pravastatin

Term ID

CHEBI:63618

Synonyms

• (+)-(3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(S)-2-methylbutyryl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthyl]heptanoic acid
• (3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid
• pravastatin
• pravastatin acid
• pravastatina
• pravastatine
• pravastatinum

Definition

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.

References

• CAS:81093-37-0
• DrugBank:DB00175
• Drug_Central:2239
• HMDB:HMDB0005022
• KEGG:C01844
• KEGG:D08410
• KNApSAcK:C00000565
• LINCS:LSM-3347
• PMID:21749370
• PMID:21851379
• PMID:25264019
• Reaxys:4825538
• Wikipedia:Pravastatin

Ontology

ChEBI  ( EBI )

Resources

CTD