(4R)-2-{2-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-6-oxooxan-4-yl (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate

• ChemBase ID: 172204
• Molecular Formular: C48H72O10
• Molecular Mass: 809.07928
• Monoisotopic Mass: 808.5125485
• SMILES: [C@@H]1(C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CCC1OC(=O)C[C@@H](C1)OC(=O)C[C@@H](C[C@@H](CC[C@@H]1[C@@H]2C(=C[C@@H](C[C@@H]2OC(=O)[C@H](CC)C)C)C=C[C@@H]1C)O)O)C)OC(=O)[C@H](CC)C
• Canonical SMILES: CC[C@@H](C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@H](C[C@H](CC(=O)O[C@@H]1CC(CC[C@H]3[C@@H](C)C=CC4=C[C@@H](C[C@@H]([C@H]34)OC(=O)[C@H](CC)C)C)OC(=O)C1)O)O)[C@H](C=C2)C)C
• InChI: InChI=1S/C48H72O10/c1-9-29(5)47(53)57-41-21-27(3)19-33-13-11-31(7)39(45(33)41)17-15-35(49)23-36(50)24-43(51)56-38-25-37(55-44(52)26-38)16-18-40-32(8)12-14-34-20-28(4)22-42(46(34)40)58-48(54)30(6)10-2/h11-14,19-20,27-32,35-42,45-46,49-50H,9-10,15-18,21-26H2,1-8H3/t27-,28-,29-,30-,31-,32-,35+,36+,37?,38+,39-,40-,41-,42-,45-,46-/m0/s1
• InChIKey: GZGUDHDMNATZDU-CRMSOXFQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-2-{2-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-6-oxooxan-4-yl (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• IUPAC Traditional name: (4R)-2-{2-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-6-oxooxan-4-yl (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• Synonyms: [1S-[1α[2S*,4S*[βS*,δS*[1R*,2R*,6S*,8R*(R*)]]],2α,6β,8δ(R*)]]-1,2,6,7,8,8a-Hexahydro-.beta.,.delta.-dihydroxy-2,6-dimethyl-8-(2-methyl-1-oxobutoxy)-1-naphthaleneheptanoic Acid 2-[[1,2,6,7,8,8a-Hexahydro-2,6-dimethyl-8-(2-methyl-1-oxobutoxy)-1-naphthalenyl]ethyl]tetrahydro-6-oxo-2H-pyran-4-yl Ester; L 665624; Lovastatin Dimer

Database IDs

• CAS Number: 149756-62-7
• PubChem SID: 164228114
• PubChem CID: 71749741

CALCULATED PROPERTIES

• Acid pKa: 14.726184
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 7.8043737
• LogD (pH = 7.4): 7.8043737
• Log P: 7.8043737
• Molar Refractivity: 226.3648 cm^3
• Polarizability: 88.8338 Å^3
• Polar Surface Area: 145.66 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - L472245

An impurity in Lovastatin (L472225) bulk drug.

REFERENCES

• Houck, A., et al.: Talanta, 40, 491 (1993)