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

• ChemBase ID: 170910
• Molecular Formular: C25H39NaO7
• Molecular Mass: 474.56273
• Monoisotopic Mass: 474.25934787
• SMILES: [C@@H]1(CC(C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H](O)C[C@H](CC(=O)[O-])O)CO)OC(=O)C(CC)(C)C.[Na+]
• Canonical SMILES: OCC1C[C@H](OC(=O)C(CC)(C)C)[C@H]2C(=C1)C=C[C@@H]([C@@H]2CC[C@H](C[C@H](CC(=O)[O-])O)O)C.[Na+]
• InChI: InChI=1S/C25H40O7.Na/c1-5-25(3,4)24(31)32-21-11-16(14-26)10-17-7-6-15(2)20(23(17)21)9-8-18(27)12-19(28)13-22(29)30;/h6-7,10,15-16,18-21,23,26-28H,5,8-9,11-14H2,1-4H3,(H,29,30);/q;+1/p-1/t15-,16?,18+,19+,20-,21-,23-;/m0./s1
• InChIKey: RXAZZPBMZAGLFJ-KYBYJIBGSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R,5R)-7-[(1S,2S,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-6-(hydroxymethyl)-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• IUPAC Traditional name: sodium (3R,5R)-7-[(1S,2S,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-6-(hydroxymethyl)-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• Synonyms: [1S-[1α(βS*,δR*),2α,6α,8β,8aα]]- 8-(2,2-Dimethyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-6-(hydroxymethyl)-2-methyl-1-naphthaleneheptanoic Acid Sodium Salt; 6'-Hydroxymethyl Simvastatin Acid Sodium Salt

Database IDs

• CAS Number: 134452-13-4
• PubChem SID: 164226820
• PubChem CID: 45039473

CALCULATED PROPERTIES

• Acid pKa: 4.212299
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.1279525
• LogD (pH = 7.4): -0.59004533
• Log P: 2.4350052
• Molar Refractivity: 133.8644 cm^3
• Polarizability: 47.89424 Å^3
• Polar Surface Area: 127.12 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Light Brown Solid
• Melting Point: >160°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - H948358

A metabolite of Simvastatin.