CAS 548-76-5|Irigenin

Introduction:Basic information about CAS 548-76-5|Irigenin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameIrigenin
CAS Number548-76-5Molecular Weight360.31500
Density1.461g/cm3Boiling Point646.1ºC at 760mmHg
Molecular FormulaC18H16O8Melting Point189-192ºC
MSDS/Flash Point237.7ºC

Names

Nameirigenin
SynonymMore Synonyms

Irigenin BiologicalActivity

DescriptionIrigenin 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].
Related CatalogResearch Areas >>CancerSignaling Pathways >>Cytoskeleton >>Integrin
In VitroIrigenin 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.

Chemical & Physical Properties

Density1.461g/cm3
Boiling Point646.1ºC at 760mmHg
Melting Point189-192ºC
Molecular FormulaC18H16O8
Molecular Weight360.31500
Flash Point237.7ºC
Exact Mass360.08500
PSA118.59000
LogP2.60260
Index of Refraction1.649
InChIKeyTUGWPJJTQNLKCL-UHFFFAOYSA-N
SMILESCOc1cc(-c2coc3cc(O)c(OC)c(O)c3c2=O)cc(O)c1OC
Storage condition2-8C

Safety Information

HS Code2914509090

Customs

HS Code2914509090
SummaryHS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

Synonyms

5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-4-one
7,5,3'-Trihydroxy-6,4',5'-trimethoxyisoflavon
5,7,3'-trihydroxy-6,4',5'-trimethoxyisoflavone
Irigenin
EINECS 208-958-3
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