sodium (2E,5S)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-5-hydroxyhept-2-enoate

• ChemBase ID: 165703
• Molecular Formular: C25H37NaO5
• Molecular Mass: 440.54805
• Monoisotopic Mass: 440.25386857
• SMILES: C1[C@H](C=C2[C@H]([C@H]1OC(=O)C(CC)(C)C)[C@H]([C@H](C=C2)C)CC[C@@H](C/C=C/C(=O)[O-])O)C.[Na+]
• Canonical SMILES: CCC(C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@@H](C/C=C/C(=O)[O-])O)[C@H](C=C2)C)(C)C.[Na+]
• InChI: InChI=1S/C25H38O5.Na/c1-6-25(4,5)24(29)30-21-15-16(2)14-18-11-10-17(3)20(23(18)21)13-12-19(26)8-7-9-22(27)28;/h7,9-11,14,16-17,19-21,23,26H,6,8,12-13,15H2,1-5H3,(H,27,28);/q;+1/p-1/b9-7+;/t16-,17-,19+,20-,21-,23-;/m0./s1
• InChIKey: CBQDOHYZGFYLBS-GLWBTXGSSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2E,5S)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-5-hydroxyhept-2-enoate
• IUPAC Traditional name: sodium (2E,5S)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-5-hydroxyhept-2-enoate
• Synonyms: (2E,5R)-7-[(1S,2S,6R,8S,8aR)-8-(2,2-dimethyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydro-2,6-dimethyl-1-naphthalenyl]-5-hydroxy-2-heptenoic Acid Sodium Salt; 2,3-Dehydro Simvastatin Acid Sodium Salt

Database IDs

• CAS Number: 393825-04-2
• PubChem SID: 162259836
• PubChem CID: 71315349

CALCULATED PROPERTIES

• Acid pKa: 4.475784
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.03305
• LogD (pH = 7.4): 2.2666984
• Log P: 5.0951586
• Molar Refractivity: 131.6341 cm^3
• Polarizability: 46.377007 Å^3
• Polar Surface Area: 86.66 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Light Beige Solid
• Melting Point: 90-95°C

Safety Information

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

DETAILS

Toronto Research Chemicals - D230550

An impurity arising in the synthesis of Simvastatin.