CHEBI:8361 - pravastatin sodium

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ChEBI Name pravastatin sodium
ChEBI ID CHEBI:8361
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H35NaO7
Net Charge 0
Average Mass 446.50960
Monoisotopic Mass 446.22805
InChI InChI=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
InChIKey VWBQYTRBTXKKOG-IYNICTALSA-M
SMILES [Na+].[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
Roles Classification
Biological Role(s): 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.
(via statin )
Application(s): anticholesteremic drug
A substance used to lower plasma cholesterol levels.
(via statin )
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ChEBI Ontology
Outgoing 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 Xrefs Databases
D00893 KEGG DRUG
DB00175 DrugBank
HMDB0005022 HMDB
Parvaststin Wikipedia
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Registry Numbers Types Sources
4224939 Reaxys Registry Number Reaxys
81131-70-6 CAS Registry Number KEGG DRUG
81131-70-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1425808 PubMed citation Europe PMC
1680649 PubMed citation Europe PMC
1926908 PubMed citation Europe PMC
Last Modified
24 August 2015