
PMID:	36173020

Total Synthesis of Terpenes and Their Biological Significance: A Critical Review

Kanwal A, Bilal M, Rasool N, Zubair M, Shah SA, Zakaria ZA

Pharmaceuticals (Basel)

11-Nov-2022

PMCID:	PMC9699253
doi:	10.3390/ph15111392
PMID:	36422521

Indole-Containing Natural Products 2019–2022: Isolations, Reappraisals, Syntheses, and Biological Activities

Umer SM, Solangi M, Khan KM, Saleem RS

Molecules

05-Nov-2022

PMCID:	PMC9655573
doi:	10.3390/molecules27217586
PMID:	36364413

Research progress of Chinese herbal medicine compounds and their bioactivities: Fruitful 2020

Gu X, Hao D, Xiao P

Chin Herb Med

17-Mar-2022

PMCID:	PMC9476823
doi:	10.1016/j.chmed.2022.03.004
PMID:	36117669

Recent Advances in Traditional Chinese Medicine for Treatment of Podocyte Injury

Yao T, Su W, Han S, Lu Y, Xu Y, Chen M, Wang Y

Front Pharmacol

25-Feb-2022

PMCID:	PMC8914202
doi:	10.3389/fphar.2022.816025
PMID:	35281899

Synthesis of indole derivatives as prevalent moieties present in selected alkaloids

Heravi MM, Amiri Z, Kafshdarzadeh K, Zadsirjan V

RSC Adv

15-Oct-2021

PMCID:	PMC9042329
doi:	10.1039/d1ra05972f
PMID:	35497516

Research Progress on Antibacterial Activities and Mechanisms of Natural Alkaloids: A Review

Yan Y, Li X, Zhang C, Lv L, Gao B, Li M

Antibiotics (Basel)

19-Mar-2021

PMCID:	PMC8003525
doi:	10.3390/antibiotics10030318
PMID:	33808601

Recent Advances in the Synthesis of β-Carboline Alkaloids

Szabó T, Volk B, Milen M

Molecules

27-Jan-2021

PMCID:	PMC7866041
doi:	10.3390/molecules26030663
PMID:	33513936

Chemical Diversity and Bioactivities of Monoterpene Indole Alkaloids (MIAs) from Six Apocynaceae Genera

Mohammed AE, Abdul-Hameed ZH, Alotaibi MO, Bawakid NO, Sobahi TR, Abdel-Lateff A, Alarif WM

Molecules

18-Jan-2021

PMCID:	PMC7831967
doi:	10.3390/molecules26020488
PMID:	33477682

Unraveling Plant Natural Chemical Diversity for Drug Discovery Purposes

Lautié E, Russo O, Ducrot P, Boutin JA

Front Pharmacol

07-Apr-2020

PMCID:	PMC7154113
doi:	10.3389/fphar.2020.00397
PMID:	32317969

Total Synthesis of (+)-Arborisidine

Zhou Z, Gao AX, Snyder SA

J Am Chem Soc

02-May-2019

PMCID:	PMC7104416
doi:	10.1021/jacs.9b03248
PMID:	31017434

Application of the Asymmetric Pictet–Spengler Reaction in the Total Synthesis of Natural Products and Relevant Biologically Active Compounds

M. Heravi M, Zadsirjan V, Malmir M

Molecules

18-Apr-2018

PMCID:	PMC6017108
doi:	10.3390/molecules23040943
PMID:	29670061

Techniques for extraction and isolation of natural products: a comprehensive review

Zhang QW, Lin LG, Ye WC

Chin Med

17-Apr-2018

PMCID:	PMC5905184
doi:	10.1186/s13020-018-0177-x
PMID:	29692864

Three novel indole alkaloids from Kopsia officinalis.

Wang ZW, Shi XJ, Mu Y, Fang L, Chen Y, Lin YL

Fitoterapia

01-Jun-2017

doi:	10.1016/J.FITOTE.2017.01.017
PMID:	28363506

On the Presence of Ilexol Acetate in Kopsia longiflora MERRILL

Syun Iseda

Pharmaceutical Society of Japan

08-Dec-2011

doi:	10.1248/CPB.7.129

Phytochemical Profile Top

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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
(1R,10S,12S,13E,18R)-13-ethylidene-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carbaldehyde	163194767	Click to see CC=C1CN2CCC34C(C1CC2C3=NC5=CC=CC=C45)C=O	292.40	unknown	https://doi.org/10.1021/NP0702234
13-Ethylidene-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carbaldehyde	74071574	Click to see CC=C1CN2CCC34C(C1CC2C3=NC5=CC=CC=C45)C=O	292.40	unknown	https://doi.org/10.1021/NP0702234
> Alkaloids and derivatives / Aspidofractine alkaloids
(-)-Kopsanone	101289843	Click to see C1CC23CCC45C(C2)C(=O)C6C4(C3N(C1)C6)C7=CC=CC=C7N5	306.40	unknown	https://doi.org/10.1002/CJOC.19890070211
(-)-Venalstonine	821468	Click to see COC(=O)C1CC23CCC14C5(C2N(CC5)CC=C3)C6=CC=CC=C6N4	336.40	unknown	https://doi.org/10.1021/NP0702234
(1R,2S,3R,11S,12R,13R,15R)-12-hydroxy-8-methoxy-10,17-diazaheptacyclo[9.9.2.01,13.02,17.03,11.03,15.04,9]docosa-4(9),5,7-trien-14-one	163103603	Click to see COC1=CC=CC2=C1NC34C25C6CN7C5C(CCC7)(CC3)C(C4O)C6=O	352.40	unknown	https://doi.org/10.1016/0031-9422(88)87050-X
(1S,4R,15R,16S,19R,21R)-21-hydroxy-8,10-dioxa-5,17-diazaoctacyclo[15.5.3.01,16.04,15.04,21.06,14.07,11.015,19]pentacosa-6(14),7(11),12-trien-20-one	163106420	Click to see C1CC23CCC45C(C2)(C(=O)C6C4(C3N(C1)C6)C7=C(N5)C8=C(C=C7)OCO8)O	366.40	unknown	https://doi.org/10.1021/NP0702234
(1S,9R,16R,18S,21S)-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-trien-18-ol	163099490	Click to see C1CC23CCC4(C(C2)O)C5(C3N(C1)CC5)C6=CC=CC=C6N4	296.40	unknown	https://doi.org/10.1002/HLCA.200690053
11-Methoxykopsilongine	101081554	Click to see COC1=C(C2=C(C=C1)C34CCN5C3C6(CCC5)CCC4(N2C(=O)OC)C(C6)(C(=O)OC)O)OC	472.50	unknown	https://doi.org/10.1002/HLCA.200690053 https://doi.org/10.1055/S-2007-969934 https://doi.org/10.1021/NP0702234
11,12-Methylenedioxykopsinaline	137832348	Click to see COC(=O)C1(CC23CCCN4C2C5(C1(CC3)NC6=C5C=CC7=C6OCO7)CC4)O	398.50	unknown	https://doi.org/10.1055/S-2007-969934
14AH-3a,12-ethano-1H-[1,3]dioxolo[4,5-a]indolizino[1,8-fg]carbazole-5a,6-dicarboxylic acid, 2,3,4,5,12,13-hexahydro-15-oxo-, dimethyl ester	366489	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=C(N2C(=O)OC)C7=C(C=C6)OCO7	454.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.1016/S0031-9422(00)95027-1 https://doi.org/10.3987/COM-08-11416
2,12-Diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-trien-18-ol	163099489	Click to see C1CC23CCC4(C(C2)O)C5(C3N(C1)CC5)C6=CC=CC=C6N4	296.40	unknown	https://doi.org/10.1002/HLCA.200690053
6H,13aH-3a,5a-Ethano-1H-indolizino[8,1-cd]carbazole, 2,3,4,5,11,12-hexahydro-, [10bR-(10bR,13aS)]-	534349	Click to see C1CC23CCC4(CC2)C5(C3N(C1)CC5)C6=CC=CC=C6N4	280.40	unknown	https://doi.org/10.1021/NP0702234
dimethyl (1R,16R,21S)-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-2,18-dicarboxylate	137628534	Click to see COC(=O)C1CC23CCCN4C2C5(C1(CC3)N(C6=CC=CC=C65)C(=O)OC)CC4	396.50	unknown	https://doi.org/10.1002/CJOC.19890070211
dimethyl (1R,4R,12S,13R,16R)-7-methoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4,5-dicarboxylate	162977273	Click to see COC1=CC=CC2=C1N(C3(C24C5CN6C4C(CCC6)(CC3)CC5=O)C(=O)OC)C(=O)OC	440.50	unknown	https://doi.org/10.1021/NP0702234
dimethyl (1R,4R,15S,16R,19R)-20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12-triene-4,5-dicarboxylate	162932724	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=C(N2C(=O)OC)C7=C(C=C6)OCO7	454.50	unknown	https://doi.org/10.1021/NP0702234
dimethyl (1R,4S,12R,13S,16R)-7-methoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4,5-dicarboxylate	162977272	Click to see COC1=CC=CC2=C1N(C3(C24C5CN6C4C(CCC6)(CC3)CC5=O)C(=O)OC)C(=O)OC	440.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.3987/COM-08-11416
dimethyl (1R,4S,12R,13S,16R)-7,8-dimethoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9,19-tetraene-4,5-dicarboxylate	163002886	Click to see COC1=C(C2=C(C=C1)C34C5CN6C3C(CCC4(N2C(=O)OC)C(=O)OC)(CC5=O)C=CC6)OC	468.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.3987/COM-08-11416
dimethyl (1R,4S,15R,16S,19R)-20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12-triene-4,5-dicarboxylate	10994092	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=C(N2C(=O)OC)C7=C(C=C6)OCO7	454.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.1002/JLAC.198119811016 https://doi.org/10.1016/S0031-9422(00)95027-1 https://doi.org/10.3987/COM-08-11416 https://doi.org/10.1016/S0031-9422(00)95118-5
dimethyl (1S,12R,15S,19R,21S,24S)-21-hydroxy-15-oxido-5,7-dioxa-2-aza-15-azoniaheptacyclo[17.2.2.112,15.01,12.03,11.04,8.019,24]tetracosa-3(11),4(8),9-triene-2,21-dicarboxylate	163189194	Click to see COC(=O)C1(CC23CCC[N+]4(C2C5(C1(CC3)N(C6=C5C=CC7=C6OCO7)C(=O)OC)CC4)[O-])O	472.50	unknown	https://doi.org/10.1002/CJOC.19890070211
dimethyl (1S,4S,12R,13S,16R)-7-methoxy-17,21-dioxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4,5-dicarboxylate	162988400	Click to see COC1=CC=CC2=C1N(C3(C24C5CN6C4C(CCC6=O)(CC3)CC5=O)C(=O)OC)C(=O)OC	454.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001
dimethyl (1S,9R,16R,18S,21S)-18-hydroxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-2,18-dicarboxylate	15479227	Click to see COC(=O)C1(CC23CCCN4C2C5(C1(CC3)N(C6=CC=CC=C65)C(=O)OC)CC4)O	412.50	unknown	https://doi.org/10.1071/CH9550129 https://doi.org/10.1002/HLCA.200690053
dimethyl (1S,9R,16R,18S,21S)-18-hydroxy-4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-2,18-dicarboxylate	163053161	Click to see COC1=CC=CC2=C1N(C34C25CCN6C5C(CCC6)(CC3)CC4(C(=O)OC)O)C(=O)OC	442.50	unknown	https://doi.org/10.1002/HLCA.200690053 https://doi.org/10.1021/NP0702234
dimethyl (1S,9R,16R,21S)-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate	162931419	Click to see COC(=O)C1=CC23CCCN4C2C5(C1(CC3)N(C6=CC=CC=C65)C(=O)OC)CC4	394.50	unknown	https://doi.org/10.1016/0031-9422(88)87050-X
Dimethyl 17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6,8,10-triene-4,5-dicarboxylate	124222258	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=CC=CC=C6N2C(=O)OC	410.50	unknown	https://doi.org/10.1002/HLCA.200690053
Dimethyl 18-hydroxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-2,18-dicarboxylate	75010320	Click to see COC(=O)C1(CC23CCCN4C2C5(C1(CC3)N(C6=CC=CC=C65)C(=O)OC)CC4)O	412.50	unknown	https://doi.org/10.1002/HLCA.200690053
Dimethyl 18-hydroxy-4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-2,18-dicarboxylate	74995840	Click to see COC1=CC=CC2=C1N(C34C25CCN6C5C(CCC6)(CC3)CC4(C(=O)OC)O)C(=O)OC	442.50	unknown	https://doi.org/10.1002/HLCA.200690053 https://doi.org/10.1021/NP0702234
Dimethyl 18-hydroxy-4,5-dimethoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-2,18-dicarboxylate	72758498	Click to see COC1=C(C2=C(C=C1)C34CCN5C3C6(CCC5)CCC4(N2C(=O)OC)C(C6)(C(=O)OC)O)OC	472.50	unknown	https://doi.org/10.1002/HLCA.200690053 https://doi.org/10.1021/NP0702234
Dimethyl 21-hydroxy-15-oxido-5,7-dioxa-2-aza-15-azoniaheptacyclo[17.2.2.112,15.01,12.03,11.04,8.019,24]tetracosa-3(11),4(8),9-triene-2,21-dicarboxylate	163192297	Click to see COC(=O)C1(CC23CCC[N+]4(C2C5(C1(CC3)N(C6=C5C=CC7=C6OCO7)C(=O)OC)CC4)[O-])O	472.50	unknown	https://doi.org/10.1002/CJOC.19890070211
Dimethyl 7-methoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4,5-dicarboxylate	162977271	Click to see COC1=CC=CC2=C1N(C3(C24C5CN6C4C(CCC6)(CC3)CC5=O)C(=O)OC)C(=O)OC	440.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.3987/COM-08-11416
Dimethyl 7-methoxy-17,21-dioxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4,5-dicarboxylate	162988399	Click to see COC1=CC=CC2=C1N(C3(C24C5CN6C4C(CCC6=O)(CC3)CC5=O)C(=O)OC)C(=O)OC	454.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001
Dimethyl 7,8-dimethoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4,5-dicarboxylate	73880649	Click to see COC1=C(C2=C(C=C1)C34C5CN6C3C(CCC6)(CCC4(N2C(=O)OC)C(=O)OC)CC5=O)OC	470.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001
Dimethyl 7,8-dimethoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9,19-tetraene-4,5-dicarboxylate	163002885	Click to see COC1=C(C2=C(C=C1)C34C5CN6C3C(CCC4(N2C(=O)OC)C(=O)OC)(CC5=O)C=CC6)OC	468.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.3987/COM-08-11416
Kopsamine	44326373	Click to see COC(=O)C1(CC23CCCN4C2C5(C1(CC3)N(C6=C5C=CC7=C6OCO7)C(=O)OC)CC4)O	456.50	unknown	https://doi.org/10.1002/CJOC.19890070211 https://doi.org/10.1002/CJOC.19850030113
Kopsamine N-oxide	163184433	Click to see COC(=O)C1(CC23CCC[N+]4(C2C5(C1(CC3)N(C6=C5C=CC7=C6OCO7)C(=O)OC)CC4)[O-])O	472.50	unknown	https://doi.org/10.1002/CJOC.19890070211
Kopsanone	433961	Click to see C1CC23CCC45C(C2)C(=O)C6C4(C3N(C1)C6)C7=CC=CC=C7N5	306.40	unknown	https://doi.org/10.1002/CJOC.19890070211
Kopsinine	7069830	Click to see COC(=O)C1CC23CCCN4C2C5(C1(CC3)NC6=CC=CC=C65)CC4	338.40	unknown	https://doi.org/10.1021/NP0702234 https://doi.org/10.1002/HLCA.200690053 https://doi.org/10.1071/CH9550129 https://doi.org/10.1002/CJOC.19890070211
Kopsoffine	158148	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)C6=CC7=C(C=C6)NC89C71CCN2C1C(CCC2)(CC8)CC9C(=O)OC	616.80	unknown	https://doi.org/10.1021/NP50031A016
methyl (1R,12R,19S,21S,24S)-21-hydroxy-5,7-dioxa-2,15-diazaheptacyclo[17.2.2.112,15.01,12.03,11.04,8.019,24]tetracosa-3(11),4(8),9,17-tetraene-21-carboxylate	162984437	Click to see COC(=O)C1(CC23CCC14C5(C2N(CC5)CC=C3)C6=C(N4)C7=C(C=C6)OCO7)O	396.40	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,4R,12S,13R,16R)-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6,8,10-triene-4-carboxylate	162895382	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=CC=CC=C6N2	352.40	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,4R,15S,16R,19R)-20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12-triene-4-carboxylate	162934293	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=C(N2)C7=C(C=C6)OCO7	396.40	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,4S,12R,13S,16R,18S)-18-hydroxy-7,8-dimethoxy-17-oxo-5,14-diazaheptacyclo[12.5.3.01,13.04,12.04,18.06,11.012,16]docosa-6(11),7,9-triene-5-carboxylate	102382652	Click to see COC1=C(C2=C(C=C1)C34C5CN6C3C7(CCC6)CCC4(N2C(=O)OC)C(C7)(C5=O)O)OC	440.50	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,4S,12R,13S,16R)-7-methoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4-carboxylate	163032605	Click to see COC1=CC=CC2=C1NC3(C24C5CN6C4C(CCC6)(CC3)CC5=O)C(=O)OC	382.50	unknown	https://doi.org/10.3987/COM-08-11416
methyl (1R,4S,12R,13S,16R)-7-methoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9,19-tetraene-4-carboxylate	162971561	Click to see COC1=CC=CC2=C1NC3(C24C5CN6C4C(CC3)(CC5=O)C=CC6)C(=O)OC	380.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001
methyl (1R,4S,12R,13S,16R)-7,8-dimethoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9,19-tetraene-4-carboxylate	25137293	Click to see COC1=C(C2=C(C=C1)C34C5CN6C3C(CCC4(N2)C(=O)OC)(CC5=O)C=CC6)OC	410.50	unknown	https://doi.org/10.3987/COM-08-11416
methyl (1R,4S,12S,13S,16R,19S)-19-hydroxy-7,8-dimethoxy-15,18-dioxo-17-oxa-5,14-diazaheptacyclo[12.6.3.01,13.04,12.04,19.06,11.012,16]tricosa-6(11),7,9-triene-5-carboxylate	163104801	Click to see COC1=C(C2=C(C=C1)C34C5C(=O)N6C3C7(CCC6)CCC4(N2C(=O)OC)C(C7)(C(=O)O5)O)OC	470.50	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,4S,15R,16S,19R,21S)-21-hydroxy-20-oxo-8,10-dioxa-5,17-diazaoctacyclo[15.5.3.01,16.04,15.04,21.06,14.07,11.015,19]pentacosa-6(14),7(11),12-triene-5-carboxylate	163038115	Click to see COC(=O)N1C2=C(C=CC3=C2OCO3)C45C16CCC78C4N(CCC7)CC5C(=O)C6(C8)O	424.40	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,4S,15R,16S,19R)-20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12-triene-4-carboxylate	162934292	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=C(N2)C7=C(C=C6)OCO7	396.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.1016/S0031-9422(00)95027-1 https://doi.org/10.3987/COM-08-11416
methyl (1R,4S,15R,16S,19R)-20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12,22-tetraene-4-carboxylate	163020272	Click to see COC(=O)C12CCC34CC(=O)C5C1(C3N(C5)CC=C4)C6=C(N2)C7=C(C=C6)OCO7	394.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.1016/S0031-9422(00)95027-1 https://doi.org/10.3987/COM-08-11416
methyl (1R,9R,15S,16S,18R,21R)-15-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-18-carboxylate	23624760	Click to see COC1CCN2CCC34C2C15CCC3(C(C5)C(=O)OC)NC6=CC=CC=C46	368.50	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,9R,16R,18R,21S)-11-oxo-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-18-carboxylate	21607614	Click to see COC(=O)C1CC23CCCN4C2C5(C1(CC3)NC6=CC=CC=C65)CC4=O	352.40	unknown	https://doi.org/10.1002/CJOC.19890070211
methyl (1R,9R,16R,18R,21S)-6-[(15S,17R,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-yl]-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-18-carboxylate	102150443	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)C6=CC7=C(C=C6)NC89C71CCN2C1C(CCC2)(CC8)CC9C(=O)OC	616.80	unknown	https://doi.org/10.1021/NP50031A016
methyl (1R,9R,16R,18S,21R)-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-18-carboxylate	11870913	Click to see COC(=O)C1CC23CCCN4C2C5(C1(CC3)NC6=CC=CC=C65)CC4	338.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.03.027
methyl (1S,12R,19R,21S,24S)-21-hydroxy-5,7-dioxa-2,15-diazaheptacyclo[17.2.2.112,15.01,12.03,11.04,8.019,24]tetracosa-3(11),4(8),9,17-tetraene-21-carboxylate	23627133	Click to see COC(=O)C1(CC23CCC14C5(C2N(CC5)CC=C3)C6=C(N4)C7=C(C=C6)OCO7)O	396.40	unknown	https://doi.org/10.1021/NP0702234
methyl (1S,4S,12R,13R,16R,19R)-19-hydroxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6,8,10-triene-4-carboxylate	163012225	Click to see COC(=O)C12CCC34CC(=O)C5C1(C3N(C5)CCC4O)C6=CC=CC=C6N2	368.40	unknown	https://doi.org/10.3987/COM-08-11416
methyl (1S,4S,12R,13R,16R,19R)-19-hydroxy-7-methoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4-carboxylate	163010831	Click to see COC1=CC=CC2=C1NC3(C24C5CN6C4C(CC3)(CC5=O)C(CC6)O)C(=O)OC	398.50	unknown	https://doi.org/10.3987/COM-08-11416
methyl (1S,4S,12R,13R,16R,19S)-19-hydroxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6,8,10-triene-4-carboxylate	163012224	Click to see COC(=O)C12CCC34CC(=O)C5C1(C3N(C5)CCC4O)C6=CC=CC=C6N2	368.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001
methyl (1S,4S,12R,13R,16R,19S)-19-hydroxy-7-methoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4-carboxylate	163010830	Click to see COC1=CC=CC2=C1NC3(C24C5CN6C4C(CC3)(CC5=O)C(CC6)O)C(=O)OC	398.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001
methyl (1S,4S,15R,16R,19R,22R)-22-hydroxy-20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12-triene-4-carboxylate	162987017	Click to see COC(=O)C12CCC34CC(=O)C5C1(C3N(C5)CCC4O)C6=C(N2)C7=C(C=C6)OCO7	412.40	unknown	https://doi.org/10.3987/COM-08-11416
methyl (1S,4S,15R,16R,19R,22S)-22-hydroxy-20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12-triene-4-carboxylate	162987016	Click to see COC(=O)C12CCC34CC(=O)C5C1(C3N(C5)CCC4O)C6=C(N2)C7=C(C=C6)OCO7	412.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001
methyl (1S,9R,16R,18R,21S)-18-hydroxy-4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-18-carboxylate	162937692	Click to see COC1=CC=CC2=C1NC34C25CCN6C5C(CCC6)(CC3)CC4(C(=O)OC)O	384.50	unknown	https://doi.org/10.1055/S-2007-969934
methyl (1S,9R,16R,18S,21S)-18-hydroxy-4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-18-carboxylate	162937691	Click to see COC1=CC=CC2=C1NC34C25CCN6C5C(CCC6)(CC3)CC4(C(=O)OC)O	384.50	unknown	https://doi.org/10.1002/HLCA.200690053
methyl (1S,9R,16S,18R,21S)-11-oxo-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-18-carboxylate	51412688	Click to see COC(=O)C1CC23CCCN4C2C5(C1(CC3)NC6=CC=CC=C65)CC4=O	352.40	unknown	https://doi.org/10.1002/CJOC.19890070211
Methyl (9R,18R,21S)-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7-triene-18-carboxylate	21123851	Click to see COC(=O)C1CC23CCCN4C2C5(C1(CC3)NC6=CC=CC=C65)CC4	338.40	unknown	https://doi.org/10.1002/CJOC.19890070211 https://doi.org/10.1016/J.FITOTE.2017.01.017 https://doi.org/10.1002/CJOC.19850030113
Methyl 11,12-dimethoxychanofruticosinate	636966	Click to see COC1=C(C2=C(C=C1)C34C5CN6C3C(CCC6)(CCC4(N2C(=O)OC)C(=O)OC)CC5=O)OC	470.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001
Methyl 18-hydroxy-4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-18-carboxylate	162937690	Click to see COC1=CC=CC2=C1NC34C25CCN6C5C(CCC6)(CC3)CC4(C(=O)OC)O	384.50	unknown	https://doi.org/10.1002/HLCA.200690053
Methyl 19-hydroxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6,8,10-triene-4-carboxylate	163012223	Click to see COC(=O)C12CCC34CC(=O)C5C1(C3N(C5)CCC4O)C6=CC=CC=C6N2	368.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.3987/COM-08-11416
Methyl 19-hydroxy-7-methoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4-carboxylate	163010829	Click to see COC1=CC=CC2=C1NC3(C24C5CN6C4C(CC3)(CC5=O)C(CC6)O)C(=O)OC	398.50	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.3987/COM-08-11416
Methyl 20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12-triene-4-carboxylate	162934291	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=C(N2)C7=C(C=C6)OCO7	396.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.1016/S0031-9422(00)95027-1 https://doi.org/10.3987/COM-08-11416
Methyl 20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12,22-tetraene-4-carboxylate	163020271	Click to see COC(=O)C12CCC34CC(=O)C5C1(C3N(C5)CC=C4)C6=C(N2)C7=C(C=C6)OCO7	394.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.1016/S0031-9422(00)95027-1 https://doi.org/10.3987/COM-08-11416
Methyl 21-hydroxy-20-oxo-8,10-dioxa-5,17-diazaoctacyclo[15.5.3.01,16.04,15.04,21.06,14.07,11.015,19]pentacosa-6(14),7(11),12-triene-5-carboxylate	163038114	Click to see COC(=O)N1C2=C(C=CC3=C2OCO3)C45C16CCC78C4N(CCC7)CC5C(=O)C6(C8)O	424.40	unknown	https://doi.org/10.1021/NP0702234
Methyl 22-hydroxy-20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12-triene-4-carboxylate	162987015	Click to see COC(=O)C12CCC34CC(=O)C5C1(C3N(C5)CCC4O)C6=C(N2)C7=C(C=C6)OCO7	412.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.3987/COM-08-11416
Methyl 7-methoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9-triene-4-carboxylate	163032604	Click to see COC1=CC=CC2=C1NC3(C24C5CN6C4C(CCC6)(CC3)CC5=O)C(=O)OC	382.50	unknown	https://doi.org/10.3987/COM-08-11416
Methyl 7-methoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9,19-tetraene-4-carboxylate	162971560	Click to see COC1=CC=CC2=C1NC3(C24C5CN6C4C(CC3)(CC5=O)C=CC6)C(=O)OC	380.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001
Methyl 7,8-dimethoxy-17-oxo-5,14-diazahexacyclo[12.4.3.01,13.04,12.06,11.012,16]henicosa-6(11),7,9,19-tetraene-4-carboxylate	74392967	Click to see COC1=C(C2=C(C=C1)C34C5CN6C3C(CCC4(N2)C(=O)OC)(CC5=O)C=CC6)OC	410.50	unknown	https://doi.org/10.3987/COM-08-11416
Methyl aspidofractinine-3-carboxylate	573380	Click to see COC(=O)C1CC23CCCN4C2C5(C1(CC3)NC6=CC=CC=C65)CC4	338.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2004.03.027 https://doi.org/10.1021/NP0702234 https://doi.org/10.1002/HLCA.200690053
Methyl chanofruticosinate	91895274	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=CC=CC=C6N2C(=O)OC	410.50	unknown	https://doi.org/10.1002/HLCA.200690053 https://doi.org/10.1002/JLAC.198119811016
Methyl demethoxycarbonylchafruticosinate	138376544	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=CC=CC=C6N2	352.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.1016/S0031-9422(00)95027-1 https://doi.org/10.3987/COM-08-11416
Methyl demethoxycarbonylchanofruticosinate	25104767	Click to see COC(=O)C12CCC34CCCN5C3C1(C(C5)C(=O)C4)C6=CC=CC=C6N2	352.40	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2007.06.001 https://doi.org/10.1016/S0031-9422(00)95027-1 https://doi.org/10.3987/COM-08-11416
Pleiocarpine	101650372	Click to see COC(=O)C1CC23CCCN4C2C5(C1(CC3)N(C6=CC=CC=C65)C(=O)OC)CC4	396.50	unknown	https://doi.org/10.1002/CJOC.19890070211
Venalstonine	426061	Click to see COC(=O)C1CC23CCC14C5(C2N(CC5)CC=C3)C6=CC=CC=C6N4	336.40	unknown	https://doi.org/10.1021/NP0702234
> Alkaloids and derivatives / Aspidospermatan-type alkaloids
(+)-Vincadifformine	811594	Click to see CCC12CCCN3C1C4(CC3)C5=CC=CC=C5NC4=C(C2)C(=O)OC	338.40	unknown	https://doi.org/10.1002/CJOC.19890070211
(1R,12S,14S,21R,22S)-14-ethyl-10-oxa-8,18-diazahexacyclo[10.8.1.11,14.02,7.08,21.018,22]docosa-2,4,6-trien-21-ol	162948905	Click to see CCC12CCCN3C1C4(CC3)C5=CC=CC=C5N6C4(C(C2)COC6)O	340.50	unknown	https://doi.org/10.1248/CPB.58.961
14-Ethyl-10-oxa-8,18-diazahexacyclo[10.8.1.11,14.02,7.08,21.018,22]docosa-2,4,6-trien-21-ol	75220489	Click to see CCC12CCCN3C1C4(CC3)C5=CC=CC=C5N6C4(C(C2)COC6)O	340.50	unknown	https://doi.org/10.1248/CPB.58.961
Methyl 2,3-didehydroaspidospermidine-3-carboxylate	579873	Click to see CCC12CCCN3C1C4(CC3)C5=CC=CC=C5NC4=C(C2)C(=O)OC	338.40	unknown	https://doi.org/10.1021/NP0702234
Vincadifformine	94255	Click to see CCC12CCCN3C1C4(CC3)C5=CC=CC=C5NC4=C(C2)C(=O)OC	338.40	unknown	https://doi.org/10.1021/NP0702234
> Alkaloids and derivatives / Corynanthean-type alkaloids
1-(3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl)ethanone	73233017	Click to see CC=C1CN2CCC3=C(C2CC1C(=O)C)NC4=CC=CC=C34	294.40	unknown	https://doi.org/10.1021/NP0702234
Arboricine	16072134	Click to see CC=C1CN2CCC3=C(C2CC1C(=O)C)NC4=CC=CC=C34	294.40	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,10R,12R,13Z,18R)-13-ethylidene-18-formyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate	163186541	Click to see CC=C1CN2CCC34C5=CC=CC=C5N=C3C2CC1C4(C=O)C(=O)OC	350.40	unknown	https://doi.org/10.1021/NP0702234
> Alkaloids and derivatives / Eburnan-type alkaloids
(+)-Isoeburnamine	118701077	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)O	296.40	unknown	https://doi.org/10.1002/CJOC.19850030113
(12R,15R,17R,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-12,17-diol	162972259	Click to see CCC12CCC(N3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)O)O	312.40	unknown	https://doi.org/10.1002/HLCA.200690053
(15R,17R,19R)-15-ethyl-17-methoxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene	13894860	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)OC	310.40	unknown	https://doi.org/10.1248/CPB.58.961
(15R,17R,19R)-17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene	163020495	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)OCC	324.50	unknown	https://doi.org/10.1248/CPB.58.961
(15R,17S,19R)-15-ethyl-17-methoxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene	13894861	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)OC	310.40	unknown	https://doi.org/10.1248/CPB.58.961
(15R,17S,19R)-17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene	163020494	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)OCC	324.50	unknown	https://doi.org/10.1248/CPB.58.961
1-(1,11-Diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaen-15-yl)ethanone	162946035	Click to see CC(=O)C12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C=C2	292.40	unknown	https://doi.org/10.1002/CJOC.19850030113
15-Ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-12,17-diol	162972258	Click to see CCC12CCC(N3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)O)O	312.40	unknown	https://doi.org/10.1002/HLCA.200690053
17-Ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene	163020493	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)OCC	324.50	unknown	https://doi.org/10.1248/CPB.58.961
1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine, 13a-ethyl-2,3,5,6,13a,13b-hexahydro-	610470	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C=C2	278.40	unknown	https://doi.org/10.1002/CJOC.19890070211 https://doi.org/10.1248/CPB.58.961
Eburnamenin-14-ol, 14,15-dihydro-, (14alpha)-	442066	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)O	296.40	unknown	https://doi.org/10.1002/CJOC.19850030113 https://doi.org/10.1248/CPB.58.961
Eburnamenin-14-ol, 14,15-dihydro-, (14beta)-	619344	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)O	296.40	unknown	https://doi.org/10.1248/CPB.58.961
Eburnamenin-14(15H)-one	92112	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=O)C2	294.40	unknown	https://doi.org/10.1002/HLCA.200690053 https://doi.org/10.1248/CPB.58.961
Eburnamenine	6857502	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C=C2	278.40	unknown	https://doi.org/10.1002/CJOC.19890070211 https://doi.org/10.1248/CPB.58.961
Eburnamine	101699	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)O	296.40	unknown	https://doi.org/10.1016/J.FITOTE.2017.01.017 https://doi.org/10.1248/CPB.58.961
Eburnamonine	3195	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=O)C2	294.40	unknown	https://doi.org/10.1002/HLCA.200690053 https://doi.org/10.1248/CPB.58.961
O-Methylisoburnamine	540749	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)OC	310.40	unknown	https://doi.org/10.1248/CPB.58.961
Vincanol	10017481	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)O	296.40	unknown	https://doi.org/10.1055/S-2007-969934
> Alkaloids and derivatives / Quebrachamine alkaloids
(13S,15R)-15-ethyl-13-hydroxy-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-19-one	46848462	Click to see CCC12CCCN(C1=O)CCC3=C(C(C2)O)NC4=CC=CC=C34	312.40	unknown	https://doi.org/10.1248/CPB.58.961
15-Ethyl-11-(methoxymethyl)-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene	56663814	Click to see CCC12CCCN(C1)CCC3=C(CC2)N(C4=CC=CC=C34)COC	326.50	unknown	https://doi.org/10.1021/NP800489E
15-Ethyl-13-hydroxy-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-19-one	75220490	Click to see CCC12CCCN(C1=O)CCC3=C(C(C2)O)NC4=CC=CC=C34	312.40	unknown	https://doi.org/10.1248/CPB.58.961
Kamassine	624708	Click to see CCC12CCCN(C1)CCC3=C(CC2)NC4=CC=CC=C34	282.40	unknown	https://doi.org/10.1021/NP800489E
Kopsiyunnanine D	25243455	Click to see CCC12CCCN(C1)CCC3=C(CC2)N(C4=CC=CC=C34)COC	326.50	unknown	https://doi.org/10.1021/NP800489E
Quebrachamine	92990	Click to see CCC12CCCN(C1)CCC3=C(CC2)NC4=CC=CC=C34	282.40	unknown	https://doi.org/10.1021/NP50031A016 https://doi.org/10.1021/NP800489E https://doi.org/10.1016/J.FITOTE.2017.01.017
> Alkaloids and derivatives / Rhazinilam alkaloids
(12R,19S)-12-ethyl-19-methoxy-8,16-diazatetracyclo[10.6.1.02,7.016,19]nonadeca-1(18),2,4,6-tetraene-9,17-dione	14442609	Click to see CCC12CCCN3C1(C(=CC3=O)C4=CC=CC=C4NC(=O)CC2)OC	340.40	unknown	https://doi.org/10.1021/NP0702234
12-Ethyl-19-methoxy-8,16-diazatetracyclo[10.6.1.02,7.016,19]nonadeca-1(18),2,4,6-tetraene-9,17-dione	14442608	Click to see CCC12CCCN3C1(C(=CC3=O)C4=CC=CC=C4NC(=O)CC2)OC	340.40	unknown	https://doi.org/10.1021/NP0702234
> Alkaloids and derivatives / Strychnos alkaloids
(11R,12E,17S)-12-ethylidene-10-methylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraene	163193826	Click to see CC=C1CN2CCC34C2CC1C(=C)C3=NC5=CC=CC=C45	276.40	unknown	https://doi.org/10.1021/NP0702234
(1R,11R,12E,17S)-12-ethylidene-10-methylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraene	163185538	Click to see CC=C1CN2CCC34C2CC1C(=C)C3=NC5=CC=CC=C45	276.40	unknown	https://doi.org/10.1021/NP0702234
(1R,11S,17S)-12-ethylidene-10-methylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraene	162891330	Click to see CC=C1CN2CCC34C2CC1C(=C)C3=NC5=CC=CC=C45	276.40	unknown	https://doi.org/10.1021/NP0702234
(1R,14S,16E)-16-ethylidene-2-methylidene-14-oxido-4-aza-14-azoniatetracyclo[12.2.2.03,11.05,10]octadeca-3(11),5,7,9-tetraene	163189142	Click to see CC=C1C[N+]2(CCC1C(=C)C3=C(CC2)C4=CC=CC=C4N3)[O-]	294.40	unknown	https://doi.org/10.1021/NP0702234
(1R,16E)-16-ethylidene-2-methylidene-14-oxido-4-aza-14-azoniatetracyclo[12.2.2.03,11.05,10]octadeca-3(11),5,7,9-tetraene	11652274	Click to see CC=C1C[N+]2(CCC1C(=C)C3=C(CC2)C4=CC=CC=C4N3)[O-]	294.40	unknown	https://doi.org/10.1021/NP0702234
(1R,16Z)-16-(2-hydroxyethylidene)-2-methylidene-4,14-diazatetracyclo[12.2.2.03,11.05,10]octadeca-3(11),5,7,9-tetraen-15-one	163185628	Click to see C=C1C2CCN(CCC3=C1NC4=CC=CC=C34)C(=O)C2=CCO	308.40	unknown	https://doi.org/10.1002/HLCA.200790018 https://doi.org/10.1021/NP0702234
16-(2-Hydroxyethylidene)-2-methylidene-4,14-diazatetracyclo[12.2.2.03,11.05,10]octadeca-3(11),5,7,9-tetraen-15-one	163017906	Click to see C=C1C2CCN(CCC3=C1NC4=CC=CC=C34)C(=O)C2=CCO	308.40	unknown	https://doi.org/10.1002/HLCA.200790018 https://doi.org/10.1021/NP0702234
16-Ethylidene-2-methylidene-4,14-diazatetracyclo[12.2.2.03,11.05,10]octadeca-3(11),5,7,9-tetraene	78178201	Click to see CC=C1CN2CCC1C(=C)C3=C(CC2)C4=CC=CC=C4N3	278.40	unknown	https://doi.org/10.1021/NP0702234
19(R)-methoxytubotaiwine	23627132	Click to see CC(C1C2CCN3C1C4(CC3)C5=CC=CC=C5NC4=C2C(=O)OC)OC	354.40	unknown	https://doi.org/10.1021/NP0702234
19(S)-methoxytubotaiwine	23627131	Click to see CC(C1C2CCN3C1C4(CC3)C5=CC=CC=C5NC4=C2C(=O)OC)OC	354.40	unknown	https://doi.org/10.1021/NP0702234
19S-Methoxytubotaiwine	74071575	Click to see CC(C1C2CCN3C1C4(CC3)C5=CC=CC=C5NC4=C2C(=O)OC)OC	354.40	unknown	https://doi.org/10.1021/NP0702234
methyl (1S,11S,17R,18R)-18-[(1S)-1-methoxyethyl]-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraene-10-carboxylate	162894867	Click to see CC(C1C2CCN3C1C4(CC3)C5=CC=CC=C5NC4=C2C(=O)OC)OC	354.40	unknown	https://doi.org/10.1021/NP0702234
Pericine	6440735	Click to see CC=C1CN2CCC1C(=C)C3=C(CC2)C4=CC=CC=C4N3	278.40	unknown	https://doi.org/10.1021/NP0702234
Valparicine	23625449	Click to see CC=C1CN2CCC34C2CC1C(=C)C3=NC5=CC=CC=C45	276.40	unknown	https://doi.org/10.1021/NP0702234
> Alkaloids and derivatives / Vobasan alkaloids
Perivine	6473766	Click to see CC=C1CNC2CC3=C(C(=O)CC1C2C(=O)OC)NC4=CC=CC=C34	338.40	unknown	https://doi.org/10.1002/CJOC.19850030113
> Alkaloids and derivatives / Yohimbine alkaloids
Lamuran	251561	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1021/NP0702234
methyl (1S,4R,4aS,10S,10aS,10bS)-1-methyl-2'-oxospiro[1,3,4,4a,5,6,8,9,10a,10b-decahydropyrano[4,3-g]indolizine-10,3'-1H-indole]-4-carboxylate	163043002	Click to see CC1C2C(CCN3C2C4(CC3)C5=CC=CC=C5NC4=O)C(CO1)C(=O)OC	370.40	unknown	https://doi.org/10.1016/J.TETLET.2008.07.145
methyl 1-methyl-2'-oxospiro[1,3,4,4a,5,6,8,9,10a,10b-decahydropyrano[4,3-g]indolizine-10,3'-1H-indole]-4-carboxylate	163043001	Click to see CC1C2C(CCN3C2C4(CC3)C5=CC=CC=C5NC4=O)C(CO1)C(=O)OC	370.40	unknown	https://doi.org/10.1016/J.TETLET.2008.07.145
Tetrahydroalstonine	72340	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1021/NP0702234 https://doi.org/10.1016/J.FITOTE.2017.01.017
> Benzenoids
(R)-Rhazinilam	160263	Click to see CCC12CCCN3C1=C(C=C3)C4=CC=CC=C4NC(=O)CC2	294.40	unknown	https://doi.org/10.1021/NP0702234 https://doi.org/10.1021/NP800489E
Rhazinilam	11312435	Click to see CCC12CCCN3C1=C(C=C3)C4=CC=CC=C4NC(=O)CC2	294.40	unknown	https://doi.org/10.1021/NP0702234 https://doi.org/10.1021/NP800489E
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Benzamides
N-[3-[3-[3-(4-aminobutylamino)propylamino]propylamino]propyl]-4-hydroxybenzamide	102304248	Click to see C1=CC(=CC=C1C(=O)NCCCNCCCNCCCNCCCCN)O	379.50	unknown	https://doi.org/10.1002/HLCA.200790018 https://doi.org/10.1021/NP0702234
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Hydroxybenzoic acid derivatives
4-Hydroxybenzoic acid	135	Click to see C1=CC(=CC=C1C(=O)O)O	138.12	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Methoxybenzoic acids and derivatives / M-methoxybenzoic acids and derivatives
Vanillic Acid	8468	Click to see COC1=C(C=CC(=C1)C(=O)O)O	168.15	unknown	via CMAUP database
> Benzenoids / Phenols / Methoxyphenols
[3-Chloro-2-(2-hydroxy-5-methoxy-4-methylphenyl)prop-2-enyl] acetate	21631006	Click to see CC1=CC(=C(C=C1OC)C(=CCl)COC(=O)C)O	270.71	unknown	https://doi.org/10.1021/NP0702234
> Hydrocarbons / Saturated hydrocarbons / Alkanes
Hentriacontane	12410	Click to see CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC	436.80	unknown	https://doi.org/10.1071/CH9550129
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
Alepterolic acid	13858188	Click to see CC(=CC(=O)O)CCC1C(=C)CCC2C1(CCC(C2(C)C)O)C	320.50	unknown	https://doi.org/10.1021/NP0702234
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Iridoid O-glycosides
Aucubin	91458	Click to see C1=COC(C2C1C(C=C2CO)O)OC3C(C(C(C(O3)CO)O)O)O	346.33	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
(1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid	7163172	Click to see CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O	456.70	unknown	via CMAUP database
Bauerenol	111220	Click to see CC1CCC2(CCC3(C4=CCC5C(C(CCC5(C4CCC3(C2C1C)C)C)O)(C)C)C)C	426.70	unknown	https://doi.org/10.1248/CPB.7.129
Bauerenol	287684	Click to see CC1CCC2(CCC3(C4=CCC5C(C(CCC5(C4CCC3(C2C1C)C)C)O)(C)C)C)C	426.70	unknown	https://doi.org/10.1248/CPB.7.129
Beta-Amyrin	73145	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C)C	426.70	unknown	https://doi.org/10.1071/CH9550129
Olean-12-en-3beta-ol	225689	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C)C	426.70	unknown	https://doi.org/10.1071/CH9550129
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	via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
Beta-Sitosterol	222284	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	via CMAUP database
Stigmasterol	5280794	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Amino acids and derivatives / Delta amino acids and derivatives
Arboloscine	44445748	Click to see CCC12CCCNC13C(=CC(=O)OC)C4=CC=CC=C4N3C(=O)CC2	340.40	unknown	https://doi.org/10.1021/NP0702234
methyl (2Z)-2-[(1S,6R)-6-ethyl-9-oxo-2,10-diazatetracyclo[8.7.0.01,6.011,16]heptadeca-11,13,15-trien-17-ylidene]acetate	163194910	Click to see CCC12CCCNC13C(=CC(=O)OC)C4=CC=CC=C4N3C(=O)CC2	340.40	unknown	https://doi.org/10.1002/HLCA.200790018 https://doi.org/10.1021/NP0702234
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / O-glycosyl compounds
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	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Oligosaccharides
Gal(a1-6)Glc(b1-2b)Fruf	44420456	Click to see C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)O)CO)O)O)O)O)O)O)O	504.40	unknown	via CMAUP database
Stachyose	439531	Click to see C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC3C(C(C(C(O3)OC4(C(C(C(O4)CO)O)O)CO)O)O)O)O)O)O)O)O)O)O	666.60	unknown	via CMAUP database
> Organoheterocyclic compounds / Diazanaphthalenes / Naphthyridines
18-Methyl-3,13,19-triazapentacyclo[11.7.1.02,10.04,9.017,21]henicosa-2(10),4,6,8,16-pentaen-20-one	163024969	Click to see CC1C2=CCCN3C2C(C4=C(CC3)C5=CC=CC=C5N4)C(=O)N1	307.40	unknown	https://doi.org/10.1021/NP0702234 https://doi.org/10.1016/J.TETLET.2006.05.095
Arboflorine	102181745	Click to see CC1C2=CCCN3C2C(C4=C(CC3)C5=CC=CC=C5N4)C(=O)N1	307.40	unknown	https://doi.org/10.1021/NP0702234 https://doi.org/10.1016/J.TETLET.2006.05.095
> Organoheterocyclic compounds / Imidazopyrimidines / Purines and purine derivatives / 6-aminopurines
Adenine	190	Click to see C1=NC2=NC=NC(=C2N1)N	135.13	unknown	via CMAUP database
> Organoheterocyclic compounds / Indoles and derivatives
(5R,17S)-5-ethyl-17-hydroxy-1,9-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-9,11,13,15-tetraen-2-one	24860012	Click to see CCC12CCCN=C3C1(N(C(=O)CC2)C4=CC=CC=C43)O	284.35	unknown	https://doi.org/10.1021/NP0702234
5-Ethyl-17-hydroxy-1,9-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-9,11,13,15-tetraen-2-one	74335957	Click to see CCC12CCCN=C3C1(N(C(=O)CC2)C4=CC=CC=C43)O	284.35	unknown	https://doi.org/10.1002/CHIN.200447182 https://doi.org/10.1021/NP0702234
> Organoheterocyclic compounds / Indoles and derivatives / Carbazoles
dimethyl (1R,2S,10S,13S,14R,18S)-20-oxo-9,15-diazahexacyclo[13.5.1.02,10.02,14.03,8.013,18]henicosa-3,5,7-triene-9,10-dicarboxylate	163003040	Click to see COC(=O)C12CCC3C4CCN5C3C1(C(C5)C(=O)C4)C6=CC=CC=C6N2C(=O)OC	410.50	unknown	https://doi.org/10.1002/JLAC.198119811016
dimethyl (1R,9S,16R,19R,20S)-21-oxo-2,12-diazahexacyclo[10.6.2.19,16.01,9.03,8.016,20]henicosa-3,5,7-triene-2,19-dicarboxylate	163014698	Click to see COC(=O)C1C2C34CCCN2CCC5(C3=O)C1(CC4)N(C6=CC=CC=C56)C(=O)OC	410.50	unknown	https://doi.org/10.1016/0031-9422(88)87050-X
dimethyl (1S,9R,16S,19R,20R)-21-oxo-2,12-diazahexacyclo[10.6.2.19,16.01,9.03,8.016,20]henicosa-3,5,7-triene-2,19-dicarboxylate	163014699	Click to see COC(=O)C1C2C34CCCN2CCC5(C3=O)C1(CC4)N(C6=CC=CC=C56)C(=O)OC	410.50	unknown	https://doi.org/10.1016/0031-9422(88)87050-X
Dimethyl 20-oxo-9,15-diazahexacyclo[13.5.1.02,10.02,14.03,8.013,18]henicosa-3,5,7-triene-9,10-dicarboxylate	163003039	Click to see COC(=O)C12CCC3C4CCN5C3C1(C(C5)C(=O)C4)C6=CC=CC=C6N2C(=O)OC	410.50	unknown	https://doi.org/10.1002/JLAC.198119811016
Dimethyl 21-oxo-2,12-diazahexacyclo[10.6.2.19,16.01,9.03,8.016,20]henicosa-3,5,7-triene-2,19-dicarboxylate	163014697	Click to see COC(=O)C1C2C34CCCN2CCC5(C3=O)C1(CC4)N(C6=CC=CC=C56)C(=O)OC	410.50	unknown	https://doi.org/10.1016/0031-9422(88)87050-X
methyl (11S,13E,14S,16R,18S)-13-ethylidene-1-azapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6,8(17)-tetraene-18-carboxylate	163185171	Click to see CC=C1CC2CCC3=C4C2CC1C(N4C5=CC=CC=C35)C(=O)OC	321.40	unknown	https://doi.org/10.1021/NP0702234
methyl (11S,14S,16R,18S)-13-ethylidene-1-azapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6,8(17)-tetraene-18-carboxylate	162870345	Click to see CC=C1CC2CCC3=C4C2CC1C(N4C5=CC=CC=C35)C(=O)OC	321.40	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,2S,10S,13S,14R,18S)-20-oxo-9,15-diazahexacyclo[13.5.1.02,10.02,14.03,8.013,18]henicosa-3,5,7-triene-10-carboxylate	163053592	Click to see COC(=O)C12CCC3C4CCN5C3C1(C(C5)C(=O)C4)C6=CC=CC=C6N2	352.40	unknown	https://doi.org/10.1002/JLAC.198119811016
Methyl 20-oxo-9,15-diazahexacyclo[13.5.1.02,10.02,14.03,8.013,18]henicosa-3,5,7-triene-10-carboxylate	163053591	Click to see COC(=O)C12CCC3C4CCN5C3C1(C(C5)C(=O)C4)C6=CC=CC=C6N2	352.40	unknown	https://doi.org/10.1002/JLAC.198119811016
> Organoheterocyclic compounds / Indoles and derivatives / Indolecarboxylic acids and derivatives / Indolecarboxylic acids
dimethyl (1R,9S,16S)-21-oxo-2,12-diazapentacyclo[14.2.2.19,12.01,9.03,8]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate	162948062	Click to see COC(=O)C1=CC2CCCN3CCC4(C3=O)C1(CC2)N(C5=CC=CC=C45)C(=O)OC	410.50	unknown	https://doi.org/10.1016/0031-9422(88)87050-X
Dimethyl (1S,9S,16S)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.19,12.01,9.03,8]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate	13875401	Click to see COC(=O)C1=CC2(CCCN3CCC4(C3=O)C1(CC2)N(C5=CC=CC=C45)C(=O)OC)O	426.50	unknown	https://doi.org/10.1016/0031-9422(88)87050-X
Kopsijasminilam	196698	Click to see COC(=O)C1=CC2(CCCN3CCC4(C3=O)C1(CC2)N(C5=CC=CC=C45)C(=O)OC)O	426.50	unknown	https://doi.org/10.1016/0031-9422(88)87050-X
> Organoheterocyclic compounds / Indoles and derivatives / Indoles / 3-alkylindoles
(1R,11S,16S,18E)-18-ethylidene-2-methylidene-4,14-diazapentacyclo[12.3.1.03,11.05,10.011,16]octadeca-3,5,7,9-tetraene	163186751	Click to see CC=C1C2CC3CN1CCC34C5=CC=CC=C5N=C4C2=C	276.40	unknown	https://doi.org/10.1016/J.TETLET.2006.05.095
18-Ethylidene-2-methylidene-4,14-diazapentacyclo[12.3.1.03,11.05,10.011,16]octadeca-3,5,7,9-tetraene	163001011	Click to see CC=C1C2CC3CN1CCC34C5=CC=CC=C5N=C4C2=C	276.40	unknown	https://doi.org/10.1016/J.TETLET.2006.05.095
> Organoheterocyclic compounds / Indoles and derivatives / Pyridoindoles / Beta carbolines
1-(1-ethylidene-3,4,6,7,12,12b-hexahydro-2H-indolo[2,3-a]quinolizin-2-yl)ethanone	73233018	Click to see CC=C1C(CCN2C1C3=C(CC2)C4=CC=CC=C4N3)C(=O)C	294.40	unknown	https://doi.org/10.1016/J.TETLET.2006.12.070 https://doi.org/10.1021/NP0702234
1-[(1E,2S,12bR)-1-ethylidene-3,4,6,7,12,12b-hexahydro-2H-indolo[2,3-a]quinolizin-2-yl]ethanone	163029583	Click to see CC=C1C(CCN2C1C3=C(CC2)C4=CC=CC=C4N3)C(=O)C	294.40	unknown	https://doi.org/10.1021/NP0702234
Arboricinine	16072135	Click to see CC=C1C(CCN2C1C3=C(CC2)C4=CC=CC=C4N3)C(=O)C	294.40	unknown	https://doi.org/10.1016/J.TETLET.2006.12.070 https://doi.org/10.1021/NP0702234
methyl (1R,12R,13R,14S)-13-(hydroxymethyl)-14-[(Z)-prop-1-enyl]-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate	163189004	Click to see CC=CC12CCN3C(C1(CO)C(=O)OC)CC4=C(C3C2)NC5=CC=CC=C45	366.50	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,12R,13R,14S)-13-(hydroxymethyl)-14-prop-1-enyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate	163007541	Click to see CC=CC12CCN3C(C1(CO)C(=O)OC)CC4=C(C3C2)NC5=CC=CC=C45	366.50	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,9S,11S,13S,14S,15S,16E,19S)-16-ethylidene-12,20-dioxa-2,18-diazaheptacyclo[9.8.1.115,19.01,9.03,8.09,14.013,18]henicosa-3,5,7-triene-14-carboxylate	163068307	Click to see CC=C1CN2C3CC1C4(C2OC5CC46C3(O5)NC7=CC=CC=C67)C(=O)OC	366.40	unknown	https://doi.org/10.1021/NP0702234
> Organoheterocyclic compounds / Pyrroles / Substituted pyrroles
12-Ethyl-17-(hydroxymethyl)-8,16-diazatetracyclo[10.6.1.02,7.016,19]nonadeca-1(19),2,4,6,17-pentaen-9-one	56677528	Click to see CCC12CCCN3C1=C(C=C3CO)C4=CC=CC=C4NC(=O)CC2	324.40	unknown	https://doi.org/10.1021/NP800489E
12-Ethyl-17-(methoxymethyl)-8,16-diazatetracyclo[10.6.1.02,7.016,19]nonadeca-1(19),2,4,6,17-pentaen-9-one	56674188	Click to see CCC12CCCN3C1=C(C=C3COC)C4=CC=CC=C4NC(=O)CC2	338.40	unknown	https://doi.org/10.1021/NP800489E
17-(Ethoxymethyl)-12-ethyl-8,16-diazatetracyclo[10.6.1.02,7.016,19]nonadeca-1(19),2,4,6,17-pentaen-9-one	56657024	Click to see CCC12CCCN3C1=C(C=C3COCC)C4=CC=CC=C4NC(=O)CC2	352.50	unknown	https://doi.org/10.1021/NP800489E
5-Ethoxymethylrhazinilam	25227569	Click to see CCC12CCCN3C1=C(C=C3COCC)C4=CC=CC=C4NC(=O)CC2	352.50	unknown	https://doi.org/10.1021/NP800489E
5-Hydroxymethylrhazinilam	25227578	Click to see CCC12CCCN3C1=C(C=C3CO)C4=CC=CC=C4NC(=O)CC2	324.40	unknown	https://doi.org/10.1021/NP800489E
5-Methoxymethylrhazinilam	25227568	Click to see CCC12CCCN3C1=C(C=C3COC)C4=CC=CC=C4NC(=O)CC2	338.40	unknown	https://doi.org/10.1021/NP800489E
> Organoheterocyclic compounds / Quinolines and derivatives / Phenylquinolines
4-Hydroxy-1-methyl-3-phenyl-1,2-dihydroquinolin-2-one	54680431	Click to see CN1C2=CC=CC=C2C(=C(C1=O)C3=CC=CC=C3)O	251.28	unknown	https://doi.org/10.1021/NP0702234
> Organoheterocyclic compounds / Quinolizidines
methyl (1R,10R,12S,18S)-18-formyl-12-[(Z)-prop-1-enyl]-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate	163193525	Click to see CC=CC12CCN3CCC4(C1(C=O)C(=O)OC)C5=CC=CC=C5N=C4C3C2	364.40	unknown	https://doi.org/10.1021/NP0702234
methyl (1R,10R,12S,18S)-18-formyl-12-prop-1-enyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate	163093839	Click to see CC=CC12CCN3CCC4(C1(C=O)C(=O)OC)C5=CC=CC=C5N=C4C3C2	364.40	unknown	https://doi.org/10.1021/NP0702234
> Phenylpropanoids and polyketides / 2-arylbenzofuran flavonoids
(2S)-2alpha-(3-Methoxy-4-hydroxyphenyl)-5-[(E)-3-(beta-D-glucopyranosyloxy)-1-propenyl]-7-methoxy-2,3-dihydrobenzofuran-3beta-methanol	11027727	Click to see COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C=C3)O)OC)C=CCOC4C(C(C(C(O4)CO)O)O)O	520.50	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Coumaric acids and derivatives
[(2R,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate	5320625	Click to see C1=CC(=C(C=C1CCOC2C(C(C(C(O2)CO)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)O	478.40	unknown	via CMAUP database
[(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate	110062419	Click to see CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCCC3=CC(=C(C=C3)O)O)COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O	624.60	unknown	via CMAUP database
Calceolarioside A	5273566	Click to see C1=CC(=C(C=C1CCOC2C(C(C(C(O2)CO)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)O)O	478.40	unknown	via CMAUP database
Calceolarioside B	5273567	Click to see C1=CC(=C(C=C1CCOC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)O)O)O	478.40	unknown	via CMAUP database
Hellicoside	5281778	Click to see C1=CC(=C(C=C1C=CC(=O)OC2C(OC(C(C2OC3C(C(C(C(O3)CO)O)O)O)O)OCC(C4=CC(=C(C=C4)O)O)O)CO)O)O	656.60	unknown	via CMAUP database
Isoacteoside	6476333	Click to see CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCCC3=CC(=C(C=C3)O)O)COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O	624.60	unknown	via CMAUP database
Isomartynoside	91895373	Click to see CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCCC3=CC(=C(C=C3)OC)O)COC(=O)C=CC4=CC(=C(C=C4)O)OC)O)O)O)O	652.60	unknown	via CMAUP database
Leucosceptoside A	10394343	Click to see CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)O	638.60	unknown	via CMAUP database
Martynoside	5319292	Click to see CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)CO)OCCC4=CC(=C(C=C4)OC)O)O)O)O)O	652.60	unknown	via CMAUP database
Plantainoside B	9847922	Click to see C1=CC(=C(C=C1CCOC2C(C(C(C(O2)CO)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O	478.40	unknown	via CMAUP database
Plantamajoside	5281788	Click to see C1=CC(=C(C=C1CCOC2C(C(C(C(O2)CO)OC(=O)C=CC3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O)O	640.60	unknown	via CMAUP database
Plantasioside	44423103	Click to see C1C(OC2C(C(C(OC2O1)COC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)C4=CC(=C(C=C4)O)O	476.40	unknown	via CMAUP database
Sanangoside	6915840	Click to see C1=CC(=C(C=C1CCOC2C(C(C(C(O2)CO)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)O	478.40	unknown	via CMAUP database
Scroside B	9831187	Click to see COC1=C(C=C(C=C1)CCOC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC4C(C(C(C(O4)CO)O)O)O)O)O	668.60	unknown	via CMAUP database
Verbascoside	5281800	Click to see CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)O	624.60	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavones
(2R,3R)-10-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-7-(4-hydroxyphenyl)-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-9-one	15071174	Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C4C(=C3O)C(=O)C=C(O4)C5=CC=C(C=C5)O)CO)O	464.40	unknown	https://doi.org/10.1021/NP0702234
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides
Plantagoside	174157	Click to see C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C(=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O	466.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-7-O-glycosides
Homoplantaginin	5318083	Click to see COC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O	462.40	unknown	via CMAUP database
Plantaginin	5320623	Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O	448.40	unknown	via CMAUP database

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Kopsia arborea

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