CHEBI:70023 - sophoraflavanone A

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ChEBI Name sophoraflavanone A
ChEBI ID CHEBI:70023
Definition A trihydroxyflavanone that is (S)-naringenin substituted by a geranyl group at position 8. Isolated from Macaranga bicolor, it exhibits antibacterial and antineoplastic activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H28O5
Net Charge 0
Average Mass 408.48680
Monoisotopic Mass 408.19367
InChI InChI=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
InChIKey GOAUTULGLLBZSR-YLLUOSTHSA-N
SMILES CC(C)=CCC\C(C)=C\Cc1c(O)cc(O)c2C(=O)C[C@H](Oc12)c1ccc(O)cc1
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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-geranylnaringenin ChEBI
Manual Xref Database
LMPK12140286 LIPID MAPS
View more database links
Registry Number Type Source
5641290 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11429999 PubMed citation Europe PMC
19653666 PubMed citation Europe PMC
21275386 PubMed citation Europe PMC
22738984 PubMed citation Europe PMC
Last Modified
09 April 2018