calcium (3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate (3S,5R,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate

• ChemBase ID: 72872
• Molecular Formular: C44H54CaF2N6O12S2
• Molecular Mass: 1001.1373664
• Monoisotopic Mass: 1000.28351062
• SMILES: n1c(nc(c(c1C(C)C)/C=C/[C@@H](O)C[C@H](CC(=O)[O-])O)c1ccc(cc1)F)N(S(=O)(=O)C)C.n1c(nc(c(c1C(C)C)/C=C/[C@H](O)C[C@@H](CC(=O)[O-])O)c1ccc(cc1)F)N(S(=O)(=O)C)C.[Ca+2]
• Canonical SMILES: O[C@@H](C[C@H](CC(=O)[O-])O)/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C.O[C@H](C[C@@H](CC(=O)[O-])O)/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C.[Ca+2]
• InChI: InChI=1S/2C22H28FN3O6S.Ca/c2*1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32;/h2*5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30);/q;;+2/p-2/b2*10-9+;/t2*16-,17-;/m10./s1
• InChIKey: LALFOYNTGMUKGG-URTGBYLHSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: calcium (3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate (3S,5R,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate
• IUPAC Traditional name: calcium(2+) (3R,5S,6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethanesulfonamido)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate (3S,5R,6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethanesulfonamido)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate
• Synonyms: Crestor; Rosuvastatin calcium

Database IDs

• CAS Number: 147098-20-2
• PubChem SID: 162037793
• PubChem CID: 12136802

CALCULATED PROPERTIES

• Acid pKa: 4.0000324
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.4135099
• LogD (pH = 7.4): -1.2360909
• Log P: 1.9229605
• Molar Refractivity: 132.2754 cm^3
• Polarizability: 48.024193 Å^3
• Polar Surface Area: 143.75 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2169

Research Area: Cardiovascular Disease
Biological Activity:
Rosuvastatin (Crestor) is a member of the drug class of statins, used to treat high cholesterol and related conditions, and to prevent cardiovascular disease. Rosuvastatin is a competitive inhibitor of the enzyme HMG-CoA reductase, having a mechanism of action similar to that of other statins. Its approximate elimination half life is 19 hours and its time to peak plasma concentration is reached in 3–5 hours following oral administration. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Rosuvastatin_calcium