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InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
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ChEBI
> Main
CHEBI:77363 - ramiprilat
Main
ChEBI Ontology
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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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Molfile
XML
SDF
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Formula
C21H28N2O5
Net Charge
0
Average Mass
388.45740
Monoisotopic Mass
388.19982
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 base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted 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 B
2
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
ramiprilat (
CHEBI:77363
)
has role
bradykinin receptor B
2
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
(2
S
,3a
S
,6a
S
)-
1-
[(2
S
)-
2-
{[(1
S
)-
1-
carboxy-
3-
phenylpropyl]amino}propanoyl]octahydrocyclopenta[
b
]pyrrole-
2-
carboxylic acid
INNs
Sources
ramiprilat
ChemIDplus
ramiprilate
ChemIDplus
ramiprilatum
ChemIDplus
Manual Xrefs
Databases
EP2277519
Patent
HMDB0060579
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
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