Introduction:Basic information about Isoliquiritigenin CAS 961-29-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Chalcones;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors |
| Mol File: | 961-29-5.mol |
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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 |
| Water Solubility | H2O: <0.1mg/mL methanol: 10mg/mL DMSO: 20mg/mL |
| Sensitive | Light Sensitive & Hygroscopic |
| BRN | 1914296 |
| Cosmetics Ingredients Functions | SKIN CONDITIONING - EMOLLIENT |
| InChI | InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+ |
| InChIKey | DXDRHHKMWQZJHT-FPYGCLRLSA-N |
| SMILES | C(C1=CC=C(O)C=C1O)(=O)/C=C/C1=CC=C(O)C=C1 |
| 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 |
| Storage Class | 11 - Combustible Solids |
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 Preparation Products And Raw materials