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

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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

Download	Molfile XML SDF

Formula

C20H18O5

Net Charge

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.

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	Type	Source
14510590	PubMed citation	Europe PMC

Last Modified

07 November 2013