CHEBI:50207 - sophoraflavanone B

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ChEBI Name sophoraflavanone B
ChEBI ID CHEBI:50207
Definition A trihydroxyflavanone that is (S)-naringenin having a prenyl group at position 8.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H20O5
Net Charge 0
Average Mass 340.36980
Monoisotopic Mass 340.131
InChI InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1
InChIKey LPEPZZAVFJPLNZ-SFHVURJKSA-N
SMILES CC(C)=CCc1c(O)cc(O)c2C(=O)C[C@H](Oc12)c1ccc(O)cc1
Metabolite of Species Details
Macaranga bicolor (NCBI:396452) Methanol-Dichloromethane (1:1) extract of dried, ground plant material 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): platelet aggregation inhibitor
A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
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ChEBI Ontology
Outgoing sophoraflavanone B (CHEBI:50207) has functional parent (S)-naringenin (CHEBI:17846)
sophoraflavanone B (CHEBI:50207) has role metabolite (CHEBI:25212)
sophoraflavanone B (CHEBI:50207) has role platelet aggregation inhibitor (CHEBI:50427)
sophoraflavanone B (CHEBI:50207) is a trihydroxyflavanone (CHEBI:38739)
sophoraflavanone B (CHEBI:50207) is conjugate acid of sophoraflavanone B(1−) (CHEBI:58812)
Incoming sophoraflavanone B(1−) (CHEBI:58812) is conjugate base of sophoraflavanone B (CHEBI:50207)
IUPAC Name
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one
Synonyms Sources
(−)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one IUBMB
(−)-(2S)-8-dimethylallylnaringenin IUBMB
(S)-8-dimethylallylnaringenin ChEBI
8-Prenylnaringenin KEGG COMPOUND
8-prenylnaringenin ChEBI
Flavaprenin KEGG COMPOUND
sophoraflavanone B UniProt
Database Links Databases
C18023 KEGG COMPOUND
CPD-9440 MetaCyc
LMPK12140279 LIPID MAPS
Sophoraflavanone_B Wikipedia
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Registry Numbers Types Sources
5611472 Reaxys Registry Number Reaxys
5611472 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
22766195 PubMed citation Europe PMC
22933043 PubMed citation Europe PMC
Last Modified
28 July 2014