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CHEBI:5164 - fosinopril sodium

ChEBI IDCHEBI:5164
ChEBI Namefosinopril sodium
Stars
DefinitionThe 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.
Last Modified7 January 2015
DownloadsMolfile
FormulaC30H45NO7P.Na
Net Charge0
Average Mass585.654
Monoisotopic Mass585.28313
SMILES[H][C@@]1(C2CCCCC2)C[C@@H](C(=O)[O-])N(C(=O)CP(=O)(CCCCc2ccccc2)OC(OC(=O)CC)C(C)C)C1.[Na+]
InChIInChI=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
InChIKeyTVTJZMHAIQQZTL-HREVRLCXSA-M
Roles Classification
Biological Role:
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).
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 sodiumKEGG DRUG
Manual XrefsDatabases
D00622KEGG DRUG
US2006160772Patent
WO02088149Patent
Registry NumbersSources
Beilstein:6840563Beilstein
CAS:88889-14-9KEGG DRUG
CAS:88889-14-9ChemIDplus
Citations