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CHEBI:65578 - cardivin C

ChEBI IDCHEBI:65578
ChEBI Namecardivin C
Stars
DefinitionA germacranolide isolated from the aerial parts of Carpesium divaricatum. It exhibits cytotoxicity against the human tumor cells, A-549 (nonsmall cell lung), SK-OV-3 (ovary), SK-MEL-2 (skin), XF-498 (central nervous system) and HCT-15 (colon).
Last Modified26 March 2013
DownloadsMolfile
FormulaC24H34O9
Net Charge0
Average Mass466.527
Monoisotopic Mass466.22028
SMILES[H][C@@]12OC(=O)C(=C)[C@@]1([H])[C@H](OC(=O)C(C)C)C(=O)[C@@H](C)C[C@H](O)C[C@](C)(O)[C@H]2OC(=O)/C(C)=C\C
InChIInChI=1S/C24H34O9/c1-8-12(4)22(28)33-20-19-16(14(6)23(29)32-19)18(31-21(27)11(2)3)17(26)13(5)9-15(25)10-24(20,7)30/h8,11,13,15-16,18-20,25,30H,6,9-10H2,1-5,7H3/b12-8-/t13-,15-,16-,18-,19+,20-,24-/m0/s1
InChIKeyXWZYMNOGYGCQNQ-WFRDMGJCSA-N
Species of MetaboliteComponentSourceComments
Carpesium divaricatum (ncbitaxon:313927) aerial part (BTO:0001658) PubMed (9392887)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
cardivin C (CHEBI:65578) has role antineoplastic agent (CHEBI:35610)
cardivin C (CHEBI:65578) has role metabolite (CHEBI:25212)
cardivin C (CHEBI:65578) is a cyclic ketone (CHEBI:3992)
cardivin C (CHEBI:65578) is a diol (CHEBI:23824)
cardivin C (CHEBI:65578) is a enoate ester (CHEBI:51702)
cardivin C (CHEBI:65578) is a germacranolide (CHEBI:73011)
cardivin C (CHEBI:65578) is a secondary alcohol (CHEBI:35681)
cardivin C (CHEBI:65578) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3aR,4S,6S,8S,10S,11S,11aR)-8,10-dihydroxy-6,10-dimethyl-3-methylidene-4-[(2-methylpropanoyl)oxy]-2,5-dioxododecahydrocyclodeca[b]furan-11-yl (2Z)-2-methylbut-2-enoate
Synonym  Source
2,10-dihydroxy-5-oxo-6-(isobutyloxy)-9-(angeloyloxy)-germacran-8,12-olideChEBI
Citations