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CHEBI:82602 - zofenoprilat

ChEBI IDCHEBI:82602
ChEBI Namezofenoprilat
Stars
DefinitionA proline derivative that is 4-(phenylsulfanyl)-L-proline in which the amine proton is replaced by a (2S)-2-methyl-3-sulfanylpropanoyl group. The active metabolite of zofenopril.
Last Modified7 January 2015
SubmitterSteve
DownloadsMolfile
FormulaC15H19NO3S2
Net Charge0
Average Mass325.455
Monoisotopic Mass325.08064
SMILESC[C@H](CS)C(=O)N1C[C@@H](Sc2ccccc2)C[C@H]1C(=O)O
InChIInChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12+,13+/m1/s1
InChIKeyUQWLOWFDKAFKAP-WXHSDQCUSA-N
Wikipedia
Roles Classification
Chemical Role:
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).
apoptosis inhibitor  Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
vasodilator agent  A drug used to cause dilation of the blood vessels.
ChEBI Ontology
Outgoing Relation(s)
zofenoprilat (CHEBI:82602) has role anticonvulsant (CHEBI:35623)
zofenoprilat (CHEBI:82602) has role apoptosis inhibitor (CHEBI:68494)
zofenoprilat (CHEBI:82602) has role cardioprotective agent (CHEBI:77307)
zofenoprilat (CHEBI:82602) has role drug metabolite (CHEBI:49103)
zofenoprilat (CHEBI:82602) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
zofenoprilat (CHEBI:82602) has role vasodilator agent (CHEBI:35620)
zofenoprilat (CHEBI:82602) is a N-acyl-L-amino acid (CHEBI:21644)
zofenoprilat (CHEBI:82602) is a L-proline derivative (CHEBI:84186)
zofenoprilat (CHEBI:82602) is a aryl sulfide (CHEBI:35683)
zofenoprilat (CHEBI:82602) is a thiol (CHEBI:29256)
zofenoprilat (CHEBI:82602) is conjugate acid of zofenoprilat(1−) (CHEBI:82604)
Incoming Relation(s)
zofenoprilat(1−) (CHEBI:82604) is conjugate base of zofenoprilat (CHEBI:82602)
IUPAC Name 
(4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)-L-proline
INNs  Source
zofenoprilatumChemIDplus
zofénoprilateWHO MedNet
zofenoprilatChemIDplus
zofenoprilatWHO MedNet
Manual XrefsDatabases
ZofenoprilatWikipedia
Registry NumbersSources
Reaxys:6486825Reaxys
CAS:75176-37-3ChemIDplus
Citations