Isoliquiritigenin

Specifications / Handling

More Information
Product Details
Synonyms	ISL; GU 17; 4,2',4'-Trihydroxychalcone
Product Type	Chemical
Properties
Formula	C₁₅H₁₂O₄
MW	256.3
CAS	961-29-5
Source/Host Chemicals	Synthetic. Originally isolated from Glycyrrhiza sp.
Purity Chemicals	≥97% (HPLC)
Appearance	Yellow solid.
Solubility	Soluble in DMSO, methanol or ethanol.
InChi Key	DXDRHHKMWQZJHT-FPYGCLRLSA-N
Smiles	OC1=CC=C(\C=C\C(=O)C2=C(O)C=C(O)C=C2)C=C1
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

Description

Anticancer. Apoptosis inducer and cell proliferation inhibitor. Autophagy inducer.
Anti-angiogenic. VEGF/VEGFR-2 signaling inhibitor.
Antioxidant and antibacterial.
AMPK-mediated GSK3β inhibitor.
Anti-inflammatory. Inhibits translocation and activation of NF-κB by blocking phosphorylation and subsequent degradation of IκBα.
Downregulates TRIF-dependent signaling pathways of TLRs by inhibiting TBK1 kinase activity. Blocks LPS-induced TLR4/MD2 complex signaling.
NLRP3 inflammasome activation inhibitor. Inhibits NLRP3-activated ASC oligomerization.
Can block the NLRP3 inflammasome at both the priming step and the activation step.
H(2) histamine receptor signaling inhibitor.
Anti-diabetic. Antihyperglycemic.
Aldose reductase inhibitor.
Vasorelaxant. Soluble guanylyl cyclase activator.
GABAA receptor positive allosteric modulator.
Potent cystic fibrosis transmembrane conductance regulator (CFTR) inhibitor.
Shown to inhibit breast cancer stem cells through WIF1 demethylation.
Shows outstanding matrix properties for MALDI-TOF-MS analysis of oligosaccharides.
Antiviral
Reduces lung inflammation
Activator of Bone Morphogenetic Protein BMP signaling.

Product References

The potent anti-tumor-promoting agent isoliquiritigenin: S. Yamamoto, et al.; Carcinogenesis 12, 317 (1991)
Anti-platelet action of isoliquiritigenin, an aldose reductase inhibitor in licorice: M. Tawata, et al.; Eur. J. Pharmacol. 212, 87 (1992)
Vasorelaxant effect of isoliquiritigenin, a novel soluble guanylate cyclase activator, in rat aorta: S.M. Yu & S.C. Kuo; Br. J. Pharmacol. 114, 1587 (1995)
Antioxidant constituents from licorice roots: isolation, structure elucidation and antioxidative capacity toward LDL oxidation: J. Vaja, et al.; Free Radic. Biol. Med. 23, 302 (1997)
Isoliquiritigenin inhibits cell proliferation and induces apoptosis in human hepatoma cells: Y.L. Hsu, et al.; Planta Med. 71, 130 (2005)
Isoliquiritigenin induces apoptosis and cell cycle arrest through p53-dependent pathway in Hep G2 cells: Y.L. Hsu, et al.; Life Sci. 77, 279 (2005)
Isoliquiritigenin selectively inhibits H(2) histamine receptor signalling: D.C. Kim, et al.; Mol. Pharmacol. 70, 493 (2006)
Isoliquiritigenin inhibits IkappaB kinase activity and ROS generation to block TNF-alpha induced expression of cell adhesion molecules on human endothelial cells: S. Kumar, et al.; Biochem. Pharmacol. 73, 1602 (2007)
Suppression of the TRIF-dependent signaling pathway of toll-like receptors by isoliquiritigenin in RAW264.7 macrophages: S.J. Park, et al.; Mol. Cells 28, 365 (2009)
AMPK-mediated GSK3beta inhibition by isoliquiritigenin contributes to protecting mitochondria against iron-catalyzed oxidative stress: S.H. Choi, et al.; Biochem. Pharmacol. 79, 1352 (2010)
Isoliquiritigenin suppresses the Toll-interleukin-1 receptor domain-containing adapter inducing interferon-beta (TRIF)-dependent signaling pathway of Toll-like receptors by targeting TBK1: S.J. Park & H.S. Youn; J. Agric. Food Chem. 58, 4701 (2010)
Isoliquiritigenin, a chalcone compound, is a positive allosteric modulator of GABAA receptors and shows hypnotic effects: S. Cho, et al.; BBRC 413, 637 (2011)
Isoliquiritigenin (4,2',4'-trihydroxychalcone): a new matrix-assisted laser desorption/ionization matrix with outstanding properties for the analysis of neutral oligosaccharides: H. Yang, et al.; Anal. Chim. Acta 70, 45 (2011)
Novel action of the chalcone isoliquiritigenin as a cystic fibrosis transmembrane conductance regulator (CFTR) inhibitor: potential therapy for cholera and polycystic kidney disease: C. Muanprasat, et al.; J. Pharmacol. Sci. 118, 82 (2012)
Dietary compound isoliquiritigenin inhibits breast cancer neoangiogenesis via VEGF/VEGFR-2 signaling pathway: Z. Wang, et al.; PLoS One 8, e68566 (2013)
In vivo anti-diabetic activity of derivatives of isoliquiritigenin and liquiritigenin: T. Gaur, et al.; Phytomedicine 21, 415 (2014)
MicroRNA-25 regulates chemoresistance-associated autophagy in breast cancer cells, a process modulated by the natural autophagy inducer isoliquiritigenin: Z. Wang, et al.; Oncotarget 5, 7013 (2014)
Isoliquiritigenin is a potent inhibitor of NLRP3 inflammasome activation and diet-induced adipose tissue inflammation: H. Honda, et al.; J. Leukoc. Biol. 96, 1087 (2014)
Dietary compound isoliquiritigenin prevents mammary carcinogenesis by inhibiting breast cancer stem cells through WIF1 demethylation: N. Wang, et al.; Oncotarget 6, 9854 (2015)
A Review: The Pharmacology of Isoliquiritigenin: F. Peng, et al.; Phytother. Res. 29, 969 (2015)
The Flavonoid Isoliquiritigenin Reduces Lung Inflammation and Mouse Morbidity during Influenza Virus Infection: H. Traboulsi, et al.; Antimicrob. Agents Chemother. 59, 6317 (2015)

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