CHEBI:141964 - vindolinine

ChEBI IDCHEBI:141964
ChEBI Namevindolinine
Stars
DefinitionA monoterpenoid indole alkaloid with formula C21H24N2O2, isolated from several plant species.
Last Modified11 September 2018
Submittermwilliams
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FormulaC21H24N2O2
Net Charge0
Average Mass336.435
Monoisotopic Mass336.18378
SMILES[H][C@@]1(C)[C@]23C=CCN4CC[C@@]5(c6ccccc6N[C@@]15[C@H](C(=O)OC)C2)[C@@]43[H]
InChIInChI=1S/C21H24N2O2/c1-13-19-8-5-10-23-11-9-20(18(19)23)14-6-3-4-7-16(14)22-21(13,20)15(12-19)17(24)25-2/h3-8,13,15,18,22H,9-12H2,1-2H3/t13-,15+,18+,19+,20-,21-/m1/s1
InChIKeyJSLDLCGKZDUQSH-SBDPWIONSA-N
Species of MetaboliteComponentSourceComments
Catharanthus roseus (ncbitaxon:4058) leaf (BTO:0000713) PubMed (26854826)
Melodinus tenuicaudatus (IPNI:80259-1) bark (BTO:0001301) PubMed (17265274)
Catharanthus trichophyllus (ncbitaxon:319559) root (BTO:0001188) PubMed (4473533)
Catharanthus lanceus (ncbitaxon:1750993) leaf (BTO:0000713) PubMed (5677682)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
vindolinine (CHEBI:141964) has role plant metabolite (CHEBI:76924)
vindolinine (CHEBI:141964) is a methyl ester (CHEBI:25248)
vindolinine (CHEBI:141964) is a monoterpenoid indole alkaloid (CHEBI:65323)
vindolinine (CHEBI:141964) is a organic heteropentacyclic compound (CHEBI:38164)
vindolinine (CHEBI:141964) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
methyl (3β,5α,12β,19α,20R)-6,7-didehydro-2,20-cycloaspidospermidine-3-carboxylate
Synonyms  Source
(−)-vindolinineKNApSAcK
VindolininChEBI
Manual XrefsDatabases
C00024615KNApSAcK
Registry NumbersSources
Reaxys:52849Reaxys
CAS:5980-02-9ChemIDplus
Citations