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Merck

I3766

Sigma-Aldrich

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

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

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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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Kunden haben sich ebenfalls angesehen

S M Yu et al.
British journal of pharmacology, 114(8), 1587-1594 (1995-04-01)
1. The vasorelaxant activity of isoliquiritigenin, isolated from Dalbergia odorifera T, was investigated in the phenylephrine-precontracted rat aorta by measuring tension, guanylate and adenylate cyclase activities, guanosine 3':5'-cyclic monophosphate (cyclic GMP) and adenosine 3':5'-cyclic monophosphate (cyclic AMP) levels. 2. Isoliquiritigenin
Small molecule modifier screen for kit-dependent functions in zebrafish embryonic melanocytes
Hultman KA, et al.
Zebrafish, 5(4), 279-287 (2008)
Suengmok Cho et al.
Biochemical and biophysical research communications, 413(4), 637-642 (2011-09-29)
Isoliquiritigenin (ILTG) is a chalcone compound and has valuable pharmacological properties such as antioxidant, anti-inflammatory, anticancer, and antiallergic activities. Recently, the anxiolytic effect of ILTG has been reported; however, its action mechanism and hypnotic activity have not yet been demonstrated.
Isoliquiritigenin regulates the circ_0002860/miR-431-5p/RAB9A axis to function as a tumor inhibitor in melanoma.
Wu, et al.
Journal of Venomous Animals and Toxins including Tropical Diseases, 29, e20220019-e20220019 (2023)
Gang Chen et al.
Apoptosis : an international journal on programmed cell death, 17(1), 90-101 (2011-10-01)
Previous studies, including those from our laboratory, have demonstrated that isoliquiritigenin (ISL), a flavonoid isolated from licorice, is a promising cancer chemotherapeutic agent. However the mechanisms underlying its anticancer effects are still far from clear. We now show, for the

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