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CHEBI:65440 - artochamin C

ChEBI IDCHEBI:65440
ChEBI Nameartochamin C
Stars
DefinitionAn extended flavonoid that is 4H,8H-pyrano[2,3-f]chromen-4-one substituted by a 3,4-dihydroxyphenyl group at position 2, hydroxy group at position 5 and geminal methyl groups at position 8. It is isolated from the roots of Artocarpus chama and exhibits cytotoxicity against a panel of human tumour cell lines like breast adenocarcinoma, ovarian carcinoma, ileocecal carcinoma and melanoma.
Last Modified12 July 2013
DownloadsMolfile
FormulaC20H16O6
Net Charge0
Average Mass352.342
Monoisotopic Mass352.09469
SMILESCC1(C)C=Cc2c(cc(O)c3c(=O)cc(-c4ccc(O)c(O)c4)oc23)O1
InChIInChI=1S/C20H16O6/c1-20(2)6-5-11-17(26-20)9-15(24)18-14(23)8-16(25-19(11)18)10-3-4-12(21)13(22)7-10/h3-9,21-22,24H,1-2H3
InChIKeyQNSVTPUDNHNRQZ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Artocarpus chama (ncbitaxon:709040) root (BTO:0001188) PubMed (15165133)
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)
artochamin C (CHEBI:65440) has role antineoplastic agent (CHEBI:35610)
artochamin C (CHEBI:65440) has role metabolite (CHEBI:25212)
artochamin C (CHEBI:65440) is a extended flavonoid (CHEBI:71037)
artochamin C (CHEBI:65440) is a pyranochromane (CHEBI:74632)
artochamin C (CHEBI:65440) is a trihydroxyflavone (CHEBI:27116)
IUPAC Name 
2-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8H-pyrano[2,3-f]chromen-4-one
Synonym  Source
5-hydroxy-8,8-dimethyl-2-(3,4-dihydroxyphenyl)-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-oneChEBI
Registry NumbersSources
Reaxys:10031179Reaxys
Citations