LIQUIRITIGENIN

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Description References

Product Name: LIQUIRITIGENIN
CAS No.: 578-86-9
Chemical Name: LIQUIRITIGENIN
Synonyms: liquirtigenin;(2S)-Liquiritigenin;Aids095895;Aids-095895;LIQUIRITIGENIN;S-liquiritigenin;LIQUIRITIGENIN(P);Glycyrrhizin R-19;Liquiritigenin-RM;(-)-Liquiritigenin
CBNumber: CB4434177
Molecular Formula: C15H12O4
Formula Weight: 256.25
MOL File: 578-86-9.mol

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LIQUIRITIGENIN Property

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

WGK Germany: 3
HS Code: 29329990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 78825
Product name: Liquiritigenin
Purity: ≥97.0% (HPLC)
Packaging: 10mg
Price: $281
Updated: 2024/03/01

Sigma-Aldrich

Product number: 78825
Product name: Liquiritigenin
Purity: ≥97.0% (HPLC)
Packaging: 50mg
Price: $745
Updated: 2024/03/01

Usbiological

Product number: 255689
Product name: Liquiritigenin
Packaging: 10mg
Price: $489
Updated: 2021/12/16

Usbiological

Product number: 300573
Product name: Liquiritigenin
Packaging: 20mg
Price: $390
Updated: 2021/12/16

TRC

Product number: L468820
Product name: Liquiritigenin
Packaging: 5mg
Price: $165
Updated: 2021/12/16

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LIQUIRITIGENIN Chemical Properties,Usage,Production

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.]

LIQUIRITIGENIN Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from LIQUIRITIGENIN manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: Liquiritigenin 578-86-9
Price: US $45.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 tons
Release date: 2024-12-05

Chongqing Zhihe Biopharmaceutical Co., Ltd.

Product: LIQUIRITIGENIN 578-86-9
Price: US $0.00-0.00/kg
Min. Order: 0.10000000149011612kg
Purity: 20%-98%HPLC
Supply Ability: 20tons
Release date: 2024-01-03

Hebei Weibang Biotechnology Co., Ltd

Product: LIQUIRITIGENIN 578-86-9
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-13

578-86-9, LIQUIRITIGENINRelated Search:

Ascorbic Acid Liguiritigenin-7-O-D-apiosyl-4’-O-D-glucoside LICOCHALCONE-A LIQUIRITIGENIN LIQUIRITIN(SH) ISOLIQUIRITIN isoliquiritin apioside Isoliquiritigenin Loratadine LICOCHALCONEC Licochalcone B Glepidotin A GLABRENE Glepidotin B 7-O-METHYL-LIQUIRITIGENIN 4'-Glucosyl-iso-liquiritigenin Glepidotin C 4'-Diglucosyl-iso-liquiritigenin

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)-

Aids095895

Aids-095895

4',7-DIHYDROXYFLAVANONE

7,4'-DIHYDROXYFLAVANONE

LIQUIRITIGENIN

LIQUIRITIGENIN(P)

LIQUIRITIGENIN WITH HPLC

Liquiritigenin (4',7-Dihydroxyflavanone)

good price Liquiritigenin 578-86-9

liquirtigenin

(S)-7-Hydroxy-2-(4-hydroxyphenyl)chroMan-4-one

Liquiritigenin (=7,4'-Dihydroxyflavanone)

(?)-Liquiritigenin Radix glycyrrhizae

Liquiritigenin, >=98%

Glycyrrhizin R-19

Liquiritigenin, 98%, from Glycyrrhiza uralensis Fisch.

LIQUIRITIGENIN USP/EP/BP

S-liquiritigenin

Liquiritigenin Glycyrrhiza extract

Licorice flavonogenin

Liquiritigenin HPLC

(-)-Liquiritigenin

Liquiritigenin-RM

578-86-9

576-86-9

Flavanones

chemical reagent

pharmaceutical intermediate

phytochemical

reference standards from Chinese medicinal herbs (TCM).

standardized herbal extract

578-86-9