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CHEBI:66513 - sophoraflavanone L

ChEBI IDCHEBI:66513
ChEBI Namesophoraflavanone L
Stars
DefinitionA 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.
Last Modified6 April 2018
DownloadsMolfile
FormulaC25H28O6
Net Charge0
Average Mass424.493
Monoisotopic Mass424.18859
SMILESCC(C)=CCOc1cc(O)c2c(c1CC=C(C)C)OC(c1ccc(O)cc1O)CC2=O
InChIInChI=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
InChIKeySXRPAWKWQUYIOI-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Sophora flavescens (ncbitaxon:49840) root (BTO:0001188) PubMed (16933887)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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)flavanoneChEBI
Registry NumbersSources
Reaxys:15869809Reaxys
Citations