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CHEBI:66031 - (2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone

ChEBI IDCHEBI:66031
ChEBI Name(2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone
Stars
ASCII Name(2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone
DefinitionA monohydroxyflavanone that is (2S)-flavanone substituted by a hydroxy group at position 5, a methoxy group at position 7 and a (1E)-3-oxobut-1-en-1-yl group at position 8. Isolated from Tephrosia toxicaria, it exhibits anti-cancerous activity.
Last Modified7 November 2013
DownloadsMolfile
FormulaC20H18O5
Net Charge0
Average Mass338.359
Monoisotopic Mass338.11542
SMILESCOc1cc(O)c2c(c1/C=C/C(C)=O)O[C@H](c1ccccc1)CC2=O
InChIInChI=1S/C20H18O5/c1-12(21)8-9-14-18(24-2)11-16(23)19-15(22)10-17(25-20(14)19)13-6-4-3-5-7-13/h3-9,11,17,23H,10H2,1-2H3/b9-8+/t17-/m0/s1
InChIKeyGAGKUHAKUBMORD-IJDCCNJMSA-N
Species of MetaboliteComponentSourceComments
Tephrosia toxicaria (IPNI:520970-1) stem (BTO:0001300) PubMed (14510590)
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)
(2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone (CHEBI:66031) has functional parent (2S)-flavanone (CHEBI:15606)
(2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone (CHEBI:66031) has role antineoplastic agent (CHEBI:35610)
(2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone (CHEBI:66031) has role metabolite (CHEBI:25212)
(2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone (CHEBI:66031) is a aromatic ketone (CHEBI:76224)
(2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone (CHEBI:66031) is a enone (CHEBI:51689)
(2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone (CHEBI:66031) is a methyl ketone (CHEBI:51867)
(2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone (CHEBI:66031) is a monohydroxyflavanone (CHEBI:38748)
(2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone (CHEBI:66031) is a monomethoxyflavanone (CHEBI:38738)
IUPAC Name 
(2S)-5-hydroxy-7-methoxy-8-[(1E)-3-oxobut-1-en-1-yl]-2-phenyl-2,3-dihydro-4H-chromen-4-one
Citations