ChemicalBook--->CAS DataBase List--->961-29-5

961-29-5

961-29-5 Structure

961-29-5 Structure
IdentificationMore
[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 PropertiesBack 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
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[Risk Statements ]

36/37/38
[Safety Statements ]

26-37
[WGK Germany ]

3
[RTECS ]

FL7080000
[HS Code ]

29145090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

Isoliquiritigenin(961-29-5)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2',4,4'-Trihydroxychalcone, 97%(961-29-5)
[Sigma Aldrich]

961-29-5(sigmaaldrich)
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