(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-methylpentanoate

• ChemBase ID: 169937
• Molecular Formular: C36H64O6Si2
• Molecular Mass: 649.06076
• Monoisotopic Mass: 648.42414283
• 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](CCC)C
• Canonical SMILES: CCC[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/C36H64O6Si2/c1-14-15-25(3)34(38)40-31-22-28(41-43(10,11)35(4,5)6)20-26-17-16-24(2)30(33(26)31)19-18-27-21-29(23-32(37)39-27)42-44(12,13)36(7,8)9/h16-17,20,24-25,27-31,33H,14-15,18-19,21-23H2,1-13H3/t24-,25-,27+,28+,29+,30-,31-,33-/m0/s1
• InChIKey: KVVLTROOHMLHLQ-RUDOQXHYSA-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-methylpentanoate
• 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-methylpentanoate
• Synonyms: 2-Methyl-pentanoic Acid [1S-[1α(R*),3β,7β,8β(2S*,4S*),8aβ]]-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-8-[2-[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; Homopravastatin Lactone Di-(tert-butyldimethylsilyl) Ether

Database IDs

• CAS Number: 159224-68-7
• PubChem SID: 162264069
• PubChem CID: 54016254

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 7.9919
• LogD (pH = 7.4): 7.9919
• Log P: 7.9919
• Molar Refractivity: 174.4029 cm^3
• Polarizability: 73.14213 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - H602910

Homopravastatin (H603000) derivative, an impurity of Pravastatin (P702000).

REFERENCES

• O'Connor, P., et al.: Br. Med. J., 300, 667 (1990)
• Vickers, S., et al.: Drug. Metab. Dispos., 18, 138 (1990)
• Ellison, D., et al.: Anal. Profiles Drug Subst. Excipients, 22, 359 (1990)
• Reddy, K., et al.: J. Pharm. Biomed. Anal., 32, 461(1990)