CHEBI:66513 - sophoraflavanone L

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ChEBI Name sophoraflavanone L
ChEBI ID CHEBI:66513
Definition A trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 2' and 4', a prenyl group at position 8 and a prenyloxy group at position 7. Isolated from the roots of Sophora flavescens, it exhibits cytotoxicity towards KB epidermoid carcinoma cell line.
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)5-7-18-22(30-10-9-15(3)4)12-20(28)24-21(29)13-23(31-25(18)24)17-8-6-16(26)11-19(17)27/h5-6,8-9,11-12,23,26-28H,7,10,13H2,1-4H3
InChIKey SXRPAWKWQUYIOI-UHFFFAOYSA-N
SMILES CC(C)=CCOc1cc(O)c2C(=O)CC(Oc2c1CC=C(C)C)c1ccc(O)cc1O
Metabolite of Species Details
Sophora flavescens (NCBI:txid49840) Found in root (BTO:0001188). 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 sophoraflavanone L (CHEBI:66513) has role antineoplastic agent (CHEBI:35610)
sophoraflavanone L (CHEBI:66513) has role metabolite (CHEBI:25212)
sophoraflavanone L (CHEBI:66513) is a 4'-hydroxyflavanones (CHEBI:140331)
sophoraflavanone L (CHEBI:66513) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name
2-(2,4-dihydroxyphenyl)-5-hydroxy-8-(3-methylbut-2-en-1-yl)-7-[(3-methylbut-2-en-1-yl)oxy]-2,3-dihydro-4H-chromen-4-one
Synonym Source
5,2',4'-trihydroxy-7-(γ,γ-dimethylallyloxy)-8-(γ,γ-dimethylallyl)flavanone ChEBI
Registry Number Type Source
15869809 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16933887 PubMed citation Europe PMC
Last Modified
06 April 2018