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HomeProduct name listIsoliquiritigenin

Isoliquiritigenin

Synonym(s):(E)-1-(2,4-Dihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one;4,2′,4′-Trihydroxychalcone

  • CAS NO.:961-29-5
  • Empirical Formula: C15H12O4
  • Molecular Weight: 256.25
  • MDL number: MFCD00075907
  • EINECS: 607-884-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-13 17:19:14
Isoliquiritigenin Structural

What is Isoliquiritigenin?

Chemical properties

Yellow solid

The Uses of Isoliquiritigenin

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 reduc

The Uses of Isoliquiritigenin

aldose reductase inhibitor, antineoplastic, antiinflammatory

The Uses of Isoliquiritigenin

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.

What are the applications of Application

Isoliquiritigenin is a GCS (soluble guanylyl cyclase) activator

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

Properties of Isoliquiritigenin

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
CAS DataBase Reference 961-29-5(CAS DataBase Reference)

Safety information for Isoliquiritigenin

Signal word Warning
Pictogram(s)
ghs
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.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for Isoliquiritigenin

InChIKey DXDRHHKMWQZJHT-FPYGCLRLSA-N

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