Summary

IMPPAT Phytochemical identifier: IMPHY012007

Phytochemical name: beta-Yohimbine

Synonymous chemical names:
beta-yohimbine, β-yohimbine

External chemical identifiers:
CID:3058605, ChEMBL:CHEMBL2079555, ZINC:ZINC000008681447, FDASRS:3O5A4HTP2B, SureChEMBL:SCHEMBL564078, MolPort-006-111-565

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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-MQPLHJKPSA-N

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

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

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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