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

• ChemBase ID: 170909
• 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]1C[C@H](CC(=O)O1)O)CO)OC(=O)C(CC)(C)C
• Canonical SMILES: OC[C@@H]1C[C@H](OC(=O)C(CC)(C)C)[C@H]2C(=C1)C=C[C@@H]([C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)C
• InChI: InChI=1S/C25H38O6/c1-5-25(3,4)24(29)31-21-11-16(14-26)10-17-7-6-15(2)20(23(17)21)9-8-19-12-18(27)13-22(28)30-19/h6-7,10,15-16,18-21,23,26-27H,5,8-9,11-14H2,1-4H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1
• InChIKey: ATPFRGQBOVFFQM-HGQWONQESA-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-(hydroxymethyl)-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
• IUPAC Traditional name: (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3-(hydroxymethyl)-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
• Synonyms: 2,2-Dimethylbutanoic Acid [1S-[1α,3α,7α,8β(2S*,4S*),8aβ]]-1,2,3,7,8,8a-hexahydro-3-(hydroxymethyl)-7-methyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl Ester; 6'-Hydroxymethyl Simvastatin

Database IDs

• CAS Number: 114883-29-3
• PubChem SID: 164226819
• PubChem CID: 14373163

CALCULATED PROPERTIES

• Acid pKa: 14.7984705
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.0994763
• LogD (pH = 7.4): 3.0994763
• Log P: 3.0994763
• Molar Refractivity: 119.5351 cm^3
• Polarizability: 46.89067 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Pale Orange Solid
• Melting Point: 77-80°C

Safety Information

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

DETAILS

Toronto Research Chemicals - H948355

A metabolite of Simvastatin.