Isoliquiritigenin

Isoliquiritigenin Basic information
Product Name:Isoliquiritigenin
Synonyms:gu17;Isqliquiritigenin;ISOLIQUIRTEGENIN (2',4,4'-TRIHYDROXYCHAL;ISOLIQUIRITIGENIN(P);ISOLIQUIRITIGENIN(RG);(E)-1-(2,4-Dihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one, 4,2μ,4μ-Trihydroxychalcone;Isoliquiritigenin,4,2',4'-Trihydroxychalcone;(E)-2',4,4'-Trihydroxychalcone
CAS:961-29-5
MF:C15H12O4
MW:256.25
EINECS:607-884-2
Product Categories:The group of Liquorice;sy;Chalcones;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
Mol File:961-29-5.mol
Isoliquiritigenin Structure
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
pka7.50±0.35(Predicted)
color yellow to orange
Sensitive Light Sensitive & Hygroscopic
BRN 1914296
InChIKeyDXDRHHKMWQZJHT-FPYGCLRLSA-N
LogP3.110 (est)
CAS DataBase Reference961-29-5(CAS DataBase Reference)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-37
WGK Germany 3
RTECS FL7080000
HS Code 29145090
MSDS Information
ProviderLanguage
SigmaAldrich English
Isoliquiritigenin Usage And Synthesis
Chemical PropertiesYellow solid
Usesaldose reductase inhibitor, antineoplastic, antiinflammatory
UsesIsoliquiritigenin (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.
DefinitionChEBI: 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 DescriptionIsoliquiritigenin 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 ActionsIsoliquiritigenin is a soluble guanylyl cyclase activator and possesses antitumor activity. It also possesses antioxidant, antiplatelet and estrogenic properties.
Anticancer ResearchIt 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 Preparation Products And Raw materials
LIQUIRITIGENIN Isoliquiritigenin LABOTEST-BB LT00244776 HOMOBUTEIN Glycyrrhizic acid FISETIN HYDRATE Apigenin Phenylacetone ROBINETIN 5,7-DIHYDROXY-3',4',5'-TRIMETHOXYFLAVONE DGL 2,2',4,4'-Tetrahydroxybenzophenone 3,4-Dihydroxyacetophenone 4'-Hydroxyacetophenone 1-Phenyl-2-nitropropene Benzil Tetraphenylcyclopentadienone Glycyrrhizine(R19,R21) 10-20%,13-20% HPLC

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