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CHEBI:65576 - cardivin A

ChEBI IDCHEBI:65576
ChEBI Namecardivin A
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
FormulaC25H36O9
Net Charge0
Average Mass480.554
Monoisotopic Mass480.23593
SMILES[H][C@@]12OC(=O)C(=C)[C@@]1([H])[C@H](OC(=O)/C(C)=C\C)C(=O)[C@@H](C)C[C@H](O)C[C@](C)(O)[C@H]2OC(=O)C(C)CC
InChIInChI=1S/C25H36O9/c1-8-12(3)22(28)32-19-17-15(6)24(30)33-20(17)21(34-23(29)13(4)9-2)25(7,31)11-16(26)10-14(5)18(19)27/h8,13-14,16-17,19-21,26,31H,6,9-11H2,1-5,7H3/b12-8-/t13?,14-,16-,17-,19-,20+,21-,25-/m0/s1
InChIKeyNAOJFCUVTXMIRE-ZOANBUIWSA-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 A (CHEBI:65576) has role antineoplastic agent (CHEBI:35610)
cardivin A (CHEBI:65576) has role metabolite (CHEBI:25212)
cardivin A (CHEBI:65576) is a cyclic ketone (CHEBI:3992)
cardivin A (CHEBI:65576) is a diol (CHEBI:23824)
cardivin A (CHEBI:65576) is a enoate ester (CHEBI:51702)
cardivin A (CHEBI:65576) is a germacranolide (CHEBI:73011)
cardivin A (CHEBI:65576) is a secondary alcohol (CHEBI:35681)
cardivin A (CHEBI:65576) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3aR,4S,6S,8S,10S,11S,11aR)-8,10-dihydroxy-6,10-dimethyl-11-[(2-methylbutanoyl)oxy]-3-methylidene-2,5-dioxododecahydrocyclodeca[b]furan-4-yl (2Z)-2-methylbut-2-enoate
Citations