trihydrate {[(3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoyl]oxy}calcio (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate

• ChemBase ID: 154585
• Molecular Formular: C66H74CaF2N4O13
• Molecular Mass: 1209.3875664
• Monoisotopic Mass: 1208.48463587
• SMILES: CC(C)c1c(c(c(n1CC[C@H](C[C@H](CC(=O)O[Ca]OC(=O)C[C@@H](C[C@@H](CCn1c(c(c(c1C(C)C)C(=O)Nc1ccccc1)c1ccccc1)c1ccc(cc1)F)O)O)O)O)c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1.O.O.O
• Canonical SMILES: O[C@@H](CC(=O)O[Ca]OC(=O)C[C@@H](C[C@@H](CCn1c(C(C)C)c(c(c1c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1)O)O)C[C@@H](CCn1c(C(C)C)c(c(c1c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1)O.O.O.O
• InChI: InChI=1S/2C33H35FN2O5.Ca.3H2O/c2*1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40;;;;/h2*3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40);;3*1H2/q;;+2;;;/p-2/t2*26-,27-;;;;/m11..../s1
• InChIKey: SHZPNDRIDUBNMH-NIJVSVLQSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: trihydrate {[(3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoyl]oxy}calcio (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate
• IUPAC Traditional name: trihydrate {[(3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5-dihydroxyheptanoyl]oxy}calcio (3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5-dihydroxyheptanoate
• Synonyms: Atorvastatin calcium salt trihydrate

Database IDs

• CAS Number: 134523-03-8(anhydrous)
• MDL Number: MFCD09752074
• PubChem SID: 162248723
• PubChem CID: 71311905

CALCULATED PROPERTIES

• Acid pKa: 11.523264
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 9.7154
• LogD (pH = 7.4): 9.715368
• Log P: 9.7154
• Molar Refractivity: 314.5416 cm^3
• Polarizability: 126.74392 Å^3
• Polar Surface Area: 201.58 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: white powder

Safety Information

• Storage Condition: protect from light
• German water hazard class: 3
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C33H34FN2O5 · 0.5 Ca · 1.5 H2O

DETAILS

Sigma Aldrich - PZ0001

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
Atorvastatin calcium salt trihydrate is a specific inhibitor of HMG-CoA reductase. HMG-CoA reductase is the enzyme that catalyzes the conversion of HMG-CoA to mevalonate, an early step in cholesterol biosynthesis. Atorvastatin is used in the treatment of hypercholesterolemia.