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CHEBI:70023 - sophoraflavanone A

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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