Summary

IMPPAT Phytochemical identifier: IMPHY009810

Phytochemical name: 9beta-Hydroxy-9-hydro-16-dehydro-12-methoxyibogamine-18-carboxylic acid methyl ester

Synonymous chemical names:
voacangine hydroxyindolenine, voacangine-hydroxyindolenine

External chemical identifiers:
CID:21604116, ZINC:ZINC000139828534

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Chemical structure information

SMILES:
CC[C@H]1C[C@H]2CN3[C@@H]1[C@](C2)(C(=O)OC)C1=Nc2c([C@@]1(CC3)O)cc(cc2)OC

InChI:
InChI=1S/C22H28N2O4/c1-4-14-9-13-11-21(20(25)28-3)18(14)24(12-13)8-7-22(26)16-10-15(27-2)5-6-17(16)23-19(21)22/h5-6,10,13-14,18,26H,4,7-9,11-12H2,1-3H3/t13-,14+,18+,21+,22-/m1/s1

InChIKey:
AVRFPRAAVSCSSZ-RCJJNBIHSA-N

DeepSMILES:
CC[C@H]C[C@H]CN[C@@H]6[C@]C6)C=O)OC)))C=Ncc[C@@]5CC%10))O))cccc6))OC

Functional groups:
CN(C)C, CO, COC(C)=O, cN=C(C)C, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc2c(c1)N=C1C2CCN2CC3CCC2C1C3

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C2CCN2CC3CCC2C1C3

Scaffold Graph level:
C1CCC2C(C1)CC1C2CCC2CC3CCC2C1C3

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Ibogan-type alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Iboga type

NP-Likeness score: 1.982

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Chemical structure download