Summary

IMPPAT Phytochemical identifier: IMPHY010537

Phytochemical name: Vindoline

Synonymous chemical names:
vindoline

External chemical identifiers:
CID:260535, ChEMBL:CHEMBL2001832, ChEBI:16380, ZINC:ZINC000053201238, FDASRS:571PJ1LW03, SureChEMBL:SCHEMBL234532, MolPort-006-396-365

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Chemical structure information

SMILES:
COC(=O)[C@@]1(O)[C@H](OC(=O)C)[C@]2(CC)C=CCN3[C@@H]2[C@@]2([C@H]1N(C)c1c2ccc(c1)OC)CC3

InChI:
InChI=1S/C25H32N2O6/c1-6-23-10-7-12-27-13-11-24(19(23)27)17-9-8-16(31-4)14-18(17)26(3)20(24)25(30,22(29)32-5)21(23)33-15(2)28/h7-10,14,19-21,30H,6,11-13H2,1-5H3/t19-,20+,21+,23+,24+,25-/m0/s1

InChIKey:
CXBGOBGJHGGWIE-ACSXSLCXSA-N

DeepSMILES:
COC=O)[C@@]O)[C@H]OC=O)C)))[C@]CC))C=CCN[C@@H]6[C@@][C@H]%10NC)cc5cccc6)OC)))))))))CC5

Functional groups:
CC(=O)OC, 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: 2.139

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Chemical structure download