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.
Synonyms: (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
Term information
- KEGG:C01844
- Wikipedia:Pravastatin
- PMID:25264019
- HMDB:HMDB0005022
- PMID:21851379
- DrugBank:DB00175
- CAS:81093-37-0
- KEGG:D08410
- LINCS:LSM-3347
- PMID:21749370
- KNApSAcK:C00000565
- Reaxys:4825538
- Drug_Central:2239
3_STAR
KEGG:C01844
Wikipedia:Pravastatin
PMID:21749370
KEGG:D08410
PMID:25264019
KNApSAcK:C00000565
CAS:81093-37-0
LINCS:LSM-3347
Reaxys:4825538
PMID:21851379
HMDB:HMDB0005022
Drug_Central:2239
DrugBank:DB00175
(+)-(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
pravastatina
pravastatin
pravastatin acid
pravastatinum
pravastatine
InChI=1S/C23H36O7/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)/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1