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CHEBI:65358 - abyssinone A

ChEBI IDCHEBI:65358
ChEBI Nameabyssinone A
Stars
DefinitionA chromenol that is 2,2-dimethyl-2H-chromen-8-ol substituted by a 3-(2,4-dihydroxyphenyl)-3-oxoprop-1-en-1-yl group at position 6 (the E-isomer). It is isolated from the stems of Erythrina abyssinica and displays moderate cytotoxic effect against human colorectal cancer cell line.
Last Modified26 October 2012
DownloadsMolfile
FormulaC20H18O5
Net Charge0
Average Mass338.359
Monoisotopic Mass338.11542
SMILESCC1(C)C=Cc2cc(/C=C/C(=O)c3ccc(O)cc3O)cc(O)c2O1
InChIInChI=1S/C20H18O5/c1-20(2)8-7-13-9-12(10-18(24)19(13)25-20)3-6-16(22)15-5-4-14(21)11-17(15)23/h3-11,21,23-24H,1-2H3/b6-3+
InChIKeyOKKOOVXXLBMKQH-ZZXKWVIFSA-N
Species of MetaboliteComponentSourceComments
Erythrina abyssinica (ncbitaxon:1237573) stem (BTO:0001300) PubMed (18484536) Previous component: stem bark;
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)
abyssinone A (CHEBI:65358) has role antineoplastic agent (CHEBI:35610)
abyssinone A (CHEBI:65358) has role metabolite (CHEBI:25212)
abyssinone A (CHEBI:65358) is a chalcones (CHEBI:23086)
abyssinone A (CHEBI:65358) is a chromenol (CHEBI:39436)
abyssinone A (CHEBI:65358) is a resorcinols (CHEBI:33572)
IUPAC Name 
(2E)-1-(2,4-dihydroxyphenyl)-3-(8-hydroxy-2,2-dimethyl-2H-chromen-6-yl)prop-2-en-1-one
Registry NumbersSources
Reaxys:18567987Reaxys
Citations