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

• ChemBase ID: 312754
• Molecular Formular: C23H35NaO7
• Molecular Mass: 446.50957
• Monoisotopic Mass: 446.22804774
• SMILES: C1[C@@H](C=C2[C@H]([C@H]1OC(=O)[C@@H](C)CC)[C@H]([C@H](C=C2)C)CC[C@H](C[C@H](CC(=O)[O-])O)O)O.[Na+]
• Canonical SMILES: CC[C@@H](C(=O)O[C@H]1C[C@H](O)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/C23H36O7.Na/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28;/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28);/q;+1/p-1/t13-,14-,16+,17+,18+,19-,20-,22-;/m0./s1
• InChIKey: VWBQYTRBTXKKOG-IYNICTALSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• IUPAC Traditional name: sodium pravastatin(1-)
• Synonyms: Selektine; Pravastatin sodium

Database IDs

• CAS Number: 81131-70-6

CALCULATED PROPERTIES

• Acid pKa: 4.212299
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.34003893
• LogD (pH = 7.4): -1.3779589
• Log P: 1.6470916
• Molar Refractivity: 124.435 cm^3
• Polarizability: 44.225346 Å^3
• Polar Surface Area: 127.12 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: HMG-CoA Reductase

Product Information

• Salt Data: Free Base