Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID002289

Phytochemical name: Yohimbine

Synonymous chemical names:
yohimbine, yohimibine, yihimbine, Yohimbine

External chemical identifiers:
CID:CID_8969, ChEMBL:CHEMBL15245, ChEBI:CHEBI:10093, ZINC:ZINC000003860825, FDASRS:2Y49VWD90Q, SureChEMBL:SCHEMBL33954, MolPort-001-794-653

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Chemical structure information

SMILES:
COC(=O)[C@H]1[C@@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1

InChI:
InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1

InChIKey:
BLGXFZZNTVWLAY-SCYLSFHTSA-N

DeepSMILES:
COC=O)[C@H][C@@H]O)CC[C@@H][C@@H]6C[C@@H]NC6)CCcc6[nH]cc5cccc6

Functional groups:
COC(C)=O, CO, CN(C)C, c[nH]c

Link to spectral information:
MSBNK-NaToxAq-NA003156, MSBNK-NaToxAq-NA003157, MSBNK-NaToxAq-NA003158, MSBNK-NaToxAq-NA003519, MSBNK-NaToxAq-NA003520, MSBNK-NaToxAq-NA003521, MSBNK-Washington_State_Univ-BML00919, MSBNK-NaToxAq-NA003523, MSBNK-Washington_State_Univ-BML00908, MSBNK-Washington_State_Univ-BML00930, MSBNK-Washington_State_Univ-BML81685, MSBNK-NaToxAq-NA003522, MSBNK-NaToxAq-NA003155, MSBNK-Washington_State_Univ-BML81687, MSBNK-NaToxAq-NA002778, MSBNK-NaToxAq-NA003154, MSBNK-ACES_SU-AS000659, MSBNK-ACES_SU-AS001473, MSBNK-NaToxAq-NA002379, MSBNK-NaToxAq-NA002381, MSBNK-NaToxAq-NA002380, MSBNK-NaToxAq-NA002383, MSBNK-NaToxAq-NA002774, MSBNK-NaToxAq-NA002775, MSBNK-NaToxAq-NA002776, MSBNK-NaToxAq-NA002777, MSBNK-NaToxAq-NA002382

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc2c3c([nH]c2c1)C1CC2CCCCC2CN1CC3

Scaffold Graph/Node level:
C1CCC2CN3CCC4C5CCCCC5NC4C3CC2C1

Scaffold Graph level:
C1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Yohimbine alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Yohimbine-like alkaloids

NP-Likeness score: 1.167

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Chemical structure download