Cilastatin
Chemical compound
- J01DH51 (WHO) (combination with imipenem)
- (Z)-7-[(2R)-2-Amino-3-hydroxy-3-oxopropyl]sulfanyl-2-{[(1S)-2,2-dimethylcyclopropanecarbonyl]amino}hept-2-enoic acid
- 82009-34-5
Y
- 5280454
- 5166
- DB01597 Y
- 4940183 Y
- 141A6AMN38
- D07698 Y
- CHEBI:3697 Y
- ChEMBL766 Y
- DTXSID8048238
- Interactive image
- O=C(N\C(=C/CCCCSC[C@@H](C(=O)O)N)C(=O)O)[C@H]1CC1(C)C
InChI
- InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11+/m1/s1Y
- Key:DHSUYTOATWAVLW-WFVMDLQDSA-NY
Cilastatin inhibits the human enzyme dehydropeptidase.[1]
Uses
Dehydropeptidase is an enzyme found in the kidney and is responsible for degrading the antibiotic imipenem. Cilastatin can therefore be combined intravenously with imipenem in order to protect it from degradation, prolonging its antibacterial effect.
Imipenem alone is an effective antibiotic and can be given without cilastatin. Cilastatin itself does not have antibiotic activity, although it has been proved to be active against a zinc-dependent beta-lactamase that usually confers antibiotic resistance to certain bacteria, more precisely, the carbapenem family of antibiotics. This property is due to the physicochemical similarities between membrane dipeptidase (MDP), the compound it is usually set to target, and the bacterial metallo-beta-lactamase carried by the CphA gene.[1] The combination allows the antibiotic to be more effective by changing the pharmacokinetics involved. Thus imipenem/cilastatin, like amoxicillin/clavulanic acid, is a commonly used combination product.
References
- ^ a b Keynan S, Hooper NM, Felici A, Amicosante G, Turner AJ (1995). "The renal membrane dipeptidase (dehydropeptidase I) inhibitor, cilastatin, inhibits the bacterial metallo-beta-lactamase enzyme CphA". Antimicrob. Agents Chemother. 39 (7): 1629–31. doi:10.1128/aac.39.7.1629. PMC 162797. PMID 7492120.
- v
- t
- e
(ligands)
| BLTTooltip Leukotriene B4 receptor |
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| CysLTTooltip Cysteinyl leukotriene receptor |
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(inhibitors)
| 5-LOXTooltip Arachidonate 5-lipoxygenase |
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| 12-LOXTooltip Arachidonate 12-lipoxygenase |
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| 15-LOXTooltip Arachidonate 15-lipoxygenase |
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| LTA4HTooltip Leukotriene A4 hydrolase |
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| LTB4HTooltip Leukotriene B4 ω-hydroxylase |
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| LTC4STooltip Leukotriene C4 synthase | |
| LTC4HTooltip Leukotriene C4 hydrolase |
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| LTD4Tooltip Leukotriene D4 hydrolase |
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- See also
- Receptor/signaling modulators
- Prostanoid signaling modulators
