liquiritigenin   Click here for help

GtoPdb Ligand ID: 8899

Immunopharmacology Ligand
Comment: Liquiritigenin is a selective estrogen receptor β agonist isolated from the root of Glycyrrhizae uralensis Fisch (a type of Chinese liquorice) [1]. We show the structure without specified stereochemistry.
The compound exhibits anti-inflammatory actions [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 66.76
Molecular weight 256.07
XLogP 2.44
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Oc1ccc(cc1)C1CC(=O)c2c(O1)cc(cc2)O
Isomeric SMILES Oc1ccc(cc1)C1CC(=O)c2c(O1)cc(cc2)O
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
InChI Key FURUXTVZLHCCNA-UHFFFAOYSA-N
References
1. Mersereau JE, Levy N, Staub RE, Baggett S, Zogovic T, Zogric T, Chow S, Ricke WA, Tagliaferri M, Cohen I et al.. (2008)
Liquiritigenin is a plant-derived highly selective estrogen receptor beta agonist.
Mol Cell Endocrinol, 283 (1-2): 49-57. [PMID:18177995]
2. Straub I, Krügel U, Mohr F, Teichert J, Rizun O, Konrad M, Oberwinkler J, Schaefer M. (2013)
Flavanones that selectively inhibit TRPM3 attenuate thermal nociception in vivo.
Mol Pharmacol, 84 (5): 736-50. [PMID:24006495]