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

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ChEBI Name (2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone
ChEBI ID CHEBI:66031
ChEBI ASCII Name (2S)-5-Hydroxy-7-methoxy-8-[(E)-3-oxo-1-butenyl]flavanone
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H18O5
Net Charge 0
Average Mass 338.35390
Monoisotopic Mass 338.11542
InChI InChI=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
InChIKey GAGKUHAKUBMORD-IJDCCNJMSA-N
SMILES COc1cc(O)c2C(=O)C[C@H](Oc2c1\C=C\C(C)=O)c1ccccc1
Metabolite of Species Details
Tephrosia toxicaria (IPNI:520970-1) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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
Citation Waiting for Citations Type Source
14510590 PubMed citation Europe PMC
Last Modified
07 November 2013