(1S,3S,7S,8S,8aR)-3-[(tert-butyldimethylsilyl)oxy]-8-{2-[(2R,4R)-4-[(tert-butyldimethylsilyl)oxy]-6-oxooxan-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate

• ChemBase ID: 176866
• Molecular Formular: C35H62O6Si2
• Molecular Mass: 635.03418
• Monoisotopic Mass: 634.40849277
• 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[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)OC(=O)[C@H](CC)C
• Canonical SMILES: CC[C@@H](C(=O)O[C@H]1C[C@@H](C=C2[C@H]1[C@@H](CC[C@H]1OC(=O)C[C@@H](C1)O[Si](C(C)(C)C)(C)C)[C@H](C=C2)C)O[Si](C(C)(C)C)(C)C)C
• InChI: InChI=1S/C35H62O6Si2/c1-14-23(2)33(37)39-30-21-27(40-42(10,11)34(4,5)6)19-25-16-15-24(3)29(32(25)30)18-17-26-20-28(22-31(36)38-26)41-43(12,13)35(7,8)9/h15-16,19,23-24,26-30,32H,14,17-18,20-22H2,1-13H3/t23-,24-,26+,27+,28+,29-,30-,32-/m0/s1
• InChIKey: SQMOQKQEYJNUJJ-CXNOCVNNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3S,7S,8S,8aR)-3-[(tert-butyldimethylsilyl)oxy]-8-{2-[(2R,4R)-4-[(tert-butyldimethylsilyl)oxy]-6-oxooxan-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate
• IUPAC Traditional name: (1S,3S,7S,8S,8aR)-3-[(tert-butyldimethylsilyl)oxy]-8-{2-[(2R,4R)-4-[(tert-butyldimethylsilyl)oxy]-6-oxooxan-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate
• Synonyms: (2S)-2-Methyl-butanoic Acid (1S,3S,7S,8S,8aR)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-8-[2-[(2R,4R)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,7,8,8a-hexahydro-7-methyl-1-naphthalenyl Ester; Pravastatin Lactone Di-(tert-butyldimethylsilyl) Ether

Database IDs

• CAS Number: 136980-32-0
• PubChem SID: 164232776
• PubChem CID: 15223763

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 7.5956
• LogD (pH = 7.4): 7.5956
• Log P: 7.5956
• Molar Refractivity: 169.8019 cm^3
• Polarizability: 71.301155 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Colorless Oil

DETAILS

Toronto Research Chemicals - P701195

Pravastatin Lactone (P701190) derivative, a metabolite of Pravastatin.

REFERENCES

• Boberg, M., et al.: Drug Metab. Dispos., 25, 321 (1997)
• Neuvonen, P., et al.: Clin. Pharmacol. Ther., 63, 332 (1997)
• Boyd, R., et al.: J. Clin. Pharmacol., 40, 91 (1997)