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CHEBI:28777 - liquiritigenin

ChEBI IDCHEBI:28777
ChEBI Nameliquiritigenin
Stars
DefinitionA dihydroxyflavanone compound having the two hydroxy substituents at the 4'- and 7-positions. Isolated from the root of Glycyrrhizae uralensis, it is a selective agonist for oestrogen receptor β.
Secondary ChEBI IDsCHEBI:6501, CHEBI:25065, CHEBI:42001
Last Modified9 November 2022
DownloadsMolfile
FormulaC15H12O4
Net Charge0
Average Mass256.257
Monoisotopic Mass256.07356
SMILESO=C1C[C@@H](c2ccc(O)cc2)Oc2cc(O)ccc21
InChIInChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2/t14-/m0/s1
InChIKeyFURUXTVZLHCCNA-AWEZNQCLSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Glycyrrhiza glabra (ncbitaxon:49827) - PubMed (21866899)
Platymiscium floribundum (ncbitaxon:500185) - PubMed (21866899)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
hormone agonist  A chemical substance which binds to specific hormone receptors activating the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites.
Brassica napus metabolite  Any plant metabolite that is produced by rapeseed (Brassica napus).
fungal xenobiotic metabolite  Any fungal metabolite produced by metabolism of a xenobiotic compound in fungi.
Application:
hormone agonist  A chemical substance which binds to specific hormone receptors activating the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites.
ChEBI Ontology
Outgoing Relation(s)
liquiritigenin (CHEBI:28777) has role hormone agonist (CHEBI:51060)
liquiritigenin (CHEBI:28777) has role plant metabolite (CHEBI:76924)
liquiritigenin (CHEBI:28777) is a 4',7-dihydroxyflavanone (CHEBI:136678)
Incoming Relation(s)
liquiritin (CHEBI:80845) has functional parent liquiritigenin (CHEBI:28777)
IUPAC Name 
(2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
Synonyms  Source
(2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-oneChemIDplus
(2S)-liquiritigeninChEMBL
4',7-DihydroxyflavanoneChemIDplus
7,4'-DihydroxyflavanoneKEGG COMPOUND
7-HYDROXY-2-(4-HYDROXY-PHENYL)-CHROMAN-4-ONEPDBeChem
(−)-liquiritigeninChEBI
UniProt Name  Source
(2S)-liquiritigeninUniProt
Manual XrefsDatabases
C00000977KNApSAcK
C09762KEGG COMPOUND
DFVPDBeChem
HMDB0029519HMDB
LiquiritigeninWikipedia
LMPK12140061LIPID MAPS
Registry NumbersSources
Reaxys:3593780Reaxys
CAS:578-86-9ChemIDplus
CAS:578-86-9KEGG COMPOUND
Citations