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CHEBI:66100 - ixerochinolide

ChEBI IDCHEBI:66100
ChEBI Nameixerochinolide
Stars
DefinitionA sesquiterpene lactone isolated from Ixeris chinensis and has been shown to exhibit cytotoxic activity against human PC-3 tumor cells.
Last Modified4 March 2013
DownloadsMolfile
FormulaC23H24O6
Net Charge0
Average Mass396.439
Monoisotopic Mass396.15729
SMILES[H][C@]12OC(=O)C(=C)[C@]1([H])[C@H](OC(=O)Cc1ccc(O)cc1)CC(=C)[C@]1([H])C[C@H](O)C(=C)[C@]21[H]
InChIInChI=1S/C23H24O6/c1-11-8-18(28-19(26)9-14-4-6-15(24)7-5-14)21-13(3)23(27)29-22(21)20-12(2)17(25)10-16(11)20/h4-7,16-18,20-22,24-25H,1-3,8-10H2/t16-,17-,18+,20-,21+,22+/m0/s1
InChIKeyBBTINGNPUAXELD-QPOFKBRPSA-N
Species of MetaboliteComponentSourceComments
Ixeris chinensis (ncbitaxon:318058) whole plant (BTO:0001461) PubMed (15635221)
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)
ixerochinolide (CHEBI:66100) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
ixerochinolide (CHEBI:66100) has role antineoplastic agent (CHEBI:35610)
ixerochinolide (CHEBI:66100) has role metabolite (CHEBI:25212)
ixerochinolide (CHEBI:66100) is a carboxylic ester (CHEBI:33308)
ixerochinolide (CHEBI:66100) is a phenols (CHEBI:33853)
ixerochinolide (CHEBI:66100) is a secondary alcohol (CHEBI:35681)
ixerochinolide (CHEBI:66100) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name 
(3aR,4R,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxododecahydroazuleno[4,5-b]furan-4-yl (4-hydroxyphenyl)acetate
Synonym  Source
8-O-p-hydroxyphenylacetylintegrifolinChEBI
Registry NumbersSources
Reaxys:10126830Reaxys
Citations