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CHEBI:65577 - cardivin B

ChEBI IDCHEBI:65577
ChEBI Namecardivin B
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
FormulaC24H36O9
Net Charge0
Average Mass468.543
Monoisotopic Mass468.23593
SMILES[H][C@@]12OC(=O)C(=C)[C@@]1([H])[C@H](OC(=O)C(C)CC)C(=O)[C@@H](C)C[C@H](O)C[C@](C)(O)[C@H]2OC(=O)C(C)C
InChIInChI=1S/C24H36O9/c1-8-12(4)22(28)31-18-16-14(6)23(29)32-19(16)20(33-21(27)11(2)3)24(7,30)10-15(25)9-13(5)17(18)26/h11-13,15-16,18-20,25,30H,6,8-10H2,1-5,7H3/t12?,13-,15-,16-,18-,19+,20-,24-/m0/s1
InChIKeyPQWUSRCSCCYNSK-FBXXSWLTSA-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 B (CHEBI:65577) has role antineoplastic agent (CHEBI:35610)
cardivin B (CHEBI:65577) has role metabolite (CHEBI:25212)
cardivin B (CHEBI:65577) is a cyclic ketone (CHEBI:3992)
cardivin B (CHEBI:65577) is a diol (CHEBI:23824)
cardivin B (CHEBI:65577) is a germacranolide (CHEBI:73011)
cardivin B (CHEBI:65577) is a secondary alcohol (CHEBI:35681)
cardivin B (CHEBI:65577) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3aR,4S,6S,8S,10S,11S,11aR)-8,10-dihydroxy-6,10-dimethyl-3-methylidene-11-[(2-methylpropanoyl)oxy]-2,5-dioxododecahydrocyclodeca[b]furan-4-yl 2-methylbutanoate
Synonym  Source
2,10-dihydroxy-5-oxo-6-[(2-methylbutyl)oxy]-9-(isobutyloxy)germacran-8,12-olideChEBI
Citations