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CHEBI:8361 - pravastatin sodium

ChEBI IDCHEBI:8361
ChEBI Namepravastatin sodium
Stars
DefinitionAn organic sodium salt that is the sodium salt of pravastatin. A reversible inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA), it 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.
Last Modified24 August 2015
DownloadsMolfile
FormulaC23H35O7.Na
Net Charge0
Average Mass446.516
Monoisotopic Mass446.22805
SMILES[H][C@@]12C(=C[C@@H](O)C[C@@H]1OC(=O)[C@@H](C)CC)C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(=O)[O-].[Na+]
InChIInChI=1S/C23H36O7.Na/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);/q;+1/p-1/t13-,14-,16+,17+,18+,19-,20-,22-;/m0./s1
InChIKeyVWBQYTRBTXKKOG-IYNICTALSA-M
Wikipedia
Roles Classification
Biological Role:
EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor  Any EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that inhibits HMG-CoA reductases. Hydroxymethylglutaryl-CoA reductase inhibitors have been shown to lower directly cholesterol synthesis. The Enzyme Commission designation is EC 1.1.1.34 for the NADPH-dependent enzyme and EC 1.1.1.88 for an NADH-dependent enzyme.
Applications:
anticholesteremic drug  A substance used to lower plasma cholesterol levels.
anticholesteremic drug  A substance used to lower plasma cholesterol levels.
ChEBI Ontology
Outgoing Relation(s)
pravastatin sodium (CHEBI:8361) has part pravastatin(1−) (CHEBI:63660)
pravastatin sodium (CHEBI:8361) has role anticholesteremic drug (CHEBI:35821)
pravastatin sodium (CHEBI:8361) is a organic sodium salt (CHEBI:38700)
pravastatin sodium (CHEBI:8361) is a statin (semi-synthetic) (CHEBI:87633)
IUPAC Name 
sodium (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]heptanoate
Manual XrefsDatabases
D00893KEGG DRUG
DB00175DrugBank
HMDB0005022HMDB
ParvaststinWikipedia
Registry NumbersSources
Reaxys:4224939Reaxys
CAS:81131-70-6KEGG DRUG
CAS:81131-70-6ChemIDplus
Citations