CHEBI:16380 - vindoline

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name vindoline
ChEBI ID CHEBI:16380
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:27290, CHEBI:9988, CHEBI:15309
Supplier Information
Download Molfile XML SDF
Formulae C25H32N2O6
C25H32N2O6
Net Charge 0
Average Mass 456.532
Monoisotopic Mass 456.22604
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
SMILES [C@@]123[C@@](N(C4=C1C=CC(=C4)OC)C)([C@]([C@@H]([C@]5([C@@]2(N(CC=C5)CC3)[H])CC)OC(=O)C)(C(=O)OC)O)[H]
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing vindoline (CHEBI:16380) is a acetate ester (CHEBI:47622)
vindoline (CHEBI:16380) is a alkaloid ester (CHEBI:38481)
vindoline (CHEBI:16380) is a methyl ester (CHEBI:25248)
vindoline (CHEBI:16380) is a organic heteropentacyclic compound (CHEBI:38164)
vindoline (CHEBI:16380) is a tertiary alcohol (CHEBI:26878)
vindoline (CHEBI:16380) is a tertiary amino compound (CHEBI:50996)
vindoline (CHEBI:16380) is a vinca alkaloid (CHEBI:27288)
vindoline (CHEBI:16380) is conjugate base of vindolinium(1+) (CHEBI:57753)
Incoming 11-O-demethyl-17-O-deacetylvindoline (CHEBI:16147) has functional parent vindoline (CHEBI:16380)
17-O-deacetylvindoline (CHEBI:18362) has functional parent vindoline (CHEBI:16380)
deacetoxyvindoline (CHEBI:16957) has functional parent vindoline (CHEBI:16380)
vindolinium(1+) (CHEBI:57753) is conjugate acid of vindoline (CHEBI:16380)
IUPAC Name
methyl 4β-acetyloxy-3β-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2β,5α,12β,19α-aspidospermidine-3α-carboxylate
Synonym Source
Vindoline KEGG COMPOUND
Manual Xrefs Databases
C00001784 KNApSAcK
C00024613 KNApSAcK
C01626 KEGG COMPOUND
View more database links
Registry Number Type Source
2182-14-1 CAS Registry Number KEGG COMPOUND
Last Modified
21 July 2017