| Synonyms |
2'-F-2'-C-Me-dUTP.4Na; (2'R)-2'-Deoxy-2'-fluoro-2'-methyluridine 5'-(tetrahydrogen triphosphate) sodium salt; GS 461203 sodium salt; PSI 7409 sodium salt; Sofosbuvir triphosphate sodium salt; Sofosbuvir-TP sodium salt; PSI-7409 tetrasodium; Uridine 5'-(tetrahydrogen triphosphate), 2'-deoxy-2'-fluoro-2'-methyl-, sodium salt (1:4), (2'R)- |
| IUPAC Name |
tetrasodium;[[[(2R,3R,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate |
| Molecular Weight |
588.09 |
| Molecular Formula |
C10H12FN2Na4O14P3 |
| Canonical SMILES |
CC1(C(C(OC1N2C=CC(=O)NC2=O)COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O)F.[Na+].[Na+].[Na+].[Na+] |
| InChI |
InChI=1S/C10H16FN2O14P3.4Na/c1-10(11)7(15)5(25-8(10)13-3-2-6(14)12-9(13)16)4-24-29(20,21)27-30(22,23)26-28(17,18)19;;;;/h2-3,5,7-8,15H,4H2,1H3,(H,20,21)(H,22,23)(H,12,14,16)(H2,17,18,19);;;;/q;4*+1/p-4/t5-,7-,8-,10-;;;;/m1..../s1 |
| InChIKey |
MEVRFPOAFPAGDY-DLULJLDFSA-J |
| Purity |
≥95% by HPLC |
| Solubility |
Soluble in DMSO |
| Appearance |
White to off-white solid |
| Storage |
Store at -20 °C |
| In Vitro |
PSI-7409 tetrasodium is an active 5'-triphosphate metabolite, inhibiting HCV NS5B polymerases, with IC50s of 1.6, 2.8, 0.7 and 2.6 μM for GT 1b_Con1, GT 2a_JFH1, GT 3a, and GT 4a NS5B polymerases, respectively. PSI-7409 also weakly inhibits human DNA polymerase α, with an IC50 of 550 μM, but shows no inhibition on DNA Pol β and γ. In clone A cells, the levels of PSI-7409 gradually increases to a maximum concentration of about 25 μM over a period of 48 h. PSI-7409 forms at a much faster rate in primary human hepatocytes, achieving a maximum intracellular concentration of ~100 μM at 4 h and remains at that concentration for 48 h. |
| Target |
IC50: 1.6 μM (GT 1b_Con1), 2.8 μM (GT 2a_JFH1), 0.7 μM (GT 3a), 2.6 μM (GT 4a) |
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