Item 1 of 1 (back to results) pravastatin A carboxylic ester resulting from the formal condensation or (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.

Current search: 05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888] > antilipemic drug [CHEBI:35679] > anticholesteremic drug [CHEBI:35821] > pravastatin [CHEBI:63618] × Select any link to see items in a related category. more general categories    information about this item 03. Biological Effects of Specific Chemicals  03. Biological Effects of Specific Chemicals  biochemical uses [CHEBI:52206] (3306)   enzyme inhibitor [CHEBI:23924] (825)   hydroxymethylglutaryl-CoA reductase inhibitor [CHEBI:35664] (10)   pravastatin [CHEBI:63618] (1)  metabolite [CHEBI:25212] (2692)   secondary metabolite [CHEBI:26619] (2225)   pravastatin [CHEBI:63618] (1) 05. Industrial Uses  05. Industrial Uses  pharmaceutical [CHEBI:52217] (1978)   drug [CHEBI:23888] (1930)   antilipemic drug [CHEBI:35679] (30)   anticholesteremic drug [CHEBI:35821] (15)   pravastatin [CHEBI:63618] (1) 08. Chemical Category  08. Chemical Category  main group molecular entity [CHEBI:33579] (25650)   s-block molecular entity [CHEBI:33674] (7287)   hydrogen molecular entity [CHEBI:33608] (6932)   hydroxides [CHEBI:24651] (5641)   oxoacid [CHEBI:24833] (3119)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  organic hydroxy compound [CHEBI:33822] (3050)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  alcohol [CHEBI:30879] (1371)   secondary alcohol [CHEBI:35681] (342)   pravastatin [CHEBI:63618] (1)  p-block molecular entity [CHEBI:33675] (25343)   chalcogen molecular entity [CHEBI:33304] (15225)   oxygen molecular entity [CHEBI:25806] (14414)   hydroxides [CHEBI:24651] (5641)   oxoacid [CHEBI:24833] (3119)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  organic hydroxy compound [CHEBI:33822] (3050)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  alcohol [CHEBI:30879] (1371)   secondary alcohol [CHEBI:35681] (342)   pravastatin [CHEBI:63618] (1)  organooxygen compound [CHEBI:36963] (11352)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  carbonyl compound [CHEBI:36586] (5928)   carboxylic ester [CHEBI:33308] (1495)   pravastatin [CHEBI:63618] (1)  carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  organochalcogen compound [CHEBI:36962] (11874)   organooxygen compound [CHEBI:36963] (11352)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  carbonyl compound [CHEBI:36586] (5928)   carboxylic ester [CHEBI:33308] (1495)   pravastatin [CHEBI:63618] (1)  carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  carbon group molecular entity [CHEBI:33582] (23847)   organic molecular entity [CHEBI:50860] (23769)   heteroorganic entity [CHEBI:33285] (15197)   organochalcogen compound [CHEBI:36962] (11874)   organooxygen compound [CHEBI:36963] (11352)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  carbonyl compound [CHEBI:36586] (5928)   carboxylic ester [CHEBI:33308] (1495)   pravastatin [CHEBI:63618] (1)  carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  organic hydroxy compound [CHEBI:33822] (3050)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  alcohol [CHEBI:30879] (1371)   secondary alcohol [CHEBI:35681] (342)   pravastatin [CHEBI:63618] (1)  ester [CHEBI:35701] (3370)   carboxylic ester [CHEBI:33308] (1495)   pravastatin [CHEBI:63618] (1)  organic acid [CHEBI:64709] (3008)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  organic molecule [CHEBI:72695] (11399)   organic cyclic compound [CHEBI:33832] (7633)   carbocyclic compound [CHEBI:33598] (1130)   carbopolycyclic compound [CHEBI:35294] (493)   carbobicyclic compound [CHEBI:36785] (199)   pravastatin [CHEBI:63618] (1)  organic oxo compound [CHEBI:36587] (5932)   carbonyl compound [CHEBI:36586] (5928)   carboxylic ester [CHEBI:33308] (1495)   pravastatin [CHEBI:63618] (1)  carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  polyatomic entity [CHEBI:36357] (18777)   molecule [CHEBI:25367] (11520)   cyclic compound [CHEBI:33595] (7817)   homocyclic compound [CHEBI:33597] (1134)   carbocyclic compound [CHEBI:33598] (1130)   carbopolycyclic compound [CHEBI:35294] (493)   carbobicyclic compound [CHEBI:36785] (199)   pravastatin [CHEBI:63618] (1)  homopolycyclic compound [CHEBI:35295] (493)   carbopolycyclic compound [CHEBI:35294] (493)   carbobicyclic compound [CHEBI:36785] (199)   pravastatin [CHEBI:63618] (1)  polycyclic compound [CHEBI:33635] (4078)   homopolycyclic compound [CHEBI:35295] (493)   carbopolycyclic compound [CHEBI:35294] (493)   carbobicyclic compound [CHEBI:36785] (199)   pravastatin [CHEBI:63618] (1)  bicyclic compound [CHEBI:33636] (1511)   carbobicyclic compound [CHEBI:36785] (199)   pravastatin [CHEBI:63618] (1)  organic cyclic compound [CHEBI:33832] (7633)   carbocyclic compound [CHEBI:33598] (1130)   carbopolycyclic compound [CHEBI:35294] (493)   carbobicyclic compound [CHEBI:36785] (199)   pravastatin [CHEBI:63618] (1)  organic molecule [CHEBI:72695] (11399)   organic cyclic compound [CHEBI:33832] (7633)   carbocyclic compound [CHEBI:33598] (1130)   carbopolycyclic compound [CHEBI:35294] (493)   carbobicyclic compound [CHEBI:36785] (199)   pravastatin [CHEBI:63618] (1)  organic oxo compound [CHEBI:36587] (5932)   carbonyl compound [CHEBI:36586] (5928)   carboxylic ester [CHEBI:33308] (1495)   pravastatin [CHEBI:63618] (1)  carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  heteroatomic molecular entity [CHEBI:37577] (13672)   hydroxides [CHEBI:24651] (5641)   oxoacid [CHEBI:24833] (3119)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  organic hydroxy compound [CHEBI:33822] (3050)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   pravastatin [CHEBI:63618] (1)  3-hydroxy carboxylic acid [CHEBI:61355] (18)   pravastatin [CHEBI:63618] (1)  alcohol [CHEBI:30879] (1371)   secondary alcohol [CHEBI:35681] (342)   pravastatin [CHEBI:63618] (1) ChEBI Compound Accession Identifier:   [CHEBI:63618] ChEBI Compound Description:   A carboxylic ester resulting from the formal condensation or (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. ChEBI Compound Identification Number:   63618 ChEBI InChI Value:   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 ChEBI InChIKey Value:   TUZYXOIXSAXUGO-PZAWKZKUSA-N ChEBI Compound Name:   pravastatin ChEBI SMILES Value:   [H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC ChEBI Substance ID:   135610132 ChEBI URL:   ChEBI:63618 ChemSpider ID:   49398 Ontomatica Chemical Accession Key (OnChAKey):   TUZYXOIXSAXUGO_PZAWKZKUSA_N_000_000000 PubChem Compound ID:   54687