EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:91267 - vitexilactone

ChEBI IDCHEBI:91267
ChEBI Namevitexilactone
Stars
DefinitionA labdane diterpenoid that is isolated from the fruits of Vitex trifolia L. and Vitex agnus-castus
Last Modified19 April 2016
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC22H34O5
Net Charge0
Average Mass378.509
Monoisotopic Mass378.24062
SMILES[H][C@@]12[C@H](OC(C)=O)C[C@@H](C)[C@](O)(CCC3=CC(=O)OC3)[C@@]1(C)CCCC2(C)C
InChIInChI=1S/C22H34O5/c1-14-11-17(27-15(2)23)19-20(3,4)8-6-9-21(19,5)22(14,25)10-7-16-12-18(24)26-13-16/h12,14,17,19,25H,6-11,13H2,1-5H3/t14-,17-,19+,21+,22-/m1/s1
InChIKeyFBWWXAGANVJTLU-HEXLTJKYSA-N
Species of MetaboliteComponentSourceComments
Vitex trifolia (ncbitaxon:204215) - PubMed (15621610)
Vitex agnus-castus (ncbitaxon:54477) fruit (BTO:0000486) PubMed (17262892)
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
vitexilactone (CHEBI:91267) has role antineoplastic agent (CHEBI:35610)
vitexilactone (CHEBI:91267) has role apoptosis inducer (CHEBI:68495)
vitexilactone (CHEBI:91267) has role plant metabolite (CHEBI:76924)
vitexilactone (CHEBI:91267) is a acetate ester (CHEBI:47622)
vitexilactone (CHEBI:91267) is a butenolide (CHEBI:50523)
vitexilactone (CHEBI:91267) is a carbobicyclic compound (CHEBI:36785)
vitexilactone (CHEBI:91267) is a labdane diterpenoid (CHEBI:36770)
vitexilactone (CHEBI:91267) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]decahydronaphthalen-1-yl acetate
Manual XrefsDatabases
C00022251KNApSAcK
Registry NumbersSources
Reaxys:1265867Reaxys
CAS:61263-49-8ChemIDplus
Citations