Scientific name	Authority	First published in
Ophioxylon album	Gaertn.	Fruct. Sem. Pl. 2: 129 (1790)
Ophioxylon obversum	Miq.	Fl. Ned. Ind. 2: 405 (1857)
Ophioxylon salutiferum	Salisb.	Prodr. Stirp. Chap. Allerton : 146 (1796)
Ophioxylon serpentinum	L.	Sp. Pl. : 1043 (1753)
Ophioxylon trifoliatum	Gaertn.	Fruct. Sem. Pl. 2: 123 (1790)
Rauvolfia obversa	Baill.	Hist. Pl. 10: 171 (1888)
Rauvolfia trifoliata	Baill.	Hist. Pl. 13: 171 (1895)
Rauvolfia serpentina var. obversa	(Miq.) Bakh.f.	Blumea 6: 386. 1950

Common names Top

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Filter by language:

Language	Common/alternative name
English	snakeroot
English	serpentine wood
Arabic	الراتانيا
Arabic	عود الحية
Arabic	الروالفيا
Arabic	جذر الثعبان الهندي
Assamese	সৰ্পগন্ধা
Azerbaijani	İlan rauvolfiyası
Bulgarian	серпентинова рауволфия
Bengali	সর্পগন্ধা
Catalan	rauvòlfia
Czech	americký hadí kořen
Czech	rauwolfie plazivá
Czech	zmijovice hadová
Czech	zmijovice plazivá
Czech	zmijovnice hadová
Czech	zmijovnice hadí
German	java-teufelspfeffer
German	sarpagandha
German	wahnsinnskraut
German	indische schlangenwurzel
Estonian	madurauvolfia
Persian	راولفیا سرپنتینا
Hindi	सर्पगन्धा
Hindi	सर्पगंधा
Indonesian	pule pandak
Japanese	ラウオルフィア
Japanese	印度蛇木
Japanese	インドジャボク
jv	pulé pandak
Kannada	ಸರ್ಪಗಂಧ
Malayalam	സർപ്പഗന്ധി
Malayalam	അമൽപ്പൊരി
Marathi	सर्पगंधा
Nepali	सर्पगन्धा
Nepali	चाँदमरुवा
Oriya	ପାତାଳ ଗରୁଡ଼
Punjabi	ਸਰਪਗੰਧਾ
Polish	rauwolfia żmijowa
Russian	Сарпаганда
Russian	Раувольфия змеиная
sa	सर्पगन्धः
sa	अश्वत्थः
sd	اسرول
Sinhala	ඒකාවේරිය
Tamil	சர்பகந்தி
tcy	ಸರ್ಪಗ೦ಧಿ
Telugu	సర్పగంధ
Thai	ระย่อมน้อย
Vietnamese	ba gạc hoa đỏ
Chinese	印度蛇木
Chinese	印度蛇根木
Chinese	印度萝芙木
Chinese	蛇根木
Chinese	印度蛇根草

Subspecies (abbr. subsp./ssp.) Top

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No subspecies added yet.

Varieties (abbr. var.) Top

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No variety added yet.

Subvarieties (abbr. subvar.) Top

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Forms (abbr. f.) Top

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No forms added yet.

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
- Indian Subcontinent
  - Assam
  - Bangladesh
  - East Himalaya
  - India
  - Laccadive Islands
  - Nepal
  - Sri Lanka
- Indo-China
  - Andaman Islands
  - Cambodia
  - Laos
  - Myanmar
  - Thailand
  - Vietnam
- Malesia
  - Jawa
  - Lesser Sunda Islands
  - Malaya

Pacific click to expand
- Northwestern Pacific
  - Marianas

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0000295174
UNII	3P7VF1UYMO
USDA Plants	RASE4
Tropicos	1800013
KEW	urn:lsid:ipni.org:names:81648-1
The Plant List	kew-176968
PFAF	Rauvolfia serpentina
Open Tree Of Life	1050238
NCBI Taxonomy	4060
IPNI	81648-1
iNaturalist	431529
GBIF	3169787
Freebase	/m/03nm24c
EPPO	RAUSE
EOL	483918
USDA GRIN	30895
Wikipedia	Rauvolfia_serpentina
CMAUP	NPO7282

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

Ethnobotanical survey of medicinal plants used by various ethnic tribes of Mizoram, India

Ralte L, Singh YT

PLoS One

10-May-2024

PMCID:	PMC11086894
doi:	10.1371/journal.pone.0302792
PMID:	38728345

Indole-Based Compounds in the Development of Anti-Neurodegenerative Agents

Barresi E, Baglini E, Poggetti V, Castagnoli J, Giorgini D, Salerno S, Taliani S, Da Settimo F

Molecules

03-May-2024

PMCID:	PMC11085553
doi:	10.3390/molecules29092127
PMID:	38731618

A chromosome-level genome reveals genome evolution and molecular basis of anthraquinone biosynthesis in Rheum palmatum

Zhang T, Zhou L, Pu Y, Tang Y, Liu J, Yang L, Zhou T, Feng L, Wang X

BMC Plant Biol

10-Apr-2024

PMCID:	PMC11005207
doi:	10.1186/s12870-024-04972-2
PMID:	38594606

Bioactive Compounds Formulated in Phytosomes Administered as Complementary Therapy for Metabolic Disorders

Toma L, Deleanu M, Sanda GM, Barbălată T, Niculescu LŞ, Sima AV, Stancu CS

Int J Mol Sci

09-Apr-2024

PMCID:	PMC11049841
doi:	10.3390/ijms25084162
PMID:	38673748

Induction of Monoterpenoid Oxindole Alkaloids Production and Related Biosynthetic Gene Expression in Response to Signaling Molecules in Hamelia patens Plant Cultures

López-Vázquez AL, Sepúlveda-García EB, Rubio-Rodríguez E, Ponce-Noyola T, Trejo-Tapia G, Barrera-Cortés J, Cerda-García-Rojas CM, Ramos-Valdivia AC

Plants (Basel)

27-Mar-2024

PMCID:	PMC11013434
doi:	10.3390/plants13070966
PMID:	38611495

Phytotherapeutic Approaches in Canine Pediatrics

Quintavalla F

Vet Sci

20-Mar-2024

PMCID:	PMC10974738
doi:	10.3390/vetsci11030133
PMID:	38535867

teemi: An open-source literate programming approach for iterative design-build-test-learn cycles in bioengineering

Petersen SD, Levassor L, Pedersen CM, Madsen J, Hansen LG, Zhang J, Haidar AK, Frandsen RJ, Keasling JD, Weber T, Sonnenschein N, K. Jensen M

PLoS Comput Biol

08-Mar-2024

PMCID:	PMC10954146
doi:	10.1371/journal.pcbi.1011929
PMID:	38457467

Phytocompounds and Regulation of Flavonoids in In Vitro-Grown Safflower Plant Tissue by Abiotic Elicitor CdCl2

Ejaz B, Mujib A, Syeed R, Mamgain J, Malik MQ, Birat K, Dewir YH, Magyar-Tábori K

Metabolites

16-Feb-2024

PMCID:	PMC10891796
doi:	10.3390/metabo14020127
PMID:	38393019

Mapping of soil suitability for medicinal plants using machine learning methods

Roopashree S, Anitha J, Challa S, Mahesh TR, Venkatesan VK, Guluwadi S

Sci Rep

14-Feb-2024

PMCID:	PMC10866873
doi:	10.1038/s41598-024-54465-3
PMID:	38355896

In Vivo Wound Healing Potential and Molecular Pathways of Amniotic Fluid and Moringa Olifera-Loaded Nanoclay Films

Ashames A, Ijaz M, Buabeid M, Yasin H, Yaseen S, Bhandare RR, Murtaza G

Molecules

05-Feb-2024

PMCID:	PMC10856228
doi:	10.3390/molecules29030729
PMID:	38338472

Animal Approaches to Studying Risk Factors for Parkinson’s Disease: A Narrative Review

Silva RH, Lopes-Silva LB, Cunha DG, Becegato M, Ribeiro AM, Santos JR

Brain Sci

02-Feb-2024

PMCID:	PMC10887213
doi:	10.3390/brainsci14020156
PMID:	38391730

Bioreactor Systems for Plant Cell Cultivation at the Institute of Plant Physiology of the Russian Academy of Sciences: 50 Years of Technology Evolution from Laboratory to Industrial Implications

Titova M, Popova E, Nosov A

Plants (Basel)

01-Feb-2024

PMCID:	PMC10857215
doi:	10.3390/plants13030430
PMID:	38337964

De novo biosynthesis of antiarrhythmic alkaloid ajmaline

Guo J, Gao D, Lian J, Qu Y

Nat Commun

11-Jan-2024

PMCID:	PMC10784492
doi:	10.1038/s41467-024-44797-z
PMID:	38212296

History of safe use of herbs - Approaches for documenting evidence

Narayana DB, Brindavanam NB, Shirsekar S

J Ayurveda Integr Med

09-Jan-2024

PMCID:	PMC10792638
doi:	10.1016/j.jaim.2023.100849
PMID:	38194856

Screening herbal extracts as biostimulant to increase germination, plant growth and secondary metabolite production in wheatgrass

Yadav A, Singh S, Yadav V

Sci Rep

05-Jan-2024

PMCID:	PMC10770375
doi:	10.1038/s41598-023-50513-6
PMID:	38182633

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 / Ajmaline-sarpagine alkaloids
(1R,10S,13E,16S)-13-ethylidene-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-trien-18-ol	118701737	Click to see CC=C1CN2C3CC1C4C2CC5(C3N(C6=CC=CC=C65)C)C4O	308.40	unknown	https://doi.org/10.1080/10575639708043638
(1R,9R,10S,12R,13S,14R,16S,17S,18R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2(7),3,5-triene-6,14,18-triol	163105773	Click to see CCC1C2CC3C4C5(CC(C2C5O)N3C1O)C6=C(N4C)C(=CC=C6)O	342.40	unknown	https://doi.org/10.1021/NP0200919
(1R,9R,10S,13S,14R,16S)-13-ethyl-14-hydroxy-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-trien-18-one	131676019	Click to see CCC1C2CC3C4C5(CC(C2C5=O)N3C1O)C6=CC=CC=C6N4C	324.40	unknown	https://doi.org/10.1002/PTR.2650040203 https://doi.org/10.1021/NP50053A016 https://doi.org/10.1055/S-2007-969402
(9R,12R,13S,14R,16S,17S,18R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2(7),3,5-triene-6,14,18-triol	102271366	Click to see CCC1C2CC3C4C5(CC(C2C5O)N3C1O)C6=C(N4C)C(=CC=C6)O	342.40	unknown	https://doi.org/10.1139/V93-276 https://doi.org/10.1021/NP0200919
(9R,12R,13S,14R,16S,17S,18R)-13-ethyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-14,18-diol	102271367	Click to see CCC1C2CC3C4C5(CC(C2C5O)N3C1O)C6=CC=CC=C6N4	312.40	unknown	https://doi.org/10.1021/NP0200919
(9R,12R,13S,14R,16S,17S,18S)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-14,18-diol	101277304	Click to see CCC1C2CC3C4C5(CC(C2C5O)N3C1O)C6=CC=CC=C6N4C	326.40	unknown	https://doi.org/10.1002/PCA.567
(9R,12R,14S,16S,17S,18S)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-14,18-diol	101660347	Click to see CCC1C2CC3C4C5(CC(C2C5O)N3C1O)C6=CC=CC=C6N4C	326.40	unknown	https://doi.org/10.1002/PCA.567
[(10S,12S,13E,14R,16S,18R)-13-ethylidene-14-hydroxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate	91820485	Click to see CC=C1C2CC3C4=NC5=CC=CC=C5C46CC(C2C6OC(=O)C)N3C1O	350.40	unknown	https://doi.org/10.1080/10575639508044076 https://doi.org/10.1080/10575639308043846 https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.1007/BF00574399 https://doi.org/10.1016/0031-9422(86)80012-7 https://doi.org/10.7124/BC.000291 https://doi.org/10.1139/V94-009 https://doi.org/10.1021/NP0200919 https://doi.org/10.1515/ZNC-1995-1-208 https://doi.org/10.1007/BF00267656 https://doi.org/10.1002/PCA.567
[(10S,12S,13E,16S,18R)-13-ethylidene-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate	91820597	Click to see CC=C1CN2C3CC1C4C2CC5(C4OC(=O)C)C3=NC6=CC=CC=C56	334.40	unknown	https://doi.org/10.1007/BF00267656 https://doi.org/10.1021/NP0200919 https://doi.org/10.1080/10575639308043846 https://doi.org/10.3987/COM-95-7122
[(1R,10R,16S)-13-ethylidene-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate	138113894	Click to see CC=C1CN2C3CC1C4C2CC5(C4OC(=O)C)C3=NC6=CC=CC=C56	334.40	unknown	https://doi.org/10.1080/10575639308043846 https://doi.org/10.3987/COM-95-7122 https://doi.org/10.1021/NP0200919 https://doi.org/10.1007/BF00267656
[(1R,10R,16S)-13-formyl-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate	138113842	Click to see CC1C(C2CC3N1C4C2C(C5(C4)C3=NC6=CC=CC=C56)OC(=O)C)C=O	350.40	unknown	https://doi.org/10.1080/10575639308043846 https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.1021/NP0200919 https://doi.org/10.1002/PCA.567
[(1R,9R,10S,12R,13S,14R,16S,17R,18R)-4-acetyl-13-ethyl-14-hydroxy-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2(7),3,5-trien-18-yl] acetate	102278633	Click to see CCC1C2CC3C4C5(CC(C2C5OC(=O)C)N3C1O)C6=C(N4C)C=CC(=C6)C(=O)C	410.50	unknown	https://doi.org/10.3987/R-1987-02-0463
[(1R,9R,10S,12R,13S,14R,16S,17S,18R)-13-ethyl-14-hydroxy-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-trien-18-yl] acetate	154495964	Click to see CCC1C2CC3C4C5(CC(C2C5OC(=O)C)N3C1O)C6=CC=CC=C6N4C	368.50	unknown	https://doi.org/10.1021/NP0200919
[(1R,9R,10S,12R,13S,14R,16S)-13-ethyl-14-hydroxy-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-trien-18-yl] acetate	13579067	Click to see CCC1C2CC3C4C5(CC(C2C5OC(=O)C)N3C1O)C6=CC=CC=C6N4C	368.50	unknown	https://doi.org/10.1021/NP0200919
14-Ethyl-13-methoxy-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-trien-18-ol	163004567	Click to see CCC1C(C2CC3N1C4C2C(C5(C4)C3N(C6=CC=CC=C56)C)O)OC	340.50	unknown	https://doi.org/10.1016/S0040-4020(01)82352-8
17-Acetylrauglucine	195305	Click to see CCC1C2CC3C4C5(CC(C2C5OC(=O)C)N3C1OC6C(C(C(C(O6)CO)O)O)O)C7=CC=CC=C7N4C	530.60	unknown	https://doi.org/10.1515/ZNC-1988-7-801
17-O-acetylajmaline	15942893	Click to see CCC1C2CC3C4C5(CC(C2C5OC(=O)C)N3C1O)C6=CC=CC=C6N4C	368.50	unknown	https://doi.org/10.1007/BF00267656 https://doi.org/10.1021/NP0200919 https://doi.org/10.1007/BF00596674 https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.1080/10575639708043638 https://doi.org/10.1002/PCA.567
21-Deoxyvomilenine	124389565	Click to see CC=C1CN2C3CC1C4C2CC5(C4OC(=O)C)C3=NC6=CC=CC=C56	334.40	unknown	https://doi.org/10.1021/NP0200919
21alpha-Hydroxyajmalan-17-one	589111	Click to see CCC1C2CC3C4C5(CC(C2C5=O)N3C1O)C6=CC=CC=C6N4C	324.40	unknown	https://doi.org/10.1002/PTR.2650040203 https://doi.org/10.1021/NP50053A016 https://doi.org/10.1055/S-2007-969402
3Dff5qdk46	15599715	Click to see CC1C(C2CC3N1C4C2C(C5(C4)C3=NC6=CC=CC=C56)OC(=O)C)CO	352.40	unknown	https://doi.org/10.1021/NP0200919
Ajmalimine	133613129	Click to see CCC1C2CC3C4C5(CC(C2C5OC(=O)C6=CC(=C(C(=C6)OC)OC)OC)N3C1O)C7=CC=CC=C7N4C	520.60	unknown	https://doi.org/10.1055/S-2006-962708 https://doi.org/10.1021/NP000618M
Ajmaline	6100671	Click to see CCC1C2CC3C4C5(CC(C2C5O)N3C1O)C6=CC=CC=C6N4C	326.40	unknown	https://doi.org/10.1007/BF00596674 https://doi.org/10.7124/BC.000291 https://doi.org/10.1016/S0968-0896(03)00430-9 https://doi.org/10.1046/J.1432-1327.2000.01136.X https://doi.org/10.1016/0031-9422(86)80012-7 https://doi.org/10.1055/S-2007-969402 https://doi.org/10.1016/S0031-9422(00)94768-X https://doi.org/10.1002/PCA.567 https://doi.org/10.1093/JAOAC/66.4.867 https://doi.org/10.1016/S0040-4039(00)88395-1 https://doi.org/10.1021/NP0200919 https://doi.org/10.1002/PTR.2650040203 https://doi.org/10.1007/BF00629855 https://doi.org/10.1016/S0031-9422(98)00689-X https://doi.org/10.1055/S-2006-960109 https://doi.org/10.1080/10575639708043638 https://doi.org/10.1055/S-2002-34935 https://doi.org/10.1080/10575639308043846 https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.1271/BBB1961.43.2297 https://doi.org/10.1021/NP50053A016 https://doi.org/10.1055/S-2006-961415
Ajmalinium	45266687	Click to see CCC1C2CC3C4C5(CC(C2C5O)[NH+]3C1O)C6=CC=CC=C6N4C	327.40	unknown	via CMAUP database
Aritmina	2073	Click to see CCC1C2CC3C4C5(CC(C2C5O)N3C1O)C6=CC=CC=C6N4C	326.40	unknown	https://doi.org/10.1007/BF00596674 https://doi.org/10.7124/BC.000291 https://doi.org/10.1016/S0968-0896(03)00430-9 https://doi.org/10.1016/0031-9422(86)80012-7 https://doi.org/10.1055/S-2007-969402 https://doi.org/10.1016/S0031-9422(00)94768-X https://doi.org/10.1002/PCA.567 https://doi.org/10.1093/JAOAC/66.4.867 https://doi.org/10.1016/S0040-4039(00)88395-1 https://doi.org/10.1021/NP0200919 https://doi.org/10.1002/PTR.2650040203 https://doi.org/10.1007/BF00629855 https://doi.org/10.1016/S0031-9422(98)00689-X https://doi.org/10.1055/S-2006-960109 https://doi.org/10.1080/10575639708043638 https://doi.org/10.1080/10575639308043846 https://doi.org/10.1055/S-2002-34935 https://doi.org/10.1271/BBB1961.43.2297 https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.1055/S-2006-961415 https://doi.org/10.1021/NP50053A016
Isoajmaline	6325415	Click to see CCC1C2CC3C4C5(CC(C2C5O)N3C1O)C6=CC=CC=C6N4C	326.40	unknown	via CMAUP database
Nortetraphyllicine	133561861	Click to see CC=C1CN2C3CC1C4C2CC5(C3NC6=CC=CC=C65)C4O	294.40	unknown	https://doi.org/10.1080/10575639708043638
Raucaffricine	5280486	Click to see CC=C1C2CC3C4=NC5=CC=CC=C5C46CC(C2C6OC(=O)C)N3C1OC7C(C(C(C(O7)CO)O)O)O	512.60	unknown	via CMAUP database
Raucaffrinoline	56927714	Click to see CC1C(C2CC3N1C4C2C(C5(C4)C3=NC6=CC=CC=C56)OC(=O)C)CO	352.40	unknown	https://doi.org/10.1021/NP0200919
Vomilenine	11953806	Click to see CC=C1C2CC3C4=NC5=CC=CC=C5C46CC(C2C6OC(=O)C)N3C1O	350.40	unknown	https://doi.org/10.1080/10575639508044076 https://doi.org/10.1080/10575639308043846 https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.1007/BF00574399 https://doi.org/10.1016/0031-9422(86)80012-7 https://doi.org/10.7124/BC.000291 https://doi.org/10.1139/V94-009 https://doi.org/10.1021/NP0200919 https://doi.org/10.1007/BF02219314 https://doi.org/10.1515/ZNC-1995-1-208 https://doi.org/10.1007/BF00267656 https://doi.org/10.1002/PCA.567
> Alkaloids and derivatives / Aporphines
1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol	23930365	Click to see CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)O)O)OC)OC	327.40	unknown	https://doi.org/10.1016/S0031-9422(00)95161-6
> Alkaloids and derivatives / Benzophenanthridine alkaloids / Hexahydrobenzophenanthridine alkaloids
Chelidonine-6,6,12-d3, 13-methyl-, (12alpha,14beta)-(+-)-	6913599	Click to see CC12C(CC3=CC4=C(C=C3C1N(CC5=C2C=CC6=C5OCO6)C)OCO4)O	370.40	unknown	via CMAUP database
> Alkaloids and derivatives / Corynanthean-type alkaloids
methyl 11-[2-[(3E)-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
> Alkaloids and derivatives / Eburnan-type alkaloids
(15S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-one	2724040	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=O)C2	294.40	unknown	https://doi.org/10.1002/PCA.567
Vinburnine	71203	Click to see CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=O)C2	294.40	unknown	https://doi.org/10.1002/PCA.567
> Alkaloids and derivatives / Harmala alkaloids
1-(9H-pyrido[3,4-b]indol-1-yl)ethanone	638667	Click to see CC(=O)C1=NC=CC2=C1NC3=CC=CC=C23	210.23	unknown	https://doi.org/10.1248/CPB.44.1637
> 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/10.1021/NP0200919 https://doi.org/10.1007/BF00267656 https://doi.org/10.1002/PCA.567 https://doi.org/10.1016/S0040-4039(00)88395-1
(1S,12S,13R,14R,17E,18R)-17-ethylidene-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4(9),5,7-tetraene-7,14-diol	163188789	Click to see CC=C1COC(C2C1CC3C4=C(CC2N3)C5=C(N4)C=CC(=C5)O)O	326.40	unknown	https://doi.org/10.1055/S-2002-32074
(1S,12S,13R,14S,15E)-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	44592554	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)O)CO	310.40	unknown	via CMAUP database
(1S,12S)-15-ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carbaldehyde	138113844	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)C=O	292.40	unknown	https://doi.org/10.1055/S-2007-969924 https://doi.org/10.1021/NP0200919
[(1S,12R)-13-(hydroxymethyl)-16-methyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraen-15-yl]methanol	138113966	Click to see CC1C(C2CC3N1C(C2CO)CC4=C3NC5=CC=CC=C45)CO	312.40	unknown	https://doi.org/10.1002/PCA.567
[(1S,12S,13R,14S,15E)-15-ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraen-13-yl]methanol	124524370	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)CO	294.40	unknown	https://doi.org/10.1055/S-2006-958067
[(1S,14R,15Z)-15-ethylidene-6-methoxy-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-13-yl]methanol	101670426	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=CC(=C5)OC)CO	324.40	unknown	https://doi.org/10.1002/PCA.567
17-Ethylidene-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4(9),5,7-tetraene-7,14-diol	162993261	Click to see CC=C1COC(C2C1CC3C4=C(CC2N3)C5=C(N4)C=CC(=C5)O)O	326.40	unknown	https://doi.org/10.1055/S-2002-32074
CID 5281961	5281961	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)C=O	292.40	unknown	https://doi.org/10.1055/S-2007-969924 https://doi.org/10.1021/NP0200919
Gardnerine	6445140	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=CC(=C5)OC)CO	324.40	unknown	https://doi.org/10.1002/PCA.567
Methyl (1S,12S,14R,15E)-15-ethylidene-13-formyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate	5281959	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)(C=O)C(=O)OC	350.40	unknown	https://doi.org/10.1055/S-2007-969924
Methyl 16-formylsarpagan-17-oate	15984703	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)(C=O)C(=O)OC	350.40	unknown	https://doi.org/10.1055/S-2007-969924
Raumacline	11723922	Click to see CCC1COC(C2C1CC3C4=C(CC2N3)C5=CC=CC=C5N4C)O	326.40	unknown	https://doi.org/10.1016/S0968-0896(03)00430-9 https://doi.org/10.1016/0031-9422(95)00503-Y https://doi.org/10.1016/S0031-9422(00)95161-6
Raupine;(+)-Sarpagine; Raupin	5089092	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)O)CO	310.40	unknown	https://doi.org/10.1055/S-2000-8618
Sarpagan-10,17-diol	12314884	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)O)CO	310.40	unknown	https://doi.org/10.1055/S-2000-8618
Vellosimine	11266327	Click to see CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)C=O	292.40	unknown	https://doi.org/10.1021/NP0200919
> 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/10.1055/S-2000-8618
Tabersonine	20485	Click to see CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC	336.40	unknown	https://doi.org/10.1055/S-2000-8618
> Alkaloids and derivatives / Strychnos alkaloids
Dihydrocondylocarpine	100004	Click to see CCC1C2CCN3C1C4(CC3)C5=CC=CC=C5NC4=C2C(=O)OC	324.40	unknown	https://doi.org/10.1080/10575639508044076 https://doi.org/10.1055/S-2000-8618
methyl (1S,17R,18S)-18-ethyl-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraene-10-carboxylate	134716702	Click to see CCC1C2CCN3C1C4(CC3)C5=CC=CC=C5NC4=C2C(=O)OC	324.40	unknown	https://doi.org/10.1080/10575639508044076 https://doi.org/10.1007/BF02219314
Methyl (1S,2S,16Z)-16-ethylidene-2-(hydroxymethyl)-4,14-diazatetracyclo[12.2.2.03,11.05,10]octadeca-3(11),5,7,9-tetraene-2-carboxylate	20839798	Click to see CC=C1CN2CCC1C(C3=C(CC2)C4=CC=CC=C4N3)(CO)C(=O)OC	354.40	unknown	https://doi.org/10.1080/10575639508044076 https://doi.org/10.1002/PCA.567
Stemmadenin	57506220	Click to see CC=C1CN2CCC1C(C3=C(CC2)C4=CC=CC=C4N3)(CO)C(=O)OC	354.40	unknown	https://doi.org/10.1080/10575639508044076 https://doi.org/10.1055/S-2000-8618 https://doi.org/10.1007/BF02219314 https://doi.org/10.1002/PCA.567
Tubotaiwine	13783720	Click to see CCC1C2CCN3C1C4(CC3)C5=CC=CC=C5NC4=C2C(=O)OC	324.40	unknown	https://doi.org/10.1055/S-2000-8618
> Alkaloids and derivatives / Yohimbine alkaloids
10,11-Dimethoxy-alpha-yohimbine	12315464	Click to see COC1=C(C=C2C(=C1)C3=C(N2)C4CC5C(CCC(C5C(=O)OC)O)CN4CC3)OC	414.50	unknown	https://doi.org/10.1080/10575639708043638
18-Beta-hydroxy-3-epi-alpha-yohimbine	102004710	Click to see COC(=O)C1C2CC3C4=C(CCN3CC2CC(C1O)O)C5=CC=CC=C5N4	370.40	unknown	https://doi.org/10.1021/NP0200919
3-Isoajmalicine	11416867	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1007/BF00267656
Ajmalicine	441975	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1002/PCA.567 https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.7124/BC.000291 https://doi.org/10.1055/S-2007-969402 https://doi.org/10.1007/BF00267656 https://doi.org/10.1093/JAOAC/66.4.867 https://doi.org/10.1093/JAOAC/78.4.944
Akuammigine	1268096	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1002/PCA.567
Anapral	5353923	Click to see COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C=CC6=CC(=C(C(=C6)OC)OC)OC	634.70	unknown	https://doi.org/10.1093/JAOAC/66.4.867 https://doi.org/10.1080/10575639708043638
beta-Yohimbine	2866	Click to see COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O	354.40	unknown	https://doi.org/10.1002/PCA.567 https://doi.org/10.1021/NP0200919
CID 5458418	5458418	Click to see COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O	354.40	unknown	https://doi.org/10.1002/PCA.567
Corynanthine	92766	Click to see COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O	354.40	unknown	https://doi.org/10.2307/4117899 https://doi.org/10.1080/10575639708043638
Deserpidine	8550	Click to see COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=CC=CC=C45)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC	578.70	unknown	https://doi.org/10.1002/PCA.567
Isorauhimbine	6452110	Click to see COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O	354.40	unknown	https://doi.org/10.1139/V93-276 https://doi.org/10.1002/PTR.2650040203 https://doi.org/10.1021/NP50053A016 https://doi.org/10.1021/NP0200919
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/10.1021/NP0200919
methyl (15R,16R,20R)-6,7-dimethoxy-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	11742418	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC(=C(C=C45)OC)OC	412.50	unknown	via CMAUP database
methyl (1S,15R,17S,18S,19R,20R)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate	6604180	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
methyl (1S,15R,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate	53486464	Click to see COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=CC=CC=C45)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC	578.70	unknown	via CMAUP database
methyl (1S,15S,19S,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate	120635	Click to see COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O	354.40	unknown	https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.1002/PCA.567
Methyl 17,18-dihydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate	24011655	Click to see COC(=O)C1C2CC3C4=C(CCN3CC2CC(C1O)O)C5=CC=CC=C5N4	370.40	unknown	https://doi.org/10.1021/NP0200919
Pubescine	72313	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=C4C=CC(=C5)OC	382.50	unknown	https://doi.org/10.1093/JAOAC/66.4.867 https://doi.org/10.1080/10575639708043638
Raunescine	251566	Click to see COC1=CC(=CC(=C1OC)OC)C(=O)OC2CC3CN4CCC5=C(C4CC3C(C2O)C(=O)OC)NC6=CC=CC=C56	564.60	unknown	https://doi.org/10.1080/10575639708043638
Rauniticine	72338	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1002/PCA.567
Rauwolscine	643606	Click to see COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O	354.40	unknown	https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.1002/PCA.567
Rescinnamidine	184180	Click to see COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)CCC6=CC(=C(C(=C6)OC)OC)OC	636.70	unknown	https://doi.org/10.1021/NP50050A022
Rescinnamine	5280954	Click to see COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C=CC6=CC(=C(C(=C6)OC)OC)OC	634.70	unknown	https://doi.org/10.1055/S-2006-961415 https://doi.org/10.1093/JAOAC/66.4.867 https://doi.org/10.1093/JAOAC/81.2.373 https://doi.org/10.1080/10575639708043638 https://doi.org/10.1002/PCA.567 https://doi.org/10.1093/JAOAC/70.3.540
Reserpine	5770	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	https://doi.org/10.7124/BC.000291 https://doi.org/10.1093/JAOAC/70.3.540 https://doi.org/10.1007/BF00267656 https://doi.org/10.1093/JAOAC/78.4.944 https://doi.org/10.1055/S-2007-969402 https://doi.org/10.1002/PCA.567 https://doi.org/10.1093/JAOAC/66.4.867 https://doi.org/10.1080/10575639708043638 https://doi.org/10.1093/JAOAC/81.2.373 https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.1055/S-2006-961415
Reserpine N-Oxide	12442718	Click to see COC1C(CC2C[N+]3(CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)[O-])OC(=O)C6=CC(=C(C(=C6)OC)OC)OC	624.70	unknown	https://doi.org/10.1080/10575639708043638
Tetrahydroalstonine	72340	Click to see CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45	352.40	unknown	https://doi.org/10.1002/PCA.567 https://doi.org/10.1021/NP0200919
Yohimbine	8969	Click to see COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O	354.40	unknown	https://doi.org/10.1093/JAOAC/66.4.867 https://doi.org/10.1002/PCA.567 https://doi.org/10.1021/NP50053A016 https://doi.org/10.1007/BF00267656 https://doi.org/10.1002/PTR.2650040203 https://doi.org/10.1055/S-2007-969402
> Benzenoids
(R)-Rhazinilam	160263	Click to see CCC12CCCN3C1=C(C=C3)C4=CC=CC=C4NC(=O)CC2	294.40	unknown	https://doi.org/10.1055/S-2000-8618
Rhazinilam	11312435	Click to see CCC12CCCN3C1=C(C=C3)C4=CC=CC=C4NC(=O)CC2	294.40	unknown	https://doi.org/10.1055/S-2000-8618
> Benzenoids / Benzene and substituted derivatives / Methoxybenzenes / Dimethoxybenzenes
(4S,6S)-6-[(2R,3R)-4-(3,4-dimethoxyphenyl)-3-hydroxybutan-2-yl]-4-methoxy-6-prop-2-enylcyclohex-2-en-1-one	163190867	Click to see CC(C(CC1=CC(=C(C=C1)OC)OC)O)C2(CC(C=CC2=O)OC)CC=C	374.50	unknown	https://doi.org/10.1021/NP0200919
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters
Methyl 2-[[3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl]methyl]-4-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate	16681743	Click to see CC1(C(O1)CC2=C(C=CC(=C2)CC3(C(=C(C(=O)O3)O)C4=CC=C(C=C4)O)C(=O)OC)O)C	440.40	unknown	https://doi.org/10.1007/BF00270975 https://doi.org/10.1080/10575639308043846 https://doi.org/10.1002/HLCA.19840670808 https://doi.org/10.1002/PCA.567 https://doi.org/10.1002/HLCA.19910740811
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Colensane and clerodane diterpenoids
[(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/10.7124/BC.000291 https://doi.org/10.1016/S0031-9422(02)00372-2 https://doi.org/10.1007/BF00267656 https://doi.org/10.1016/S0031-9422(00)94768-X https://doi.org/10.1093/JAOAC/66.4.867 https://doi.org/10.1080/10575639708043638 https://doi.org/10.1016/S0021-9673(00)94510-2
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Acyclic monoterpenoids
(6E)-8-oxogeraniol	11412603	Click to see CC(=CCO)CCC=C(C)C=O	168.23	unknown	https://doi.org/10.1016/0031-9422(91)83618-U
Neral	643779	Click to see CC(=CCCC(=CC=O)C)C	152.23	unknown	https://doi.org/10.1016/0031-9422(91)83618-U
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides
methyl (2S,3R,4R)-3-ethenyl-4-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate	154497529	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/10.1021/NP0200919
methyl 3-ethenyl-4-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-ylmethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate	3262516	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/10.1055/S-2000-8618 https://doi.org/10.1021/NP0200919
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/10.1016/0014-5793(89)81802-2 https://doi.org/10.1002/PCA.567 https://doi.org/10.1021/NP0200919 https://doi.org/10.1055/S-2000-8618
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Iridoid O-glycosides
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/S0031-9422(98)00733-X
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Triterpene glycosides / Triterpene saponins
(4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid	44584413	Click to see CC(=O)NC1C(C(C(OC1OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CC(C6(C5CC(CC6)(C)C)C(=O)O)O)C)C)C)CO)O)O	675.90	unknown	https://doi.org/10.1080/10575639308043846 https://doi.org/10.1016/S0021-9673(00)94510-2 https://doi.org/10.1021/NP0200919 https://doi.org/10.1002/PCA.567
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones
[(4S,4aR,5S,8aR,9aR)-9a-acetyloxy-3,4a,5-trimethyl-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-4-yl] acetate	162924002	Click to see CC1CCCC2C1(C(C3=C(C(=O)OC3(C2)OC(=O)C)C)OC(=O)C)C	350.40	unknown	https://doi.org/10.1016/S0031-9422(02)00372-2
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Eudesmanolides, secoeudesmanolides, and derivatives
Isohelenin, Inula sp.	10130839	Click to see CC12CCCC(=C)C1CC3C(C2)OC(=O)C3=C	232.32	unknown	via CMAUP database
> 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/10.1271/BBB1961.43.2297
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroid lactones / Bufanolides and derivatives
Resibufagin	11969466	Click to see CC12CCC3C(C14C(O4)CC2C5=COC(=O)C=C5)CCC6C3(CCC(C6)O)C=O	398.50	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/10.1271/BBB1961.43.2297
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/10.1271/BBB1961.43.2297
7-Dehydrositosterol	5283634	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1016/0031-9422(83)83065-9
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/10.1271/BBB1961.43.2297
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Peptides / Oligopeptides
gamma-Glutamylcysteinylglycine	745	Click to see C(CC(=O)NC(CS)C(=O)NCC(=O)O)C(C(=O)O)N	307.33	unknown	https://doi.org/10.1007/BF00404887
> Organic oxygen compounds / Organooxygen compounds / Alcohols and polyols / Tertiary alcohols
(E)-2,5,5-Trimethylhepta-3,6-dien-2-ol	5315406	Click to see CC(C)(C=C)C=CC(C)(C)O	154.25	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glucuronides / O-glucuronides
Qchfhxzdzvjvjc-ifwyrxgasa-	21635776	Click to see COC1C(C(C(OC1C(=O)O)OC2C(C(COC2O)O)O)O)O	340.28	unknown	https://doi.org/10.1055/S-2002-32074
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / O-glycosyl compounds
Benzyl beta-d-glucopyranoside	188977	Click to see C1=CC=C(C=C1)COC2C(C(C(C(O2)CO)O)O)O	270.28	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / Phenolic glycosides
2-(Hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol	346	Click to see C1=CC(=CC=C1O)OC2C(C(C(C(O2)CO)O)O)O	272.25	unknown	https://doi.org/10.1002/HLCA.19920750625
Arbutin	440936	Click to see C1=CC(=CC=C1O)OC2C(C(C(C(O2)CO)O)O)O	272.25	unknown	https://doi.org/10.1002/HLCA.19920750625
Xyl(b1-6)Glc(b)-O-Ph(4-OMe)	101682266	Click to see COC1=CC=C(C=C1)OC2C(C(C(C(O2)COC3C(C(C(CO3)O)O)O)O)O)O	418.40	unknown	https://doi.org/10.1016/0031-9422(95)00330-A
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Monosaccharides / Hexoses
beta-D-glucose	64689	Click to see C(C1C(C(C(C(O1)O)O)O)O)O	180.16	unknown	https://doi.org/10.1002/HLCA.19940770809
Grape sugar	79025	Click to see C(C1C(C(C(C(O1)O)O)O)O)O	180.16	unknown	https://doi.org/10.1002/HLCA.19940770809
> Organoheterocyclic compounds / Dioxanes / 1,3-dioxanes
CID 10998704	10998704	Click to see CC1C2C3CC(O1)OC2OC=C3C(=O)OC	226.23	unknown	via CMAUP database
> Organoheterocyclic compounds / Indoles and derivatives / Indolyl carboxylic acids and derivatives
benzyl 3-(1H-indol-3-yl)propanoate	13855378	Click to see C1=CC=C(C=C1)COC(=O)CCC2=CNC3=CC=CC=C32	279.30	unknown	https://doi.org/10.1515/ZNB-1987-0625
> 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/10.1021/NP0200919 https://doi.org/10.1002/PCA.567
[(15R,19S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-yl] acetate	5316100	Click to see CC(=O)OC1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O	354.40	unknown	via CMAUP database
1-[(6-Methoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-17-yl)oxy]-3-(3,4,5-trimethoxyphenyl)propan-1-ol	162855104	Click to see COC1=CC2=C(C=C1)C3=C(N2)C4CC5CCC(CC5CN4CC3)OC(CCC6=CC(=C(C(=C6)OC)OC)OC)O	550.70	unknown	https://doi.org/10.3987/R-1987-02-0463
12-Methyl-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban	163000801	Click to see CC1CC2=C(C3N1CC4CCCCC4C3)NC5=CC=CC=C25	294.40	unknown	https://doi.org/10.1016/S0040-4039(00)95356-5
14-(1-Hydroxybutan-2-yl)-3,16-dimethyl-3,16-diazapentacyclo[10.3.1.110,13.02,10.04,9]heptadeca-4,6,8-trien-17-ol	162948172	Click to see CCC(CO)C1CC2C3C4(CC(C1C4O)N2C)C5=CC=CC=C5N3C	342.50	unknown	https://doi.org/10.1055/S-2006-957518 https://doi.org/10.3987/R-1985-03-0617
17-Ethyl-3-methyl-3,15,20-triazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4,6,8,13(18),14,16-heptaene	12443111	Click to see CCC1=CN=CC2=C1CC3C4=C(CC2N3)C5=CC=CC=C5N4C	303.40	unknown	https://doi.org/10.1016/S0031-9422(00)95161-6
2-(3-ethylidene-2,4-dihydro-1H-indolo[2,3-a]quinolizin-2-yl)ethanol	163194356	Click to see CC=C1CN2C=CC3=C4C=CC=CC4=NC3=C2CC1CCO	292.40	unknown	https://doi.org/10.1016/S0031-9422(02)00372-2
2-[(2R,3E)-3-ethylidene-2,4-dihydro-1H-indolo[2,3-a]quinolizin-2-yl]ethanol	5323540	Click to see CC=C1CN2C=CC3=C4C=CC=CC4=NC3=C2CC1CCO	292.40	unknown	https://doi.org/10.1016/S0031-9422(02)00372-2
2-[(2R,3Z)-3-ethylidene-2,4-dihydro-1H-indolo[2,3-a]quinolizin-2-yl]ethanol	5478955	Click to see CC=C1CN2C=CC3=C4C=CC=CC4=NC3=C2CC1CCO	292.40	unknown	https://doi.org/10.1016/S0031-9422(02)00372-2
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/10.1055/S-2000-8618
9H-Pyrido[3,4-B]indole	64961	Click to see C1=CC=C2C(=C1)C3=C(N2)C=NC=C3	168.19	unknown	https://doi.org/10.1248/CPB.44.1637
Alstonine	441979	Click to see CC1C2CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC	348.40	unknown	https://doi.org/10.1007/BF00267656
CID 3324650	3324650	Click to see CC1C2C[N+]3=C(CC2C(=CO1)C(=O)OC)C4=C(C=C3)C5=CC=CC=C5N4	349.40	unknown	via CMAUP database
Isovallesiachotamine	6442678	Click to see CC=C(C=O)C1CC2C3=C(CCN2C=C1C(=O)OC)C4=CC=CC=C4N3	350.40	unknown	https://doi.org/10.1055/S-2000-8618 https://doi.org/10.1021/NP0200919
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 (15R,18S,19R,20R)-18-hydroxy-14,15,16,17,18,19,20,21-octahydroyohimban-19-carboxylate	163185895	Click to see COC(=O)C1C(CCC2C1CC3=C4C(=C5C=CC=CC5=N4)C=CN3C2)O	350.40	unknown	https://doi.org/10.1016/S0031-9422(02)00372-2
methyl (15R,18S,19R,20S)-18-hydroxy-14,15,16,17,18,19,20,21-octahydroyohimban-19-carboxylate	15287521	Click to see COC(=O)C1C(CCC2C1CC3=C4C(=C5C=CC=CC5=N4)C=CN3C2)O	350.40	unknown	https://doi.org/10.1016/S0031-9422(02)00372-2
methyl (1S,15R,16S,18S,20R)-18-hydroxy-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-3-carboxylate	101927009	Click to see CC1C2CN3CCC4=C(C3CC2CC(O1)O)N(C5=CC=CC=C45)C(=O)OC	370.40	unknown	https://doi.org/10.1016/S0031-9422(00)84815-3
methyl (E)-2-[(2S,3E)-3-ethylidene-2,4-dihydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-2-enoate	101217063	Click to see CC=C1CN2C=CC3=C4C=CC=CC4=NC3=C2CC1C(=COC5C(C(C(C(O5)CO)O)O)O)C(=O)OC	510.50	unknown	https://doi.org/10.1016/S0031-9422(02)00372-2
Methyl 2-(1-oxobut-2-en-2-yl)-1,2,6,7,12,12b-hexahydroindolo[2,3-a]quinolizine-3-carboxylate	4240866	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/NP0200919 https://doi.org/10.1055/S-2000-8618
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/10.1016/S0031-9422(02)00372-2
Serpentine	73391	Click to see CC1C2C[N+]3=C(CC2C(=CO1)C(=O)OC)C4=C(C=C3)C5=CC=CC=C5N4	349.40	unknown	via CMAUP database
Serpentine (alkaloid)	73073	Click to see CC1C2CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC	348.40	unknown	https://doi.org/10.1016/S0031-9422(02)00372-2
Serpentine, hydrochloride	5351483	Click to see CC1C2C[N+]3=C(CC2C(=CO1)C(=O)OC)C4=C(C=C3)C5=CC=CC=C5N4.[Cl-]	384.90	unknown	via CMAUP database
Strictosamide	10345799	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/10.1055/S-2000-8618
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/10.1080/10575639508044076 https://doi.org/10.1021/NP0200919
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	https://doi.org/10.1002/PCA.567
> Organoheterocyclic compounds / Indoles and derivatives / Tryptamines and derivatives
Tryptamine	1150	Click to see C1=CC=C2C(=C1)C(=CN2)CCN	160.22	unknown	https://doi.org/10.1002/PCA.567 https://doi.org/10.1055/S-2000-8618
> Organoheterocyclic compounds / Isoquinolines and derivatives / Benzylisoquinolines
Papaverine	4680	Click to see COC1=C(C=C(C=C1)CC2=NC=CC3=CC(=C(C=C32)OC)OC)OC	339.40	unknown	via CMAUP database
> Organoheterocyclic compounds / Pyrans / Pyranones and derivatives / Dihydropyranones
Parasorbic acid	441575	Click to see CC1CC=CC(=O)O1	112.13	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Coumaric acids and derivatives
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 / Flavonoid glycosides / Flavonoid C-glycosides
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]chromen-4-one	10366269	Click to see CC1C(C(C(C(O1)C2=C(C3=C(C=C2O)OC(=CC3=O)C4=CC(=C(C=C4)O)OC)O)O)O)O	446.40	unknown	https://doi.org/10.1016/S0031-9422(02)00372-2
> Phenylpropanoids and polyketides / Macrolides and analogues / Epothilones and analogues
9-Oxoepothilone D	11191366	Click to see CC1C(C(C(=O)C(C(CC(=O)OC(CC=C(CCC1=O)C)C(=CC2=CSC(=N2)C)C)O)(C)C)C)O	505.70	unknown	https://doi.org/10.1055/S-2000-8618
> Phenylpropanoids and polyketides / Tannins / Hydrolyzable tannins
[(3S,4R,5S)-5-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate	100978506	Click to see COC1=C(C=CC(=C1)C(=O)OCC2(COC(C2O)OC3C(C(C(OC3OCCC4=CC=C(C=C4)O)CO)O)O)O)O	582.50	unknown	via CMAUP database
Hattushoside	11801891	Click to see COC1=CC(=CC(=C1O)OC)C(=O)OCC2(COC(C2O)OC3C(C(C(OC3OCCC4=CC=C(C=C4)O)CO)O)O)O	612.60	unknown	via CMAUP database

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Rauvolfia serpentina

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