CHEBI:5164 - fosinopril sodium

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ChEBI Name fosinopril sodium
ChEBI ID CHEBI:5164
Definition The sodium salt of fosinopril. It is used for the treatment of hypertension and heart failure. A pro-drug, its phosphinate ester group is hydrolysed in vivo to give the corresponding phosphininc acid, fosinoprilat, which is the active metabolite.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H45NNaO7P
Net Charge 0
Average Mass 585.64430
Monoisotopic Mass 585.28313
InChI InChI=1S/C30H46NO7P.Na/c1-4-28(33)37-30(22(2)3)38-39(36,18-12-11-15-23-13-7-5-8-14-23)21-27(32)31-20-25(19-26(31)29(34)35)24-16-9-6-10-17-24;/h5,7-8,13-14,22,24-26,30H,4,6,9-12,15-21H2,1-3H3,(H,34,35);/q;+1/p-1/t25-,26+,30?,39?;/m1./s1
InChIKey TVTJZMHAIQQZTL-HREVRLCXSA-M
SMILES [Na+].[H][C@]1(C[C@H](N(C1)C(=O)CP(=O)(CCCCc1ccccc1)OC(OC(=O)CC)C(C)C)C([O-])=O)C1CCCCC1
Roles Classification
Biological Role(s): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
Application(s): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fosinopril sodium (CHEBI:5164) has part fosinopril(1−) (CHEBI:59125)
fosinopril sodium (CHEBI:5164) has role antihypertensive agent (CHEBI:35674)
fosinopril sodium (CHEBI:5164) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
fosinopril sodium (CHEBI:5164) has role prodrug (CHEBI:50266)
fosinopril sodium (CHEBI:5164) is a organic sodium salt (CHEBI:38700)
IUPAC Name
sodium (2S,4S)-4-cyclohexyl-1-({[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)pyrrolidine-2-carboxylate
Synonym Source
fosinopril sodium KEGG DRUG
Manual Xrefs Databases
D00622 KEGG DRUG
US2006160772 Patent
WO02088149 Patent
View more database links
Registry Numbers Types Sources
6840563 Beilstein Registry Number Beilstein
88889-14-9 CAS Registry Number KEGG DRUG
88889-14-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18154978 PubMed citation Europe PMC
2967089 PubMed citation Europe PMC
9604795 PubMed citation Europe PMC
Last Modified
07 January 2015