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
- PMID:25264019
- LINCS:LSM-3347
- Reaxys:4825538
- Wikipedia:Pravastatin
- DrugBank:DB00175
- HMDB:HMDB0005022
- PMID:21749370
- KNApSAcK:C00000565
- KEGG:D08410
- Drug_Central:2239
- CAS:81093-37-0
- PMID:21851379
- KEGG:C01844
3_STAR
KEGG:C01844
Wikipedia:Pravastatin
PMID:21749370
KEGG:D08410
PMID:25264019
KNApSAcK:C00000565
CAS:81093-37-0
LINCS:LSM-3347
Reaxys:4825538
HMDB:HMDB0005022
PMID:21851379
Drug_Central:2239
DrugBank:DB00175
pravastatina
(+)-(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
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