Pravastatin

cas: 81093-37-0 — see every product listed under this CAS number, including other names

Pravastatin (CAS 81093-37-0) is a chemical reagent available from Chemat. Available pack sizes: 10mg, 100mg, 25mg, 50mg, 250g, 5mg. Offered by: GLPBio, Biosynth, Fluorochem.

brandGLPBio
catalog numberGC13870-10
cas81093-37-0
size10mg
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Available pack sizes

brand size price
GLPBio 10mg 653.21 Pln
GLPBio 100mg 1898.22 Pln
GLPBio 25mg 934.04 Pln
GLPBio 50mg 1275.71 Pln
Biosynth 250g price on request
Fluorochem 5mg 799.74 Pln
Fluorochem 25mg 2825.06 Pln

properties

purityNo data
delivery timeTo be confirmed by Chemat

Pravastatin is a carboxylic ester resulting from the formal condensation of (S)-2-methylbutyric acid with the hydroxy group adjacent to the ring junction of (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6,8-dihydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid. Derived from microbial transformation of mevastatin, pravastatin is a reversible inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA). The sodium salt is used for lowering cholesterol and preventing cardiovascular disease. It is one of the lower potency statins, but has the advantage of fewer side effects compared with lovastatin and simvastatin. It has a role as a metabolite, a xenobiotic, an anticholesteremic drug and an environmental contaminant. It is a carboxylic ester, a secondary alcohol, a hydroxy monocarboxylic acid, a carbobicyclic compound, a 3-hydroxy carboxylic acid and a statin (semi-synthetic). It is functionally related to a (S)-2-methylbutyric acid and a (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6,8-dihydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid. It is a conjugate acid of a pravastatin(1-).

Source: ChEBI

Identity
Molecular formulaC23H36O7
Molecular weight424.5 g/mol
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
InChIKeyTUZYXOIXSAXUGO-PZAWKZKUSA-N
SMILESCC[C@H](C)C(=O)O[C@H]1C[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

Computed by PubChem (NCBI)

Synonyms: pravastatin, Pravastatina, Pravastatine, Pravastatinum, Eptastatin, Pravator, Pravastatinum [Latin], Pravastatinum (Latin), Apo Pravastatin, Lin Pravastatin
Related forms of this compound
(3R,5R)-7-[(1S,2S,6R,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid C23H36O7
Isomers (same molecular formula)
(3R,5R)-7-[(1S,2R,3S,8S,8aR)-3-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid C23H36O7
[(2R,3S,4S,5R,6S)-5-acetyloxy-3-hydroxy-2-methyl-6-[2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-2-yloxy]oxan-4-yl] 3-methylbut-2-enoate C23H36O7

Also listed as

Pravastatin, 98% AmBeed CAS 81093-37-0
Pravastatin, 98.38% MedChemExpress CAS 81093-37-0