(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 3-hydroxy-2,2-dimethylbutanoate

• ChemBase ID: 171302
• Molecular Formular: C25H38O6
• Molecular Mass: 434.56562
• Monoisotopic Mass: 434.26683894
• SMILES: [C@@H]1(C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@H]1OC(=O)C[C@@H](C1)O)C)OC(=O)C(C(O)C)(C)C
• Canonical SMILES: O[C@@H]1C[C@@H](CC[C@H]2[C@@H](C)C=CC3=C[C@@H](C[C@@H]([C@H]23)OC(=O)C(C(O)C)(C)C)C)OC(=O)C1
• InChI: InChI=1S/C25H38O6/c1-14-10-17-7-6-15(2)20(9-8-19-12-18(27)13-22(28)30-19)23(17)21(11-14)31-24(29)25(4,5)16(3)26/h6-7,10,14-16,18-21,23,26-27H,8-9,11-13H2,1-5H3/t14-,15-,16?,18+,19+,20-,21-,23-/m0/s1
• InChIKey: MTOKLGKFIIZWRP-MKBQVXGESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 3-hydroxy-2,2-dimethylbutanoate
• IUPAC Traditional name: (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 3-hydroxy-2,2-dimethylbutanoate
• Synonyms: 3-Hydroxy-2,2-dimethylbutanoic Acid 1,2,3,7,8,8a-Hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl Ester; 3''-Hydroxy Simvastatin

Database IDs

• CAS Number: 126313-98-2
• PubChem SID: 164227212
• PubChem CID: 45039526

CALCULATED PROPERTIES

• Acid pKa: 14.51711
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.1494365
• LogD (pH = 7.4): 3.1494365
• Log P: 3.1494365
• Molar Refractivity: 119.2759 cm^3
• Polarizability: 46.89067 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 57-62°C

Safety Information

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

DETAILS

Toronto Research Chemicals - H953510

A metabolite of Simvastatin.