Structure via PubChem · Public domain (PubChem)
liquiritigenin
Sign in to saveAlso known as (2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one, 4',7-Dihydroxyflavanone, (-)-liquiritigenin, 5-deoxyflavanone
Liquiritigenin is a flavanone that was isolated from Glycyrrhiza uralensis, and is found in a variety of plants of the Glycyrrhiza genus, including Glycyrrhiza glabra (licorice). It is an estrogenic compound which acts as a selective agonist of the ERβ subtype of the estrogen receptor (ER), though it is also reported to act as an ERα partial agonist at sufficient concentrations. It also has a choleretic effect.
Chemical data
- Formula
- C15H12O4
- Molecular weight
- 256.25 g/mol
- IUPAC name
- (2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
- SMILES
- C1[C@H](OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)O
- InChIKey
- FURUXTVZLHCCNA-AWEZNQCLSA-N
- XLogP
- 2.2
- Polar surface area
- 66.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Liquiritigenin is a flavanone that was isolated from Glycyrrhiza uralensis, and is found in a variety of plants of the Glycyrrhiza genus, including Glycyrrhiza glabra (licorice). It is an estrogenic compound which acts as a selective agonist of the ERβ subtype of the estrogen receptor (ER), though it is also reported to act as an ERα partial agonist at sufficient concentrations. It also has a choleretic effect.
Liquiritigenin,NADPH:oxygen oxidoreductase (hydroxylating, aryl migration) is an enzyme that uses liquiritigenin, O2, NADPH and H+ to produce 2,7,4'-trihydroxyisoflavanone, H2O, and NADP+.
Excerpted from Wikipedia’s “liquiritigenin” article, available under the CC BY-SA 4.0 licence.