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
CAS Number:
Molecular Weight:
256.25
Beilstein:
359378
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.28
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Quality Level
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
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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
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)
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
Suengmok Cho et al.
Bioorganic & medicinal chemistry, 20(11), 3493-3501 (2012-05-01)
Licorice (Glycyrrhiza glabra, GG) is one of the most frequently used herbal medicines worldwide, and its various biological activities have been widely studied. GG is reported to have neurological properties such as antidepressant, anxiolytic, and anticonvulsant effects. However, its hypnotic
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