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

• ChemBase ID: 168009
• Molecular Formular: C24H37NaO6
• Molecular Mass: 444.53675
• Monoisotopic Mass: 444.24878319
• SMILES: [C@@H]1(C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@H](C[C@H](CC(=O)[O-])O)O)C)OC(=O)[C@@H](CC)C.[Na+]
• 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-])O)O)[C@H](C=C2)C)C.[Na+]
• InChI: InChI=1S/C24H38O6.Na/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28;/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28);/q;+1/p-1/t14-,15+,16-,18+,19+,20-,21-,23-;/m0./s1
• InChIKey: LXZBFUBRYYVRQJ-UWDHSZNSSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2R)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• IUPAC Traditional name: sodium (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2R)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• Synonyms: [1S-[1α(βS*,δS*),2α,6β,8β(S*),8aα]]-1,2,6,7,8,8a-Hexahydro-β,δ-dihydroxy-2,6-dimethyl-8-(2-methyl-1-oxobutoxy)-1-naphthaleneheptanoic Acid Monosodium Salt; Epi Lovastatin Hydroxy Acid Sodium Salt

Database IDs

• CAS Number: 101400-30-0
• PubChem SID: 162262141
• PubChem CID: 71316334

CALCULATED PROPERTIES

• Acid pKa: 4.212299
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.9306631
• LogD (pH = 7.4): 0.21266527
• Log P: 3.2377157
• Molar Refractivity: 127.5117 cm^3
• Polarizability: 45.4145 Å^3
• Polar Surface Area: 106.89 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E588535

Open form of a Lovastatin impurity.

REFERENCES

• Hoffman, W., et al.: J. Med. Chem., 29, 849 (1986)