I3766
Isoliquiritigenin
powder
Synonym(s):
(E)-1-(2,4-Dihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one, 4,2′,4′-Trihydroxychalcone
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About This Item
Empirical Formula (Hill Notation):
C15H12O4
CAS Number:
Molecular Weight:
256.25
UNSPSC Code:
41106305
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1914296
Form:
powder
Quality level:
form
powder
Quality Level
color
yellow to orange
solubility
H2O: <0.1 mg/mL, methanol: 10 mg/mL, DMSO: 20 mg/mL
storage temp.
2-8°C
SMILES string
Oc1ccc(cc1)\C=C\C(=O)c2ccc(O)cc2O
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+
InChI key
DXDRHHKMWQZJHT-FPYGCLRLSA-N
Gene Information
rat ... Alox5(25290)
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.
Application
Isoliquiritigenin has been used:
- as a bone morphogenetic protein (BMP) agonist in zebrafish embryos
- as a guanylyl cyclase activator in zebrafish embryos
- to test its antitumor and antiviral effects against Epstein-Barr virus-associated gastric carcinoma
Biochem/physiol Actions
Isoliquiritigenin is a soluble guanylyl cyclase activator and possesses antitumor activity. It also possesses antioxidant, antiplatelet and estrogenic properties.
Features and Benefits
This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
Disclaimer
Photosensitive, hygroscopic
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Lei Yang et al.
Food chemistry, 138(1), 173-179 (2012-12-26)
An ionic liquid-based ultrasonic-assisted extraction (ILUAE) method had been used for the effective extraction of isoliquiritigenin (IQ), liquiritin (LQ) and glycyrrhizic acid (GA) from licorice. The ionic liquids with different cations and anions were investigated in this work and 0.5
Wdr68 mediates dorsal and ventral patterning events for craniofacial development
Alvarado E, et al.
PLoS ONE, 11(11), e0166984-e0166984 (2016)
Kai-Lee Wang et al.
Expert opinion on therapeutic targets, 17(4), 337-349 (2013-01-19)
Isoliquiritigenin (ISL) is a natural phenolic compound extracted from licorice. Previous studies have shown that ISL is a potent antioxidant with anti-inflammatory and antitumor activities. The anti-invasive activity of ISL was still unclear. The actual causes of death for most