CHEBI:77363 - ramiprilat

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ChEBI Name ramiprilat
ChEBI ID CHEBI:77363
Definition A dipeptide that is the active metabolite of ramipril. An angiotensin-converting enzyme (ACE) inhibitor, used to treat high blood pressure and congestive heart failure.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Supplier Information
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Formula C21H28N2O5
Net Charge 0
Average Mass 388.45740
Monoisotopic Mass 388.200
InChI InChI=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
InChIKey KEDYTOTWMPBSLG-HILJTLORSA-N
SMILES C[C@H](N[C@@H](CCc1ccccc1)C(O)=O)C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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).
drug metabolite

matrix metalloproteinase inhibitor

bradykinin receptor B2 agonist
A bradykinin agonist that binds to and activates bradykinin B2 receptors.
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).
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
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ChEBI Ontology
Outgoing 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)
IUPAC Name
(2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid
INNs Sources
ramiprilat ChemIDplus
ramiprilate ChemIDplus
ramiprilatum ChemIDplus
Database Links Databases
EP2277519 Patent
HMDB60579 HMDB
NZ571901 Patent
US2011263619 Patent
X92 PDBeChem
View more database links
Registry Numbers Types Sources
4212094 Reaxys Registry Number Reaxys
87269-97-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1650863 PubMed citation Europe PMC
19795361 PubMed citation Europe PMC
21147310 PubMed citation Europe PMC
21535409 PubMed citation Europe PMC
21545343 PubMed citation Europe PMC
22022329 PubMed citation Europe PMC
22076778 PubMed citation Europe PMC
23372044 PubMed citation Europe PMC
23591995 PubMed citation Europe PMC
2483427 PubMed citation Europe PMC
2485060 PubMed citation Europe PMC
7768254 PubMed citation Europe PMC
8118952 PubMed citation Europe PMC
Last Modified
25 February 2014
Submitter Remark
2014-02-18 13:58:04.0 Bijay PubChem CID 5464096