78825
Liquiritigenin
≥97.0% (HPLC)
Synonym(s):
7,4′-Dihydroxyflavanone, 7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
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About This Item
Empirical Formula (Hill Notation):
C15H12O4
Molecular Weight:
256.25
Beilstein:
359378
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.28
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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
General description
Liquiritigenin is a flavonoid and an estrogenic compound found in licorice (Glycyrrhizae radix) root extract and several other plants.
Application
Liquiritigenin has been used:
- to study its inhibitory effect on tumor metastasis in the treatment of colorectal cancer
- as a reference standard for ultra-performance liquid chromatography (UPLC) of Chaihu-Shugan-San (CSS) extract
- as a potential antiviral drug against hepatitis C virus (HCV) infection
Biochem/physiol Actions
Liquiritigenin displays anti-diabetic and choleretic 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). Liquiritigenin inhibits liver fibrogenesis by blocking Hippo/Yes-associated protein (YAP) and transforming growth factor-β1 (TGF-β1)/small mothers against decapentaplegic (Smad) components. It is a selective estrogen receptor β agonist cells. Liquiritigenin induces apoptosis in SMM-721 cells by disruption of the mitochondrial membrane potential and increased production of reactive oxygen species.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Rui Ting Liu et al.
European journal of pharmacology, 669(1-3), 76-83 (2011-08-30)
The present paper is to examine whether liquiritigenin is able to attenuate the Alzheimer's-like learning and memory deficits in a transgenic (Tg) mouse model that over-expresses amyloid protein precursor (APP), and explores the underlying mechanisms. Consistent with our previous observations
Casey L Sayre et al.
Biomedical chromatography : BMC, 27(3), 404-406 (2012-07-21)
Pharmacometric characterization studies of liquiritigenin have historically overlooked its chiral nature. To achieve complete characterization, an analytical method enabling the detection and quantification of the individual enantiomers of racemic (±) liquiritigenin is necessary. Resolution of the enantiomers of liquiritigenin was
Rashmi Gaur et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 21(4), 415-422 (2013-11-23)
Isoliquiritigenin (ISL), a chalcone and liquiritigenin (LTG), a flavonoid found in licorice roots and several other plants. ISL displays antioxidant, anti-inflammatory, antitumor and hepatoprotective activities whereas LTG is an estrogenic compound, acts as an agonist selective for the β-subtype of
Fan-Chun Meng et al.
Oncology research, 27(2), 139-146 (2018-02-24)
Inhibition of tumor metastasis is one of the most important purposes in colorectal cancer (CRC) treatment. This study aimed to explore the effects of liquiritigenin, a flavonoid extracted from the roots of Glycyrrhiza uralensis Fisch, on HCT116 cell proliferation, invasion
Y W Kim et al.
British journal of pharmacology, 154(1), 165-173 (2008-03-12)
Glycyrrhizae radix has been widely used as a cytoprotective, plant-derived medicine. We have identified a flavanoid, liquiritigenin, as an active component in extracts of Glycyrrhizae radix. This research investigated the effects of liquiritigenin on the induction of inducible NOS (iNOS)
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