78825

Liquiritigenin

≥97.0% (HPLC)

• Synonym(s): 7,4′-Dihydroxyflavanone, 7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
• Empirical Formula (Hill Notation): C₁₅H₁₂O₄
• CAS Number: 578-86-9
• Molecular Weight: 256.25
• UNSPSC Code: 12352202
• NACRES: NA.28
• PubChem Substance ID: 329768184
• MDL number: MFCD00287289
• Beilstein/REAXYS Number: 359378

Properties

• Quality Segment: 100
• assay: ≥97.0% (HPLC)
• form: powder or crystals
• impurities: ≤7% water
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES string: Oc1ccc(cc1)[C@@H]2CC(=O)c3ccc(O)cc3O2
• 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
• InChI key: FURUXTVZLHCCNA-AWEZNQCLSA-N

Description

General description

Liquiritigenin is a flavonoid and an estrogenic compound found in licorice (Glycyrrhizae radix) root extract and several other plants.[1]

Application

Liquiritigenin has been used:

• to study its inhibitory effect on tumor metastasis in the treatment of colorectal cancer[2]
• as a reference standard for ultra-performance liquid chromatography (UPLC) of Chaihu-Shugan-San (CSS) extract[3]
• as a potential antiviral drug against hepatitis C virus (HCV) infection[4]

Biochem/physiol Actions

Liquiritigenin displays anti-diabetic[1] and choleretic[5] properties. It exerts anti-inflammatory activity on Raw246.7 cells by inhibiting nuclear factor kappa light chain enhancer of activated B cells (NF-κB)-dependent-induction of inducible NOS (iNOS).[6] Liquiritigenin inhibits liver fibrogenesis by blocking Hippo/Yes-associated protein (YAP) and transforming growth factor-β1 (TGF-β1)/small mothers against decapentaplegic (Smad) components.[7] It is a selective estrogen receptor β agonist[8] cells.[9] Liquiritigenin induces apoptosis in SMM-721 cells by disruption of the mitochondrial membrane potential and increased production of reactive oxygen species.[10]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable