sodium (3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(3-hydroxy-2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate

• ChemBase ID: 171303
• Molecular Formular: C25H39NaO7
• Molecular Mass: 474.56273
• Monoisotopic Mass: 474.25934787
• SMILES: [C@@H]1(C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H](O)C[C@H](CC(=O)[O-])O)C)OC(=O)C(C(O)C)(C)C.[Na+]
• Canonical SMILES: O[C@@H](C[C@H](CC(=O)[O-])O)CC[C@H]1[C@@H](C)C=CC2=C[C@@H](C[C@@H]([C@H]12)OC(=O)C(C(O)C)(C)C)C.[Na+]
• InChI: InChI=1S/C25H40O7.Na/c1-14-10-17-7-6-15(2)20(9-8-18(27)12-19(28)13-22(29)30)23(17)21(11-14)32-24(31)25(4,5)16(3)26;/h6-7,10,14-16,18-21,23,26-28H,8-9,11-13H2,1-5H3,(H,29,30);/q;+1/p-1/t14-,15-,16?,18+,19+,20-,21-,23-;/m0./s1
• InChIKey: ZPJKYDOIVNLPOY-OUGLAQDPSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(3-hydroxy-2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• IUPAC Traditional name: sodium (3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(3-hydroxy-2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• Synonyms: 3''-Hydroxy Simvastatin Acid Sodium Salt

Database IDs

• PubChem SID: 164227213
• PubChem CID: 71749341

CALCULATED PROPERTIES

• Acid pKa: 4.212299
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.1779126
• LogD (pH = 7.4): -0.54008526
• Log P: 2.4849653
• Molar Refractivity: 133.6052 cm^3
• Polarizability: 47.89424 Å^3
• Polar Surface Area: 127.12 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 113-119°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H953515

A metabolite of Simvastatin.