sodium (3R,5R)-3,5-dihydroxy-7-[(1S,2S)-6-hydroxy-2-methyl-1,2-dihydronaphthalen-1-yl]heptanoate

• ChemBase ID: 167735
• Molecular Formular: C18H23NaO5
• Molecular Mass: 342.36199
• Monoisotopic Mass: 342.14431812
• SMILES: [C@@H]1(C=Cc2c([C@H]1CC[C@H](C[C@H](CC(=O)[O-])O)O)ccc(c2)O)C.[Na+]
• Canonical SMILES: O[C@@H](C[C@H](CC(=O)[O-])O)CC[C@H]1[C@@H](C)C=Cc2c1ccc(c2)O.[Na+]
• InChI: InChI=1S/C18H24O5.Na/c1-11-2-3-12-8-13(19)5-7-17(12)16(11)6-4-14(20)9-15(21)10-18(22)23;/h2-3,5,7-8,11,14-16,19-21H,4,6,9-10H2,1H3,(H,22,23);/q;+1/p-1/t11-,14+,15+,16-;/m0./s1
• InChIKey: XPBYYJYNQDBXDK-RHOWKKHKSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R,5R)-3,5-dihydroxy-7-[(1S,2S)-6-hydroxy-2-methyl-1,2-dihydronaphthalen-1-yl]heptanoate
• IUPAC Traditional name: sodium (3R,5R)-3,5-dihydroxy-7-[(1S,2S)-6-hydroxy-2-methyl-1,2-dihydronaphthalen-1-yl]heptanoate
• Synonyms: R 195 Sodium Salt; (βR,δR,1S,2S)-1,2-Dihydro-β,δ,6-trihydroxy-2-methyl-1-naphthaleneheptanoic Acid Sodium Salt(Pravastatin Impurity)

Database IDs

• CAS Number: 136590-28-8
• PubChem SID: 162261868
• PubChem CID: 58746969

CALCULATED PROPERTIES

• Acid pKa: 4.1769724
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.7330672
• LogD (pH = 7.4): -0.97770256
• Log P: 2.073598
• Molar Refractivity: 98.9848 cm^3
• Polarizability: 33.71114 Å^3
• Polar Surface Area: 100.82 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 135-141°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D449860

Pravastatin impurity.

REFERENCES

• Muramatsu, S., et al.: Biol. Pharm. Bull., 20, 1199 (1997)
• Serajuddin, A., et al.: J. Pharm. Sci., 88, 696 (1997)