CHEBI:91267 - vitexilactone

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ChEBI Name vitexilactone
ChEBI ID CHEBI:91267
Definition A labdane diterpenoid that is isolated from the fruits of Vitex trifolia L. and Vitex agnus-castus
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C22H34O5
Net Charge 0
Average Mass 378.503
Monoisotopic Mass 378.24062
InChI InChI=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
InChIKey FBWWXAGANVJTLU-HEXLTJKYSA-N
SMILES C(CC1=CC(OC1)=O)[C@]2([C@@H](C[C@H]([C@]3(C(CCC[C@@]32C)(C)C)[H])OC(=O)C)C)O
Metabolite of Species Details
Vitex trifolia (NCBI:txid204215) See: PubMed
Vitex agnus-castus (NCBI:txid54477) Found in fruit (BTO:0000486). See: PubMed
Roles Classification
Biological Role(s): 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(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Xref Database
C00022251 KNApSAcK
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Registry Numbers Types Sources
1265867 Reaxys Registry Number Reaxys
61263-49-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10785426 PubMed citation Europe PMC
10865453 PubMed citation Europe PMC
11201231 PubMed citation Europe PMC
15577254 PubMed citation Europe PMC
15621610 PubMed citation SUBMITTER
17262892 PubMed citation SUBMITTER
23275721 PubMed citation Europe PMC
23662135 PubMed citation Europe PMC
Last Modified
19 April 2016