Summary

IMPPAT Phytochemical identifier: IMPHY006974

Phytochemical name: Vindolinine. 19-epimer, N-oxide

Synonymous chemical names:
16-epi-19-s-vindolinine-n-oxide, 16-epi-19s-vindolinine n-oxide, vindolinine-nb-oxide

External chemical identifiers:
CID:78358538

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Chemical structure information

SMILES:
COC(=O)[C@H]1C[C@]23[C@H]([C@]41Nc1c([C@@]54[C@H]3[N+](CC5)(CC=C2)[O-])cccc1)C

InChI:
InChI=1S/C21H24N2O3/c1-13-19-8-5-10-23(25)11-9-20(18(19)23)14-6-3-4-7-16(14)22-21(13,20)15(12-19)17(24)26-2/h3-8,13,15,18,22H,9-12H2,1-2H3/t13-,15-,18+,19+,20-,21-,23?/m1/s1

InChIKey:
JOAAIYRFWUHKSF-IVTYPWQJSA-N

DeepSMILES:
COC=O)[C@H]C[C@@][C@H][C@@]5Ncc[C@]5[C@H]8[N+]CC5))CC=C%12)))[O-]))))cccc6))))))))C

Functional groups:
CC=CC, COC(C)=O, C[N+](C)(C)[O-], cNC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC23CCC4(C2)Nc2ccccc2C42CC[NH+](C1)C32

Scaffold Graph/Node level:
C1CCC2C(C1)NC13CCC4(CCCN5CCC21C54)C3

Scaffold Graph level:
C1CCC2C(C1)CC13CCC4(CCCC5CCC21C54)C3

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Indoles and derivatives

ClassyFire Subclass: Carbazoles

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Aspidosperma type

NP-Likeness score: 2.492

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Chemical structure download