CHEBI:50209 - sophoraflavanone G

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ChEBI Name sophoraflavanone G
ChEBI ID CHEBI:50209
Definition A tetrahydroxyflavanone having a structure of naringenin bearing an additional hydroxyl substituent at position 2' as well as a (2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl (lavandulyl) substituent at position 8'.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H28O6
Net Charge 0
Average Mass 424.48620
Monoisotopic Mass 424.189
InChI InChI=1S/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-21(29)24-22(30)12-23(31-25(18)24)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,23,26-29H,3,6,9,12H2,1-2,4H3/t15-,23+/m1/s1
InChIKey XRYVAQQLDYTHCL-CMJOXMDJSA-N
SMILES CC(=C)[C@H](CC=C(C)C)Cc1c(O)cc(O)c2C(=O)C[C@H](Oc12)c1ccc(O)cc1O
Metabolite of Species Details
Sophora leachiana (IPNI:240761-2) Found in root (BTO:0001188). See: DOI
Sophora exigua (IPNI:518828-1) See: PubMed
Sophora moorcroftiana (IPNI:518892-1) Found in root (BTO:0001188). See: DOI
Sophora pachycarpa (NCBI:149668) Found in root (BTO:0001188). See: PubMed
Sophora flavescens (NCBI:49840) Found in root (BTO:0001188). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sophoraflavanone G (CHEBI:50209) has functional parent (S)-naringenin (CHEBI:17846)
sophoraflavanone G (CHEBI:50209) has role antimalarial (CHEBI:38068)
sophoraflavanone G (CHEBI:50209) has role antimicrobial agent (CHEBI:33281)
sophoraflavanone G (CHEBI:50209) has role antioxidant (CHEBI:22586)
sophoraflavanone G (CHEBI:50209) has role metabolite (CHEBI:25212)
sophoraflavanone G (CHEBI:50209) is a tetrahydroxyflavanone (CHEBI:38742)
IUPAC Name
(2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-2,3-dihydro-4H-chromen-4-one
Synonyms Sources
(2S)-5,7,2',4'-tetrahydroxy-8-lavandulylflavanone ChEBI
vexibinol ChEBI
Database Links Databases
C18053 KEGG COMPOUND
CPD-9441 MetaCyc
LMPK12140467 LIPID MAPS
Sophoraflavanone_G Wikipedia
View more database links
Registry Numbers Types Sources
8594725 Beilstein Registry Number Beilstein
8594725 Reaxys Registry Number Reaxys
97938-30-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10839220 PubMed citation Europe PMC
10843587 PubMed citation Europe PMC
17137127 PubMed citation Europe PMC
Last Modified
04 August 2014