Liquiritigenin

Liquiritigenin
Names
IUPAC name
(2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
Other names
4',7-Dihydroxyflavanone
Identifiers
578-86-9 Yes
ChEBI CHEBI:28777 Yes
ChEMBL ChEMBL252642
ChemSpider 102790
Jmol-3D images Image
PubChem 114829
Properties
Molecular formula
C15H12O4
Molar mass 256.25 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Liquiritigenin is a flavanone found in a variety of plants including licorice.[1] It is an estrogenic compound which acts as an agonist selective for the β-subtype of the estrogen receptor.[2] It also has a choleretic effect.[1]

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+.

References

  1. 1.0 1.1 Kim, YW; Kang, HE; Lee, MG; Hwang, SJ; Kim, SC; Lee, CH; Kim, SG (2009). "Liquiritigenin, a flavonoid aglycone from licorice, has a choleretic effect and the ability to induce hepatic transporters and phase-II enzymes". American journal of physiology. Gastrointestinal and liver physiology 296 (2): G372–81. doi:10.1152/ajpgi.90524.2008. PMID 19074639.
  2. Mersereau, Jennifer E.; Levy, Nitzan; Staub, Richard E.; Baggett, Scott; Zogric, Tetjana; Chow, Sylvia; Ricke, William A.; Tagliaferri, Mary et al. (2008). "Liquiritigenin is a plant-derived highly selective estrogen receptor β agonist". Molecular and Cellular Endocrinology 283 (1–2): 49–57. doi:10.1016/j.mce.2007.11.020. PMC 2277338. PMID 18177995.