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I3766
Isoliquiritigenin
powder
Synonym(e):
(E)-1-(2,4-Dihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-on, 4,2′,4′-Trihydroxychalkon
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About This Item
Empirische Formel (Hill-System):
C15H12O4
CAS-Nummer:
Molekulargewicht:
256.25
Beilstein:
1914296
MDL-Nummer:
UNSPSC-Code:
41106305
PubChem Substanz-ID:
NACRES:
NA.77
Empfohlene Produkte
Form
powder
Qualitätsniveau
Farbe
yellow to orange
Löslichkeit
H2O: <0.1 mg/mL
methanol: 10 mg/mL
DMSO: 20 mg/mL
Lagertemp.
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+
InChIKey
DXDRHHKMWQZJHT-FPYGCLRLSA-N
Angaben zum Gen
rat ... Alox5(25290)
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Allgemeine Beschreibung
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.
Anwendung
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. Wirkung
Isoliquiritigenin is a soluble guanylyl cyclase activator and possesses antitumor activity. It also possesses antioxidant, antiplatelet and estrogenic properties.
Leistungsmerkmale und Vorteile
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.
Vorsicht
Photosensitive, hygroscopic
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
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S Yamamoto et al.
Carcinogenesis, 12(2), 317-323 (1991-02-01)
A topical application of a chalcone derivative, 4,2',4'-trihydroxychalcone (isoliquiritigenin) inhibited epidermal ornithine decarboxylase (ODC) induction and ear edema formation, i.e. inflammation, caused by a topical application of 12-O-tetradecanoylphorbol-13-acetate (TPA) in CD-1 mice. In addition, isoliquiritigenin potently inhibited 7,12-dimethylbenz[alpha]anthracene (DMBA)-initiated and
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
M Tawata et al.
European journal of pharmacology, 212(1), 87-92 (1992-02-25)
The mechanism was studied by which isoliquiritigenin, a new aldose reductase inhibitor purified from licorice (Glycyrrhizae radix), inhibits platelet aggregation. This new agent significantly inhibited the phosphorylation of 40,000- and 20,000-dalton proteins, and inhibited the formation of 12 (S)-hydroxy-5,8,10-heptadecatrienoic acid
Xuan Yuan et al.
Journal of Asian natural products research, 14(8), 789-798 (2012-06-15)
This study focuses on the relationship between the apoptosis induced by isoliquiritigenin (ISL) and the production of reactive oxygen species (ROS). Cell viability was evaluated using sulforhodamine B assay. The apoptotic rate was determined via flow cytometry. Intracellular ROS level
Xuan Yuan et al.
Recent patents on anti-cancer drug discovery, 8(2), 191-199 (2012-09-12)
Isoliquiritigenin (ISL), a licorice chalconoid, is a bioactive agent with chemopreventive potential that has been patented for tumor treatment in China. This study investigated the mechanisms of ISL-induced apoptosis in ovarian carcinoma SKOV-3 cells. Cell viability was evaluated using a
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