| Identification | More | [Name]
Isoliquiritigenin | [CAS]
961-29-5 | [Synonyms]
2',4',4-TRIHYDROXYCHALCONE
4,2',4'-TRIHYDROXYCHALCONE
(e)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one
ISOLIQUIRITIGENIN
ISOLIQUIRTIGENIN
2’,4,4’-trihydroxy-chalcon
4,4’-trihydroxychalcone(e)-2
4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-((e)-2-propen-1-on
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
2',4,4'-Trihydroxy-trans-chalcone | [EINECS(EC#)]
607-884-2 | [Molecular Formula]
C15H12O4 | [MDL Number]
MFCD00075907 | [Molecular Weight]
256.25 | [MOL File]
961-29-5.mol |
| Chemical Properties | Back Directory | [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 | [InChIKey]
DXDRHHKMWQZJHT-FPYGCLRLSA-N | [LogP]
3.110 (est) | [CAS DataBase Reference]
961-29-5(CAS DataBase Reference) |
| Hazard Information | Back Directory | [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 reduc | [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 |
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