liquiritigenin (CHEBI:28777)

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ChEBI Name	liquiritigenin

ChEBI ID	CHEBI:28777

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:25065, CHEBI:42001, CHEBI:6501

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Formula

C15H12O4

Net Charge

Average Mass

256.25340

Monoisotopic Mass

256.07356

InChI

InChI=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

InChIKey

FURUXTVZLHCCNA-AWEZNQCLSA-N

SMILES

Oc1ccc(cc1)[C@@H]1CC(=O)c2ccc(O)cc2O1

Metabolite of Species	Details
Glycyrrhiza glabra (NCBI:txid49827)	See: PubMed
Platymiscium floribundum (NCBI:txid500185)	See: PubMed

Roles Classification
Biological Role(s):	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. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. Brassica napus metabolite Any plant metabolite that is produced by rapeseed (Brassica napus). (via 4',7-dihydroxyflavanone ) fungal xenobiotic metabolite Any fungal metabolite produced by metabolism of a xenobiotic compound in fungi. (via 4',7-dihydroxyflavanone )

Application(s):	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	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	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	Sources
(−)-liquiritigenin	ChEBI
(2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one	ChemIDplus
(2S)-liquiritigenin	UniProt
(2S)-liquiritigenin	ChEMBL
4',7-Dihydroxyflavanone	ChemIDplus
7,4'-Dihydroxyflavanone	KEGG COMPOUND
7-HYDROXY-2-(4-HYDROXY-PHENYL)-CHROMAN-4-ONE	PDBeChem
Liquiritigenin	KEGG COMPOUND

Last Modified

09 November 2022