CHEBI:77363 - ramiprilat

ChEBI IDCHEBI:77363
ChEBI Nameramiprilat
Stars
DefinitionA dipeptide that is the active metabolite of ramipril. An angiotensin-converting enzyme (ACE) inhibitor, used to treat high blood pressure and congestive heart failure.
Last Modified1 August 2024
SubmitterBijay
DownloadsMolfile
FormulaC21H28N2O5
Net Charge0
Average Mass388.464
Monoisotopic Mass388.19982
SMILES[H][C@@]12CCC[C@]1([H])N(C(=O)[C@H](C)N[C@@H](CCc1ccccc1)C(=O)O)[C@H](C(=O)O)C2
InChIInChI=1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/s1
InChIKeyKEDYTOTWMPBSLG-HILJTLORSA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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).
bradykinin receptor B2 agonist  A bradykinin agonist that binds to and activates bradykinin B2 receptors.
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).
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
ramiprilat (CHEBI:77363) has role bradykinin receptor B2 agonist (CHEBI:77496)
ramiprilat (CHEBI:77363) has role cardioprotective agent (CHEBI:77307)
ramiprilat (CHEBI:77363) has role drug metabolite (CHEBI:49103)
ramiprilat (CHEBI:77363) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
ramiprilat (CHEBI:77363) has role matrix metalloproteinase inhibitor (CHEBI:50664)
ramiprilat (CHEBI:77363) is a azabicycloalkane (CHEBI:38295)
ramiprilat (CHEBI:77363) is a cyclopentapyrrole (CHEBI:38296)
ramiprilat (CHEBI:77363) is a dicarboxylic acid (CHEBI:35692)
ramiprilat (CHEBI:77363) is a dipeptide (CHEBI:46761)
ramiprilat (CHEBI:77363) is conjugate acid of ramiprilat(1−) (CHEBI:231705)
Incoming Relation(s)
ramiprilat(1−) (CHEBI:231705) is conjugate base of ramiprilat (CHEBI:77363)
IUPAC Name 
(2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid
INNs  Source
ramiprilatumChemIDplus
ramiprilateChemIDplus
ramiprilatChemIDplus
Manual XrefsDatabases
X92PDBeChem
HMDB0060579HMDB
US2011263619Patent
EP2277519Patent
NZ571901Patent
Registry NumbersSources
Reaxys:4212094Reaxys
CAS:87269-97-4ChemIDplus
Citations