CHEBI:3559 - cerivastatin sodium

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ChEBI Name cerivastatin sodium
ChEBI ID CHEBI:3559
Definition The sodium salt of cerivastatin. Formerly used to lower cholesterol and prevent cardiovascular disease, it was withdrawn from the market worldwide in 2001 following reports of a severe form of muscle toxicity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C26H33FNNaO5
Net Charge 0
Average Mass 481.53210
Monoisotopic Mass 481.22405
InChI InChI=1S/C26H34FNO5.Na/c1-15(2)25-21(11-10-19(29)12-20(30)13-23(31)32)24(17-6-8-18(27)9-7-17)22(14-33-5)26(28-25)16(3)4;/h6-11,15-16,19-20,29-30H,12-14H2,1-5H3,(H,31,32);/q;+1/p-1/b11-10+;/t19-,20-;/m1./s1
InChIKey GPUADMRJQVPIAS-QCVDVZFFSA-M
SMILES [Na+].COCc1c(nc(C(C)C)c(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)c1-c1ccc(F)cc1)C(C)C
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cerivastatin sodium (CHEBI:3559) has part cerivastatin(1−) (CHEBI:406059)
cerivastatin sodium (CHEBI:3559) is a organic sodium salt (CHEBI:38700)
cerivastatin sodium (CHEBI:3559) is a statin (synthetic) (CHEBI:87635)
IUPAC Name
sodium (3R,5S,6E)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-di(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoate
Synonym Source
(+)-sodium (3R,5S,6E)-7-(4-(p-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)-3-pyridyl)-3,5-dihydroxy-6-heptenoate ChemIDplus
Manual Xrefs Databases
D00889 KEGG DRUG
DB00439 DrugBank
US5177080 Patent
View more database links
Registry Numbers Types Sources
143201-11-0 CAS Registry Number ChemIDplus
8466341 Beilstein Registry Number Beilstein
Last Modified
24 August 2015