CHEBI:70020 - (2S)-5,7,3',5'-tetrahydroxy-8-[3'',8''-dimethylocta-2''(E),7''-dienyl]flavonone

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ChEBI Name (2S)-5,7,3',5'-tetrahydroxy-8-[3'',8''-dimethylocta-2''(E),7''-dienyl]flavonone
ChEBI ID CHEBI:70020
ChEBI ASCII Name (2S)-5,7,3',5'-tetrahydroxy-8-[3'',8''-dimethylocta-2''(E),7''-dienyl]flavonone
Definition A tetrahydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 5, 7, 3' and 5' and a geranyl group at position 8. Isolated from Macaranga bicolor, it exhibits inhibitory activity against breast cancer resistance protein.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H28O6
Net Charge 0
Average Mass 424.48620
Monoisotopic Mass 424.18859
InChI InChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-8-19-20(28)12-21(29)24-22(30)13-23(31-25(19)24)16-9-17(26)11-18(27)10-16/h5,7,9-12,23,26-29H,4,6,8,13H2,1-3H3/b15-7+/t23-/m0/s1
InChIKey CUAHQWHCZQIDAM-KETROQBRSA-N
SMILES CC(C)=CCC\C(C)=C\Cc1c(O)cc(O)c2C(=O)C[C@H](Oc12)c1cc(O)cc(O)c1
Metabolite of Species Details
Macaranga bicolor (NCBI:txid396452) 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.
breast cancer resistance protein inhibitor
Any inhibitor of breast cancer resistance protein (ABCG2).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (2S)-5,7,3',5'-tetrahydroxy-8-[3'',8''-dimethylocta-2''(E),7''-dienyl]flavonone (CHEBI:70020) has functional parent (2S)-flavanone (CHEBI:15606)
(2S)-5,7,3',5'-tetrahydroxy-8-[3'',8''-dimethylocta-2''(E),7''-dienyl]flavonone (CHEBI:70020) has role breast cancer resistance protein inhibitor (CHEBI:72771)
(2S)-5,7,3',5'-tetrahydroxy-8-[3'',8''-dimethylocta-2''(E),7''-dienyl]flavonone (CHEBI:70020) has role metabolite (CHEBI:25212)
(2S)-5,7,3',5'-tetrahydroxy-8-[3'',8''-dimethylocta-2''(E),7''-dienyl]flavonone (CHEBI:70020) is a 3'-hydroxyflavanones (CHEBI:48024)
(2S)-5,7,3',5'-tetrahydroxy-8-[3'',8''-dimethylocta-2''(E),7''-dienyl]flavonone (CHEBI:70020) is a tetrahydroxyflavanone (CHEBI:38742)
IUPAC Name
(2S)-2-(3,5-dihydroxyphenyl)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one
Registry Number Type Source
21312877 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21275386 PubMed citation Europe PMC
Last Modified
29 April 2013