(1S,3R,7S,8S,8aR)-3,7-dimethyl-8-{2-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate

• ChemBase ID: 165702
• Molecular Formular: C25H36O4
• Molecular Mass: 400.55094
• Monoisotopic Mass: 400.26135963
• SMILES: [C@@H]1(C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]1CC=CC(=O)O1)C)OC(=O)C(CC)(C)C
• Canonical SMILES: CCC(C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@@H]1CC=CC(=O)O1)[C@H](C=C2)C)(C)C
• InChI: InChI=1S/C25H36O4/c1-6-25(4,5)24(27)29-21-15-16(2)14-18-11-10-17(3)20(23(18)21)13-12-19-8-7-9-22(26)28-19/h7,9-11,14,16-17,19-21,23H,6,8,12-13,15H2,1-5H3/t16-,17-,19-,20-,21-,23-/m0/s1
• InChIKey: BIYWBTKPNWCYHM-RLSQPJRHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,7S,8S,8aR)-3,7-dimethyl-8-{2-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
• IUPAC Traditional name: (1S,3R,7S,8S,8aR)-3,7-dimethyl-8-{2-[(2R)-6-oxo-2,3-dihydropyran-2-yl]ethyl}-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
• Synonyms: 2,2-Dimethylbutanoic Acid (1S,3R,7S,8S,8aR)-8-[2-[(2R)-3,6-Dihydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-1-naphthalenyl Ester; Dehydro Simvastatin

Database IDs

• CAS Number: 210980-68-0
• PubChem SID: 162259835
• PubChem CID: 58855087

CALCULATED PROPERTIES

• Acid pKa: 17.274105
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.9929633
• LogD (pH = 7.4): 5.9929633
• Log P: 5.9929633
• Molar Refractivity: 117.3048 cm^3
• Polarizability: 45.392086 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White Low Melting Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D230545

Simvastatin (S485000) impurity.

REFERENCES

• Carlucci, G., et al.: J. Pharm. Biomed. Anal., 10, 693 (1992)
• Nagarajan, R., et al.: Langmuir, 16, 6400 (1992)
• Wang, L., et al.: J. Pharm. Biomed. Anal., 21, 1243 (1992)