(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-dihydroxyheptanoic acid; 2,4,4-trimethylpentan-2-amine

• ChemBase ID: 176869
• Molecular Formular: C31H55NO7
• Molecular Mass: 553.7709
• Monoisotopic Mass: 553.39785311
• 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)O)OC(=O)[C@H](CC)C.C(C(N)(C)C)C(C)(C)C
• Canonical SMILES: CC(CC(N)(C)C)(C)C.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
• InChI: InChI=1S/C23H36O7.C8H19N/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;1-7(2,3)6-8(4,5)9/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28);6,9H2,1-5H3/t13-,14-,16+,17+,18+,19-,20-,22-;/m0./s1
• InChIKey: RKFLVBHCVKWNON-IYNICTALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (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-dihydroxyheptanoic acid; 2,4,4-trimethylpentan-2-amine
• IUPAC Traditional name: 2,4,4-trimethylpentan-2-amine; pravastatin
• Synonyms: [1S-[1α(βS*,δS*),2α,6α,8β(R*),8aα]]-1,2,6,7,8,8a-Hexahydro-β,δ,6-trihydroxy-2-methyl-8-(2-methyl-1-oxobutoxy)-1-naphthaleneheptanoate 2,4,4-Trimethyl-2-pentanamine; Pravastatin 1,1,3,3-Tetramethylbutylamine

Database IDs

• CAS Number: 151006-14-3
• PubChem SID: 164232779
• PubChem CID: 46782776

CALCULATED PROPERTIES

• Acid pKa: 4.212299
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.34003893
• LogD (pH = 7.4): -1.3779589
• Log P: 1.6470916
• Molar Refractivity: 113.5979 cm^3
• Polarizability: 44.338123 Å^3
• Polar Surface Area: 124.29 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P702025

A new salt of HMG-CoA reductase inhibitor.