CHEBI:9649 - trandolapril

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name trandolapril
Definition A heterobicylic compound that is (2S,3aR,7aS)-1-[(2S)-2-aminopropanoyl]octahydro-1H-indole-2-carboxylic acid in which the hydrogen of the amino group is substituted by a (2R)-1-ethoxy-1-oxo-4-phenylbutan-2-yl group. It is a angiotensin-converting enzyme inhibitor and a prodrug used for the treatment of hypertension.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C24H34N2O5
Net Charge 0
Average Mass 430.545
Monoisotopic Mass 430.24677
InChI InChI=1S/C24H34N2O5/c1-3-31-24(30)19(14-13-17-9-5-4-6-10-17)25-16(2)22(27)26-20-12-8-7-11-18(20)15-21(26)23(28)29/h4-6,9-10,16,18-21,25H,3,7-8,11-15H2,1-2H3,(H,28,29)/t16-,18+,19-,20-,21-/m0/s1
SMILES [H][C@@]12C[C@H](N(C(=O)[C@H](C)N[C@@H](CCC3=CC=CC=C3)C(=O)OCC)[C@@]1([H])CCCC2)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC
Application(s): 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.
EC (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC
View more via ChEBI Ontology
ChEBI Ontology
Outgoing trandolapril (CHEBI:9649) has functional parent trandolaprilat (CHEBI:141521)
trandolapril (CHEBI:9649) has role antihypertensive agent (CHEBI:35674)
trandolapril (CHEBI:9649) has role EC (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
trandolapril (CHEBI:9649) has role prodrug (CHEBI:50266)
trandolapril (CHEBI:9649) is a dicarboxylic acid monoester (CHEBI:36244)
trandolapril (CHEBI:9649) is a dipeptide (CHEBI:46761)
trandolapril (CHEBI:9649) is a ethyl ester (CHEBI:23990)
trandolapril (CHEBI:9649) is a organic heterobicyclic compound (CHEBI:27171)
trandolapril (CHEBI:9649) is a secondary amino compound (CHEBI:50995)
trandolapril (CHEBI:9649) is a tertiary carboxamide (CHEBI:140326)
(2S,3aR,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]octahydro-1H-indole-2-carboxylic acid
INNs Sources
trandolapril WHO MedNet
trandolapril WHO MedNet
trandolapril WHO MedNet
trandolaprilum WHO MedNet
Synonyms Sources
(2S,3aR,7aS)-1-((S)-N-((S)-1-carboxy-3-phenylpropyl)alanyl)hexahydro-2-indolinecarboxylic acid, 1-ethyl ester ChemIDplus
RU 44570 ChemIDplus
RU-44570 ChEBI
RU44570 ChEBI
Brand Names Sources
Gopten ChemIDplus
Mavik ChemIDplus
Odrik ChemIDplus
Manual Xrefs Databases
2712 DrugCentral
4588590 ChemSpider
DB00519 DrugBank
HMDB0014660 HMDB
KR20080046630 Patent
Trandolapril Wikipedia
WO2006014916 Patent
View more database links
Registry Numbers Types Sources
8655766 Reaxys Registry Number Reaxys
87679-37-6 CAS Registry Number KEGG COMPOUND
87679-37-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1648489 PubMed citation Europe PMC
19337528 PubMed citation Europe PMC
22247843 PubMed citation Europe PMC
23784370 PubMed citation Europe PMC
24835355 PubMed citation Europe PMC
25802524 PubMed citation Europe PMC
25864194 PubMed citation Europe PMC
26915813 PubMed citation Europe PMC
27215243 PubMed citation Europe PMC
29319234 PubMed citation Europe PMC
32964020 PubMed citation Europe PMC
33660934 PubMed citation Europe PMC
3383998 PubMed citation Europe PMC
34172790 PubMed citation Europe PMC
8515499 PubMed citation Europe PMC
8515500 PubMed citation Europe PMC
8515501 PubMed citation Europe PMC
8515502 PubMed citation Europe PMC
8515504 PubMed citation Europe PMC
9770740 PubMed citation Europe PMC
Last Modified
05 July 2021