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Substrate Report for: Enalapril

Enalapril Base is a dicarbocyl-containing peptide and angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. As a prodrug, enalapril is converted by de-esterification by carboxylesterases into its active form enalaprilat. Enalaprilat competitively binds to and inhibits ACE, thereby blocking the conversion of angiotensin I to angiotensin II. This prevents the potent vasoconstrictive actions of angiotensin II and results in vasodilation. Enalapril also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex, which leads to an increase in sodium excretion and subsequently increases water outflow.



General
Type: Not A/B H target, Drug, Pro-Drug, Pyrrolidine, Angiotensin-converting enzyme inhibitor
Chemical_Nomenclature: (2S)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]pyrrolidine-2-carboxylic acid
Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2CCCC2C(=O)O
InChI: InChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1
InChIKey: GBXSMTUPTTWBMN-XIRDDKMYSA-N
Other name(s): Enalaprilum ; Vasotec ; Enalaprila ; Epaned
MW: 376.44
Formula: C20H28N2O5
CAS_number: 75847-73-3
PubChem: 5388962
IUPHAR: 6322"
Wikipedia: Enalapril

Target families
Enalapril ligand of proteins in family: Carb_B_Chordata
No structure

Protein target
Enzyme: human-CES1

References
Search PubMed for references concerning: Enalapril

3 more
    Title: The Influence of the CES1 Genotype on the Pharmacokinetics of Enalapril in Patients with Arterial Hypertension
    Ikonnikova A, Rodina T, Dmitriev A, Melnikov E, Kazakov R, Nasedkina T
    Ref: J Pers Med, 12:, 2022 : PubMed

            

    Title: Absorption and cleavage of enalapril, a carboxyl ester prodrug, in the rat intestine: In vitro, in situ intestinal perfusion, and portal vein cannulation models
    Holenarsipur VK, Gaud N, Sinha J, Sivaprasad S, Bhutani P, Subramanian M, Singh SP, Arla R, Paruchury S and Mandlekar S <2 more author(s)>
    Ref: Biopharmaceutics & Drug Disposition, 36:385, 2015 : PubMed

            

    Title: Effect of losartan and enalapril on cognitive deficit caused by Goldblatt induced hypertension
    Srinivasan J, Jayadev S, Kumaran D, Ahamed KF, Suresh B, Ramanathan M
    Ref: Indian J Exp Biol, 43:241, 2005 : PubMed