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CHEBI:65579 - cardivin D

ChEBI IDCHEBI:65579
ChEBI Namecardivin D
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
FormulaC23H34O9
Net Charge0
Average Mass454.516
Monoisotopic Mass454.22028
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
InChIInChI=1S/C23H34O9/c1-10(2)20(26)30-17-15-13(6)22(28)31-18(15)19(32-21(27)11(3)4)23(7,29)9-14(24)8-12(5)16(17)25/h10-12,14-15,17-19,24,29H,6,8-9H2,1-5,7H3/t12-,14-,15-,17-,18+,19-,23-/m0/s1
InChIKeyWOJZAWJFEPVGSB-CHYAZBGWSA-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 D (CHEBI:65579) has role antineoplastic agent (CHEBI:35610)
cardivin D (CHEBI:65579) has role metabolite (CHEBI:25212)
cardivin D (CHEBI:65579) is a cyclic ketone (CHEBI:3992)
cardivin D (CHEBI:65579) is a diol (CHEBI:23824)
cardivin D (CHEBI:65579) is a germacranolide (CHEBI:73011)
cardivin D (CHEBI:65579) is a secondary alcohol (CHEBI:35681)
cardivin D (CHEBI:65579) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3aR,4S,6S,8S,10S,11S,11aR)-8,10-dihydroxy-6,10-dimethyl-3-methylidene-2,5-dioxododecahydrocyclodeca[b]furan-4,11-diyl bis(2-methylpropanoate)
Synonym  Source
2,10-dihydroxy-5-oxo-6,9-bis(isobutyloxy)germacran-8,12-olideChEBI