Summary

IMPPAT Phytochemical identifier: IMPHY014422

Phytochemical name: 18-Beta-hydroxy-3-epi-alpha-yohimbine

Synonymous chemical names:
18-beta-hydroxy-3-epi-alpha-yohimbine, 18beta-hydroxy-3-epi-alpha-yohimbine

External chemical identifiers:
CID:102004710, MolPort-044-754-106

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Chemical structure information

SMILES:
COC(=O)[C@H]1[C@H]2C[C@H]3N(C[C@H]2C[C@H]([C@@H]1O)O)CCc1c3[nH]c2c1cccc2

InChI:
InChI=1S/C21H26N2O4/c1-27-21(26)18-14-9-16-19-13(12-4-2-3-5-15(12)22-19)6-7-23(16)10-11(14)8-17(24)20(18)25/h2-5,11,14,16-18,20,22,24-25H,6-10H2,1H3/t11-,14+,16-,17-,18+,20+/m1/s1

InChIKey:
MMVZFQGCDSDHSV-DOGZXOHNSA-N

DeepSMILES:
COC=O)[C@H][C@H]C[C@H]NC[C@H]6C[C@H][C@@H]%10O))O)))))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: 1.22

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Chemical structure download