Pravastatin sodiumProduct ingredient for Pravastatin
- Name
- Pravastatin sodium
- Drug Entry
- Pravastatin
Pravastatin is the 6-alpha-hydroxy acid form of mevastatin.11 Pravastatin was firstly approved in 1991 becoming the second available statin in the United States. It was the first statin administered as the active form and not as a prodrug.10 This drug was developed by Sankyo Co. Ltd.; however, the first approved pravastatin product was developed by Bristol Myers Squibb and FDA approved in 1991.14
Pravastatin is made through a fermentation process in which mevastatin is first obtained. The manufacturing process is followed by the hydrolysis of the lactone group and the biological hydroxylation with Streptomyces carbophilus to introduce the allylic 6-alcohol group.12
- Accession Number
- DBSALT000146
- Structure
- Synonyms
- Not Available
- UNII
- 3M8608UQ61
- CAS Number
- 81131-70-6
- Weight
- Average: 446.5096
Monoisotopic: 446.228048149 - Chemical Formula
- C23H35NaO7
- InChI Key
- VWBQYTRBTXKKOG-IYNICTALSA-M
- 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
- 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
- SMILES
- [Na+].[H][C@@](O)(CC[C@@]1([H])[C@@]([H])(C)C=CC2=C[C@@]([H])(O)C[C@]([H])(OC(=O)[C@@]([H])(C)CC)[C@]12[H])C[C@@]([H])(O)CC([O-])=O
- External Links
- PubChem Compound
- 16759173
- ChemSpider
- 49400
- ChEBI
- 8361
- ChEMBL
- CHEMBL690
- Wikipedia
- Pravastatin
- Predicted Properties
Property Value Source Water Solubility 0.188 mg/mL ALOGPS logP 1.87 ALOGPS logP 1.65 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 4.21 Chemaxon pKa (Strongest Basic) -2.7 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 127.12 Å2 Chemaxon Rotatable Bond Count 11 Chemaxon Refractivity 124.44 m3·mol-1 Chemaxon Polarizability 45.58 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon