Summary

IMPPAT Phytochemical identifier: IMPHY010128

Phytochemical name: Methyl 10-hydroxy-17-(1-hydroxyethyl)-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2,4(9),5,7-tetraene-1-carboxylate

Synonymous chemical names:
voacristine hydroxyindolenine, voacristinehydroxyindolenine

External chemical identifiers:
CID:634039

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Chemical structure information

SMILES:
COC(=O)C12CC3CN(C1C(C3)C(O)C)CCC1(C2=Nc2c1cc(cc2)OC)O

InChI:
InChI=1S/C22H28N2O5/c1-12(25)15-8-13-10-21(20(26)29-3)18(15)24(11-13)7-6-22(27)16-9-14(28-2)4-5-17(16)23-19(21)22/h4-5,9,12-13,15,18,25,27H,6-8,10-11H2,1-3H3

InChIKey:
MMANMJCGIGNJGH-UHFFFAOYSA-N

DeepSMILES:
COC=O)CCCCNC6CC6)CO)C))))CCCC9=Ncc5cccc6))OC))))))))O

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: 2.027

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Chemical structure download