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CHEBI:91265 - rotundifuran

ChEBI IDCHEBI:91265
ChEBI Namerotundifuran
Stars
DefinitionA labdane diterpenoid that is isolated from the fruits of Vitex rotundifolia.
Last Modified18 April 2016
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC22H34O4
Net Charge0
Average Mass362.510
Monoisotopic Mass362.24571
SMILES[H][C@@]12[C@H](OC(C)=O)C[C@@H](C)[C@](O)(CCc3ccoc3)[C@@]1(C)CCCC2(C)C
InChIInChI=1S/C22H34O4/c1-15-13-18(26-16(2)23)19-20(3,4)9-6-10-21(19,5)22(15,24)11-7-17-8-12-25-14-17/h8,12,14-15,18-19,24H,6-7,9-11,13H2,1-5H3/t15-,18-,19+,21+,22-/m1/s1
InChIKeyQKHCQFQIJKXMOE-UGFIEOPBSA-N
Species of MetaboliteComponentSourceComments
Vitex rotundifolia (ncbitaxon:413484) fruit (BTO:0000486) PubMed (11536386)
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)
rotundifuran (CHEBI:91265) has role antineoplastic agent (CHEBI:35610)
rotundifuran (CHEBI:91265) has role apoptosis inducer (CHEBI:68495)
rotundifuran (CHEBI:91265) has role plant metabolite (CHEBI:76924)
rotundifuran (CHEBI:91265) is a acetate ester (CHEBI:47622)
rotundifuran (CHEBI:91265) is a carbobicyclic compound (CHEBI:36785)
rotundifuran (CHEBI:91265) is a furans (CHEBI:24129)
rotundifuran (CHEBI:91265) is a labdane diterpenoid (CHEBI:36770)
rotundifuran (CHEBI:91265) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R,3R,4R,4aS,8aS)-4-[2-(furan-3-yl)ethyl]-4-hydroxy-3,4a,8,8-tetramethyldecahydronaphthalen-1-yl acetate
Registry NumbersSources
Reaxys:1435870Reaxys
CAS:50656-65-0ChemIDplus
Citations