Isoliquiritigenin Chemical Properties

Melting point:

206-210°C

Boiling point:

504.0±42.0 °C(Predicted)

Density 

1.384±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

H₂O: <0.1 mg/mL

form 

powder

pka

7.50±0.35(Predicted)

color 

yellow to orange

Sensitive 

Light Sensitive & Hygroscopic

BRN 

1914296

InChIKey

DXDRHHKMWQZJHT-FPYGCLRLSA-N

LogP

3.110 (est)

CAS DataBase Reference

961-29-5(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-37

WGK Germany 

3

RTECS 

FL7080000

HS Code 

29145090

MSDS

• Language:English Provider:SigmaAldrich

Isoliquiritigenin Usage And Synthesis

Chemical Properties

Yellow solid

Uses

aldose reductase inhibitor, antineoplastic, antiinflammatory

Uses

Isoliquiritigenin (ISL) is a flavonoid found in licorice root and several other plants that displays antioxidant, anti-inflammatory, and antitumor activities as well as hepatoprotection against steatosis-induced oxidative stress. ISL induces quinone reductase-1, a phase II enzyme that deactivates radicals and electrophiles, with a concentration required to double activity (CD) value of 1.8 μM in murine hepatoma cells.

Definition

ChEBI: Isoliquiritigenin is a member of the class of chalcones that is trans-chalcone hydroxylated at C-2', -4 and -4'. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, a biological pigment, a NMDA receptor antagonist, a GABA modulator, a metabolite, an antineoplastic agent and a geroprotector. It is functionally related to a trans-chalcone. It is a conjugate acid of an isoliquiritigenin(1-).

General Description

Isoliquiritigenin is an aromatic ketone and belongs to the chalcone group of compound. It is derived from licorice and is a component in medicine and food.

Biochem/physiol Actions

Isoliquiritigenin is a soluble guanylyl cyclase activator and possesses antitumor activity. It also possesses antioxidant, antiplatelet and estrogenic properties.

Anticancer Research

It is extracted from Dipteryx odorata seeds, found to be active in induction of quininereductase, and thus prevents chemical carcinogenesis. In a dose- and time-dependentmanner, it significantly inhibits the proliferation of prostate cancer cells,and this isoliquiritigenin-induced cell cycle arrest and antiproliferative effects maybe manifested by growth arrest- and DNA damage-inducible gene 153 (GADD153).It induces apoptosis in prostate cancer cells through mitochondrial apoptosispathway in which mitochondrial membrane potential is disrupted, cytochrome-cand Smac/Diablo are released, and caspase-9 is activated. It is reported to enhancethe expression of universal inhibitor of cyclin-dependent kinases, p21CIP1/WAF1, in adose- and time-dependent manner in A549 human lung cancer cells (Kanazawaet al. 2003; Ii et al. 2004; Balunas and Kinghorn 2005; Jung et al. 2006).

storage

+4°C

Isoliquiritigenin(961-29-5)Related Product Information

• Isoliquiritigenin
• Glycyrrhizine(R19,R21) 10-20%,13-20% HPLC
• Tetraphenylcyclopentadienone
• LIQUIRITIGENIN
• Glycyrrhizic acid
• 2,2',4,4'-Tetrahydroxybenzophenone
• 1-Phenyl-2-nitropropene
• DGL
• Benzil
• 3,4-Dihydroxyacetophenone
• 4'-Hydroxyacetophenone
• Isocyclosporin A
• Potassium Phosphate Monobasic
• isoliquiritin apioside
• ISOLIQUIRITIN
• LIQUIRITIN(SH)
• LICOCHALCONE-A
• Liguiritigenin-7-O-D-apiosyl-4’-O-D-glucoside