Summary

IMPPAT Phytochemical identifier: IMPHY003473

Phytochemical name: Deacetoxyvindoline

Synonymous chemical names:
16-methoxy-2,3-dihydro-3-hydroxy-n-methyltabersonine, deacetoxyvindoline, desacetoxyvindoline

External chemical identifiers:
CID:439783, ChEBI:16957, ZINC:ZINC000004095905

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Chemical structure information

SMILES:
COc1ccc2c(c1)N(C)[C@@H]1[C@@]32CCN2[C@H]3[C@@](C[C@]1(O)C(=O)OC)(CC)C=CC2

InChI:
InChI=1S/C23H30N2O4/c1-5-21-9-6-11-25-12-10-22(18(21)25)16-8-7-15(28-3)13-17(16)24(2)19(22)23(27,14-21)20(26)29-4/h6-9,13,18-19,27H,5,10-12,14H2,1-4H3/t18-,19+,21-,22+,23+/m0/s1

InChIKey:
WNKDGPXNFMMOEJ-RNJSZURPSA-N

DeepSMILES:
COcccccc6)NC)[C@@H][C@]5CCN[C@H]5[C@@]C[C@]9O)C=O)OC)))))CC))C=CC6

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CCC3Nc4ccccc4C34CCN(C1)C24

Scaffold Graph/Node level:
C1CCC2C(C1)NC1CCC3CCCN4CCC12C34

Scaffold Graph level:
C1CCC2C(C1)CC1CCC3CCCC4CCC12C34

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Plumeran-type alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Aspidosperma type, Aspidosperma-Iboga hybrid type (Vinca alkaloids)

NP-Likeness score: 1.81

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Chemical structure download