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CHEBI:141521 - trandolaprilat

ChEBI IDCHEBI:141521
ChEBI Nametrandolaprilat
Stars
DefinitionA heterobicyclic compound that is trandolapril in which the ethyl ester group has been hydrolysed to the corresponding acid group. It is the active metabolite of the prodrug trandolapril.
Last Modified5 July 2021
SubmitterBijay
DownloadsMolfile
FormulaC22H30N2O5
Net Charge0
Average Mass402.491
Monoisotopic Mass402.21547
SMILES[H][C@]12CCCC[C@]1([H])N(C(=O)[C@H](C)N[C@@H](CCc1ccccc1)C(=O)O)[C@H](C(=O)O)C2
InChIInChI=1S/C22H30N2O5/c1-14(23-17(21(26)27)12-11-15-7-3-2-4-8-15)20(25)24-18-10-6-5-9-16(18)13-19(24)22(28)29/h2-4,7-8,14,16-19,23H,5-6,9-13H2,1H3,(H,26,27)(H,28,29)/t14-,16+,17-,18-,19-/m0/s1
InChIKeyAHYHTSYNOHNUSH-HXFGRODQSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) blood plasma (BTO:0000118) PubMed (17117442)
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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).
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
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).
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
trandolaprilat (CHEBI:141521) has role antihypertensive agent (CHEBI:35674)
trandolaprilat (CHEBI:141521) has role drug metabolite (CHEBI:49103)
trandolaprilat (CHEBI:141521) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
trandolaprilat (CHEBI:141521) has role human xenobiotic metabolite (CHEBI:76967)
trandolaprilat (CHEBI:141521) is a dicarboxylic acid (CHEBI:35692)
trandolaprilat (CHEBI:141521) is a dipeptide (CHEBI:46761)
trandolaprilat (CHEBI:141521) is a organic heterobicyclic compound (CHEBI:27171)
trandolaprilat (CHEBI:141521) is a secondary amino compound (CHEBI:50995)
trandolaprilat (CHEBI:141521) is a tertiary carboxamide (CHEBI:140326)
Incoming Relation(s)
trandolapril (CHEBI:9649) has functional parent trandolaprilat (CHEBI:141521)
IUPAC Name 
(2S,3aR,7aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]octahydro-1H-indole-2-carboxylic acid
INNs  Source
trandolaprilateWHO MedNet
trandolaprilatumWHO MedNet
trandolaprilatWHO MedNet
trandolaprilatWHO MedNet
Synonyms  Source
1-(2-((1-carboxy-3-phenylpropyl)amino)-1-oxopropyl)octahydro-1H-indole-2-carboxylic acidHMDB
trandolapril diacidDrugBank
(2S,3aR,7aS)-1-((S)-N-((S)-1-carboxy-3-phenylpropyl)alanyl)hexahydro-2-indolinecarboxylic acidChemIDplus
RU 44403ChemIDplus
RU-44403ChEBI
RU44403ChEBI
Manual XrefsDatabases
4576532ChemSpider
C21515KEGG COMPOUND
DB14209DrugBank
HMDB0060583HMDB
CN101302185Patent
X93PDBeChem
CN101460459Patent
Registry NumbersSources
Reaxys:8875886Reaxys
CAS:87679-71-8ChemIDplus
Citations