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

• ChemBase ID: 171140
• Molecular Formular: C25H38O7
• Molecular Mass: 450.56502
• Monoisotopic Mass: 450.26175356
• SMILES: [C@@H]1(CC(=CC2=C[C@H]([C@@H]([C@@H]([C@@H]12)CC[C@H]1OC(=O)C[C@@H](C1)O)C)OO)C)OC(=O)C(CC)(C)C
• Canonical SMILES: OO[C@@H]1C=C2C=C(C)C[C@@H]([C@@H]2[C@H]([C@H]1C)CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)C(CC)(C)C
• InChI: InChI=1S/C25H38O7/c1-6-25(4,5)24(28)31-21-10-14(2)9-16-11-20(32-29)15(3)19(23(16)21)8-7-18-12-17(26)13-22(27)30-18/h9,11,15,17-21,23,26,29H,6-8,10,12-13H2,1-5H3/t15-,17-,18-,19+,20-,21+,23+/m1/s1
• InChIKey: GORLEWXBBZEXHV-VVSCFXOTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,6S,7R,8S,8aR)-6-hydroperoxy-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
• IUPAC Traditional name: (1S,6S,7R,8S,8aR)-6-hydroperoxy-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
• Synonyms: 2,2-Dimethylbutanoic Acid (1S,6S,7R,8S,8aR)-1,2,6,7,8,8a-Hexahydro-6-hydroperoxy-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl Ester; 6(S)-Hydroperoxy Simvastatin

Database IDs

• CAS Number: 149949-01-9
• PubChem SID: 164227050
• PubChem CID: 21728612

CALCULATED PROPERTIES

• Acid pKa: 11.710893
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.7110212
• LogD (pH = 7.4): 3.7110002
• Log P: 3.7110214
• Molar Refractivity: 120.2055 cm^3
• Polarizability: 47.60519 Å^3
• Polar Surface Area: 102.29 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H952180

6(S)-Hydroperoxy Simvastatin is the oxidative degradation product of Simvastatin (S485000).