Isoliquiritigenin

AdipoGen Life Sciences
Product Code: AG-CN2-0459
CodeSizePrice
AG-CN2-0459-M01010 mg£125.00
Quantity:
AG-CN2-0459-M05050 mg£355.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
ISL; GU 17; 4,2',4'-Trihydroxychalcone
Appearance:
Yellow solid.
CAS:
961-29-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.
Hazards:
H315, H319, H335
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
Long Description:
Chemical. CAS: 961-29-5. Formula: C15H12O4. MW: 256.3. Synthetic. Originally isolated from Glycyrriza sp. Anticancer. Apoptosis inducer and cell proliferation inhibitor. Autophagy inducer. Anti-angiogenic. VEGF/VEGFR-2 signaling inhibitor. Antioxidant and antibacterial. AMPK-mediated GSK3beta inhibitor. Anti-inflammatory. Inhibits translocation and activation of NF-kappaB by blocking phosphorylation and subsequent degradation of IkappaBalpha. 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.
MDL:
MFCD00075907
Molecular Formula:
C15H12O4
Molecular Weight:
256.3
Package Type:
Vial
Precautions:
P261, P271, P280, P312
Product Description:
Anticancer. Apoptosis inducer and cell proliferation inhibitor. Autophagy inducer. Anti-angiogenic. VEGF/VEGFR-2 signaling inhibitor. Antioxidant and antibacterial. AMPK-mediated GSK3beta inhibitor. Anti-inflammatory. Inhibits translocation and activation of NF-kappaB by blocking phosphorylation and subsequent degradation of IkappaBalpha. 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.
Purity:
>97% (HPLC)
Signal word:
Warning
SMILES:
OC1=CC=C(C=CC(=O)C2=C(O)C=C(O)C=C2)C=C1
Solubility Chemicals:
Soluble in DMSO, methanol or ethanol.
Source / Host:
Synthetic. Originally isolated from Glycyrrhiza sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

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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