Basic information Description References Safety Supplier Related
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LIQUIRITIGENIN

Basic information Description References Safety Supplier Related

LIQUIRITIGENIN Basic information

Product Name:
LIQUIRITIGENIN
Synonyms:
  • 7,4''-DIHYDROXYFLAVANONE hplc
  • (2S)-2α-(4-Hydroxyphenyl)-7-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one
  • (2S)-2α-(4-Hydroxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one
  • (2S)-Liquiritigenin
  • (S)-2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
  • (S)-7-Hydroxy-2-(p-hydroxyphenyl)chroman-4-one
  • (2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
  • 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-, (2S)-
CAS:
578-86-9
MF:
C15H12O4
MW:
256.25
Product Categories:
  • Flavanones
  • sy
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • 578-86-9
Mol File:
578-86-9.mol
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LIQUIRITIGENIN Chemical Properties

Melting point:
206-208°C
Boiling point:
529.5±50.0 °C(Predicted)
Density 
1.386±0.06 g/cm3(Predicted)
Flash point:
207℃
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
DMSO : 125 mg/mL (487.80 mM; Need ultrasonic)
form 
powder
pka
7.71±0.40(Predicted)
color 
White
BRN 
359378
InChIKey
FURUXTVZLHCCNA-AWEZNQCLSA-N
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Safety Information

WGK Germany 
3
HS Code 
29329990
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LIQUIRITIGENIN Usage And Synthesis

Description

Liquiritigenin is an active estrogenic component in extracts of Glycyrrhizae radix. Glycyrrhizae radix (G. radix, licorice, liquorice) is frequently used for life-enhancing properties, for the treatment of injury or swelling, for detoxification in traditional Oriental medicine, as well as a food supplement in many of the countries in the world.  Liquiritigenin is a selective estrogen receptor-β (ERβ) agonist.  Liquiritigenin activates multiple ER regulatory elements and native target genes with ERβ but not ERα. The ERβ-selectivity of liquiritigenin is due to the selective recruitment of the coactivator steroid receptor coactivator-2 to target genes.
As the targeting ERβ is associated with anti-inflammatory effects, liquiritigenin exerts anti-inflammatory effects. Liquiritigenin is also reported to antihyperlipidemic, antiallergic and antihepatocellular carcinoma effects.

References

[1] J. E. Mersereau, N. Levy, R. E. Staub, S. Baggett, T. Zogric, S. Chow, W. A. Ricke, M. Tagliaferri, I. Cohen, L. F. Bjeldanes (2008) Liquiritigenin is a plant-derived highly selective estrogen receptor β agonist, Molecular and Cellular Endocrinology, 283, 49-57
[2] Di Wang, Jiahui Lu, Yan Liu, Qingfan Meng, Jing Xie, Zhenzuo Wang,Lesheng Teng (2014) Liquiritigenin Induces Tumor Cell Death through Mitogen-Activated Protein Kinase- (MPAKs-) Mediated Pathway in Hepatocellular Carcinoma Cells, BioMed Research International, 2014, Article ID 965316

Uses

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

Definition

ChEBI: A dihydroxyflavanone compound having the two hydroxy substituents at the 4'- and 7-positions. Isolated from the root of Glycyrrhizae uralensis, it is a selective agonist for oestrogen receptor beta.

General Description

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

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.

Purification Methods

It crystallises from aqueous 50% EtOH. [Beilstein 18 III/IV 1780, 18/4 V 82.]

LIQUIRITIGENINSupplier

Shanghai JONLN Reagent Co., Ltd. Gold
Tel
400-0066400 13621662912
Email
422131432@qq.com
Products Intro
Product Name:(S)-7-Hydroxy-2-(4-hydroxyphenyl)chroman-4-one
CAS:578-86-9
Purity:HPLC>=98% Package:565RMB/ 20mg
Weifang Huazhi Biological Technology Co., Ltd. Gold
Tel
025-84430028 13815430202
Email
sale02@cqherb.com
Products Intro
Product Name:Liquiritigenin
CAS:578-86-9
Purity:98% Package:1g/袋/RMB 100
Nanjing puyi biotechnology co., LTD Gold
Tel
025-58886740; 13814510036
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927565933@qq.com
Products Intro
Product Name:Liquiritigenin
CAS:578-86-9
Purity:1%~99% HPLC Package:常规包装和以客户用量需求的各种包装
Nantong Feiyu Biological Technology CO.,LTD Gold
Tel
0513-68819626; 13813788405
Email
feiyubio2@163.com
Products Intro
Product Name:LIQUIRITIGENIN
CAS:578-86-9
Purity:98% Package:100g1kg
Nanjing Bencao Yikang Biotechnology Co., Ltd Gold
Tel
+86-025-69790911 18362932668
Email
522593521@qq.com
Products Intro
Product Name:Liquiritigenin
CAS:578-86-9
Purity:98% HPLC Package:根据客户需求包装