The active metabolite of an ACE inhibitor
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Labeled Version(s)
45856Enalaprilat-d5
Pro-drug Form(s)
16041Enalapril (maleate)
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Enalaprilat (hydrate)

Item No. 17603

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-L-proline, dihydrate
CAS Number
84680-54-6
Molecular Formula
C18H24N2O5 • 2H2O
Formula Weight
384.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 30 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 2 mg/ml
SMILES
OC([C@@H](N[C@@H](C)C(N1CCC[C@H]1C(O)=O)=O)CCC2=CC=CC=C2)=O.O.O
InChi Code
InChI=1S/C18H24N2O5.2H2O/c1-12(16(21)20-11-5-8-15(20)18(24)25)19-14(17(22)23)10-9-13-6-3-2-4-7-13;;/h2-4,6-7,12,14-15,19H,5,8-11H2,1H3,(H,22,23)(H,24,25);2*1H2/t12-,14-,15-;;/m0../s1
InChi Key
MZYVOFLIPYDBGD-MLZQUWKJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $49

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    10 mg

    $86

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    50 mg

    $143

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    100 mg

    $236

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    Product Description

    Enalaprilat is an active metabolite of the angiotensin-converting enzyme (ACE) inhibitor enalapril (Item No. 16041).1. Enalaprilat is esterified with ethanol to produce enalapril in order to enable oral activity and subsequently metabolized in vivo to the active form by various esterases. Enalaprilat is reported to inhibit ACE activity with an IC50 value of 5.8 nM in vitro.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Redelinghuys, P., Nchinda, A.T., and Sturrock, E.D. Development of domain-selective angiotensin I-converting enzyme inhibitors. Ann. N. Y. Acad. Sci. 1056, 160-175 (2005).

    2. Mencel, J.J., Regan, J.R., Barton, J., et al. Angiotensin converting enzyme inhibitors. 10. Aryl sulfonamide substituted N-[1-carboxy-3-phenylpropyl]-L-alanyl-L-proline derivatives as novel antihypertensives. J. Med. Chem. 33(6), 1606-1615 (1990).