sodium (3R,5S)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-bis(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoate hydrate

• ChemBase ID: 153261
• Molecular Formular: C26H35FNNaO6
• Molecular Mass: 499.5473732
• Monoisotopic Mass: 499.23461035
• SMILES: CC(C)c1c(c(c(c(n1)C(C)C)/C=C/[C@H](C[C@H](CC(=O)[O-])O)O)c1ccc(cc1)F)COC.O.[Na+]
• Canonical SMILES: COCc1c(c2ccc(cc2)F)c(/C=C/[C@H](C[C@H](CC(=O)[O-])O)O)c(nc1C(C)C)C(C)C.O.[Na+]
• InChI: InChI=1S/C26H34FNO5.Na.H2O/c1-15(2)25-21(11-10-19(29)12-20(30)13-23(31)32)24(17-6-8-18(27)9-7-17)22(14-33-5)26(28-25)16(3)4;;/h6-11,15-16,19-20,29-30H,12-14H2,1-5H3,(H,31,32);;1H2/q;+1;/p-1/t19-,20-;;/m1../s1
• InChIKey: NJHMEKXCHXHQPP-WUMQWIPTSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R,5S)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-bis(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoate hydrate
• IUPAC Traditional name: sodium (3R,5S)-7-[4-(4-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoate hydrate
• Synonyms: (3R,5S,6E)-7-[4-(4-Fluorophenyl)-5-(methoxymethyl)-2,6-bis(1-methylethyl)-3-pyridinyl]-3,5-dihydroxy-6-heptenoic acid sodium salt hydrate; Rivastatin hydrate; Cerivastatin sodium salt hydrate

Database IDs

• CAS Number: 143201-11-0(anhydrous)
• MDL Number: MFCD20488047
• PubChem SID: 162247400
• PubChem CID: 71311626

CALCULATED PROPERTIES

• Acid pKa: 4.0493016
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.5265858
• LogD (pH = 7.4): 1.146073
• Log P: 2.6681542
• Molar Refractivity: 137.6603 cm^3
• Polarizability: 49.652092 Å^3
• Polar Surface Area: 102.71 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥5 mg/mL
• Apperance: white to tan powder
• Optical Rotation: [α]/D +18 to +26° in ethanol

Safety Information

• Storage Condition: desiccated
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H33FNNaO5 · xH2O

DETAILS

Sigma Aldrich - SML0005

Biochem/physiol Actions
Cerivastatin sodium is an HMG-CoA reductase inhibitor. HMG-CoA is a key enzyme in the production of cholesterol.