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| DIOSMETIN Basic information |
| Product Name: | DIOSMETIN | | Synonyms: | 3',5,7-TRIHYDROXY-4'METHOXYFLAVONE;4'-METHOXY-5,7,3'-TRIHYDROXYFLAVONE;4-METHOXY-5,7,3'-TRIHYDROXYFLAVONE;5,7,3'-TRIHYDROXY-4'-METHOXYFLAVONE;DIOSMETIN;5,7-Dihydroxy-2-[3-hydroxy-4-methoxyphenyl]-[4H]-1-benzopyran-4-one;4'-Methylluteolin;Diosmetine | | CAS: | 520-34-3 | | MF: | C16H12O6 | | MW: | 300.26 | | EINECS: | 208-291-8 | | Product Categories: | Inhibitors;CITRIMORE;Tetra-substituted Flavones;Intermediates & Fine Chemicals;Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;reagent;Metabolites & Impurities;Pharmaceuticals | | Mol File: | 520-34-3.mol |
| DIOSMETIN Chemical Properties |
| Melting point | 256-258°C | | Boiling point | 576.7±50.0 °C(Predicted) | | density | 1.512±0.06 g/cm3(Predicted) | | vapor pressure | 0Pa at 20℃ | | storage temp. | Sealed in dry,2-8°C | | solubility | DMSO: soluble1mg/mL, clear, light yellow to yellow | | pka | 6.50±0.40(Predicted) | | form | neat | | color | light yellow to yellow | | Water Solubility | 19μg/L at 20℃ | | BRN | 294492 | | Stability: | Hygroscopic | | InChIKey | MBNGWHIJMBWFHU-UHFFFAOYSA-N | | LogP | 3.1 at 20℃ | | CAS DataBase Reference | 520-34-3(CAS DataBase Reference) |
| DIOSMETIN Usage And Synthesis |
| Chemical Properties | Yellow Powder | | Uses | Diosmetin (Diosmin EP Impurity F) is a metabolite of Apigenin. Antibacterial. | | Uses | A metabolite of Apigenin. Antibacterial | | Definition | ChEBI: A monomethoxyflavone that is the 4'-methyl ether derivative of luteolin. | | Flammability and Explosibility | Notclassified | | Biological Activity | diosmetin (dio) is an agonist of the aryl hydrocarbon receptor (ahr). it potently inhibited the enzyme activity of cytochrome p450 1a1 (cyp1a1) in a dose-dependent manner with an ic50 value of approximately 30 nm, in microsomes from mcf-7 cells [1].ahr belongs to the per, arnt, sim/basic-helix-loop-helix superfamily of ligand-activated transcription factors. ahr mediates the toxic effects of polycyclic aromatic hydrocarbons, 2,3,7,8-tetrachlorodibenzo-p-dioxin (tcdd) and polychlorinated biphenyls. these chemicals all bind to ahr, and result in the activation of a battery of genes, including the cytochromes p450 cyp1a1, cyp1a2, and cyp1b1 [2].in mcf-7 cells, at 24 h after the incubation of diosmetin, cyp1a1 mrna was increased in a dose-dependent manner. in mcf-7 cells, diosmetin at 2.5 μm modestly increased cyp1a1 enzyme activity, with an activity increase in cells, while diosmetin at 5 μm did not increase the enzyme activity compared to controls in cells. compared with controls, diosmetin dose-dependently increased the capacity of nuclear extracts to bind an oligonucleotide containing the ahr-binding sequence of cyp1a1 [1].in the presence of cyp1a inhibitor, the concentration of diosmetin ranged from 25 μm at 0 h to 22 μm. in the absence of cyp1a inhibitor, the concentration of diosmetin ranged from 25 μm at 0 h to 15 μm [3].no in vivo result from the administration of diosmetin had been found. | | references | [1]. ciolino hp, wang tt and yeh gc. diosmin and diosmetin are agonists of the aryl hydrocarbon receptor that differentially affect cytochrome p450 1a1 activity. cancer res, 1998, 58(13):2754-60.[2]. gonzalez fj and fernandez-salguero p. the aryl hydrocarbon rreceptor studies using the ahr-null mice. drug metabolism and disposition, 1998, 26(12): 1194-1198.[3]. androutsopoulos vp and spandidos da. the flavonoids diosmetin and luteolin exert synergistic cytostatic effects in human hepatoma hepg2 cells via cyp1a-catalyzed metabolism, activation of jnk and erk and p53/p21 up-regulation. j nutr biochem, 2013, 24(2):496-504. |
| DIOSMETIN Preparation Products And Raw materials |
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