LIQUIRITIGENIN

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

CAS NO.：578-86-9
Empirical Formula: C15H12O4
Molecular Weight: 256.25
MDL number: MFCD00287289
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-21 22:41:43

What is LIQUIRITIGENIN?

The Uses of LIQUIRITIGENIN

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.]

Properties of LIQUIRITIGENIN

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

Safety information for LIQUIRITIGENIN

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.