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Principaux documents

78825

Sigma-Aldrich

Liquiritigenin

≥97.0% (HPLC)

Synonyme(s) :

7,4′-Dihydroxyflavanone, 7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one

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About This Item

Formule empirique (notation de Hill):
C15H12O4
Numéro CAS:
Poids moléculaire :
256.25
Beilstein:
359378
Numéro MDL:
Code UNSPSC :
12352202
ID de substance PubChem :
Nomenclature NACRES :
NA.28

Niveau de qualité

Essai

≥97.0% (HPLC)

Forme

powder or crystals

Impuretés

≤7% water

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Chaîne SMILES 

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

Clé InChI

FURUXTVZLHCCNA-AWEZNQCLSA-N

Description générale

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

Actions biochimiques/physiologiques

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

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
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
Young Woo Kim et al.
American journal of physiology. Gastrointestinal and liver physiology, 296(2), G372-G381 (2008-12-17)
Liquiritigenin (LQ), an active component of licorice, has an inhibitory effect on LPS-induced inhibitory nitric oxide synthase expression. This study investigated the effects of LQ on choleresis, the expression of hepatic transporters and phase-II enzymes, and fulminant hepatitis. The choleretic
Eun Mi Choi
International immunopharmacology, 12(1), 139-143 (2011-11-26)
Liquiritigenin is one of the flavonoids present in Glycyrrhizae radix. In the present study, the effects of liquiritigenin on the function of osteoblastic MC3T3-E1 cells were studied. Liquiritigenin caused a significant elevation of cell growth, alkaline phosphatase activity, collagen synthesis

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