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CHEBI:70023 - sophoraflavanone A

ChEBI IDCHEBI:70023
ChEBI Namesophoraflavanone A
Stars
DefinitionA trihydroxyflavanone that is (S)-naringenin substituted by a geranyl group at position 8. Isolated from Macaranga bicolor, it exhibits antibacterial and antineoplastic activities.
Last Modified9 April 2018
DownloadsMolfile
FormulaC25H28O5
Net Charge0
Average Mass408.494
Monoisotopic Mass408.19367
SMILESCC(C)=CCC/C(C)=C/Cc1c(O)cc(O)c2c1O[C@H](c1ccc(O)cc1)CC2=O
InChIInChI=1S/C25H28O5/c1-15(2)5-4-6-16(3)7-12-19-20(27)13-21(28)24-22(29)14-23(30-25(19)24)17-8-10-18(26)11-9-17/h5,7-11,13,23,26-28H,4,6,12,14H2,1-3H3/b16-7+/t23-/m0/s1
InChIKeyGOAUTULGLLBZSR-YLLUOSTHSA-N
Species of MetaboliteComponentSourceComments
Macaranga bicolor (ncbitaxon:396452) - PubMed (21275386) Methanol-Dichloromethane (1:1) extract of dried, ground plant material
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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 A (CHEBI:70023) has functional parent (S)-naringenin (CHEBI:17846)
sophoraflavanone A (CHEBI:70023) has role antibacterial agent (CHEBI:33282)
sophoraflavanone A (CHEBI:70023) has role antineoplastic agent (CHEBI:35610)
sophoraflavanone A (CHEBI:70023) has role metabolite (CHEBI:25212)
sophoraflavanone A (CHEBI:70023) is a (2S)-flavan-4-one (CHEBI:140377)
sophoraflavanone A (CHEBI:70023) is a 4'-hydroxyflavanones (CHEBI:140331)
sophoraflavanone A (CHEBI:70023) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name 
(2S)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
Synonym  Source
8-geranylnaringeninChEBI
Manual XrefsDatabases
LMPK12140286LIPID MAPS
Registry NumbersSources
Reaxys:5641290Reaxys
Citations