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

• ChemBase ID: 171924
• Molecular Formular: C53H80O10
• Molecular Mass: 877.1963
• Monoisotopic Mass: 876.57514876
• SMILES: C1[C@H](C=C2[C@H]([C@H]1OC(=O)C(C)(C)CC)[C@H]([C@H](C=C2)C)CC[C@@H]1C[C@H](CC(=O)O[C@@H]2C[C@H](OC(=O)C2)CC[C@H]2[C@H](C=CC3=C[C@@H](C[C@@H]([C@H]23)OC(=O)C(C)(C)CC)C)C)OC(O1)(C)C)C
• Canonical SMILES: CCC(C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@H]1OC(=O)C[C@@H](C1)OC(=O)C[C@H]1C[C@@H](CC[C@H]3[C@@H](C)C=CC4=C[C@@H](C[C@@H]([C@H]34)OC(=O)C(CC)(C)C)C)OC(O1)(C)C)[C@H](C=C2)C)(C)C
• InChI: InChI=1S/C53H80O10/c1-13-51(7,8)49(56)60-43-25-31(3)23-35-17-15-33(5)41(47(35)43)21-19-37-27-39(29-45(54)58-37)59-46(55)30-40-28-38(62-53(11,12)63-40)20-22-42-34(6)16-18-36-24-32(4)26-44(48(36)42)61-50(57)52(9,10)14-2/h15-18,23-24,31-34,37-44,47-48H,13-14,19-22,25-30H2,1-12H3/t31-,32-,33-,34-,37+,38+,39+,40+,41-,42-,43-,44-,47-,48-/m0/s1
• InChIKey: LVCXYGQHYICBDT-UEYHUVCPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,7S,8S,8aR)-8-{2-[(4R,6R)-6-(2-{[(2R,4R)-2-{2-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-6-oxooxan-4-yl]oxy}-2-oxoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
• IUPAC Traditional name: (1S,3R,7S,8S,8aR)-8-{2-[(4R,6R)-6-(2-{[(2R,4R)-2-{2-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-6-oxooxan-4-yl]oxy}-2-oxoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
• Synonyms: 1,3-O-Isopropylidene Simvastatin Dimer Impurity

Database IDs

• PubChem SID: 164227834
• PubChem CID: 71749616

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 10.618827
• LogD (pH = 7.4): 10.618827
• Log P: 10.618827
• Molar Refractivity: 247.5738 cm^3
• Polarizability: 97.45131 Å^3
• Polar Surface Area: 123.66 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - I871150

An impurity of Simvastatin (Dimer).

REFERENCES

• Wang, L., et al.: J. Pharm. Biomed. Anal., 21, 1243 (2000)
• Srinivasu, M., et al.: J. Pharm. Biomed. Anal., 29, 715 (2000)
• Vuletic, M., et al.: J. Pharm. Biomed. Anal., 37, 715 (2000)