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Irigenin

  Cat. No.:  DC23051   Featured
Chemical Structure
548-76-5
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More than 5000 active chemicals with high quality for research!
Field of application
Irigenin, an α-glucosidase inhibitor, which has anti-inflammatory, anti-cancer, and anti-metastatic effects. Irigenin can inhibit the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase (COX)-2 proteins and mRNAs without an appreciable
Cas No.: 548-76-5
Chemical Name: Irigenin
Synonyms: 4H-1-Benzopyran-4-one,5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-;5,7-Dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4H-1-benzopyran-4-one;5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4-benzopyrone;5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-4-one;irigenin;5,7,3'-trihydroxy-6,4',5'-trimethoxyisoflavone;7,5,3'-Trihydroxy-6,4',5'-trimethoxyisoflavon;EINECS 208-958-3;6O4NX37350;5,7,3'-Trimethoxy-6,4',5'-trimethoxyisoflavone;9569AF;LMPK12050417;AK554317;C17957;5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-me
SMILES: O1C([H])=C(C(C2C(=C(C(=C([H])C1=2)O[H])OC([H])([H])[H])O[H])=O)C1=C([H])C(=C(C(=C1[H])OC([H])([H])[H])OC([H])([H])[H])O[H]
Formula: C18H16O8
M.Wt: 360.3148
Purity: >98%
Sotrage: 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO
Description: Irigenin is a is a lead compound, and mediates its anti-metastatic effect by specifically and selectively blocking α9β1 and α4β1 integrins binding sites on C-C loop of Extra Domain A (EDA). Irigenin shows anti-cancer properties. It sensitizes TRAIL-induced apoptosis via enhancing pro-apoptotic molecules in gastric cancer cells[1].
In Vitro: Irigenin specifically targets α9β1 and α4β1 integrin binding sites on Extra Domain A (EDA) comprising LEU46, PHE47, PRO48, GLU58, LEU59 and GLN60 in its C-C loop. Irigenin binds to the C-C loop of EDA, thereby blocking its interaction with integrins on the cell surface and thus abrogating subsequent Epithelial-Mesenchymal transition[1].
References: [1]. Amin A, et al. Irigenin, a novel lead from Western Himalayan chemiome inhibits Fibronectin-Extra Domain A induced metastasis in Lung cancer cells. Sci Rep. 2016 Nov 16;6:37151. [2]. Xu Y, et al. Irigenin sensitizes TRAIL-induced apoptosis via enhancing pro-apoptotic molecules in gastric cancer cells. Biochem Biophys Res Commun. 2018 Feb 12;496(3):998-1005.
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