has role organic sulfide xenobiotic cilastatin cilastatina 358.15624 chebi_ontology cilastatine Reaxys:6895069 KEGG:D07698 (Z)-(S)-6-carboxy-6-[(S)-2,2-dimethylcyclopropanecarboxamido]hex-5-enyl-L-cysteine PDBeChem:CIL Drug_Central:640 CAS:82009-34-5 CHEBI:143261 DHSUYTOATWAVLW-WFVMDLQDSA-N cilastatinum (Z)-7-((R)-2-Amino-2-carboxy-ethylsulfanyl)-2-[((S)-2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid (2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid 0 The thioether resulting from the formal oxidative coupling of the thiol group of L-cysteine with the 7-position of (2Z)-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid. It is an inhibitor of dehydropeptidase I (membrane dipeptidase, 3.4.13.19), an enzyme found in the brush border of renal tubes and responsible for degrading the antibiotic imipenem. Cilastatin is therefore administered (as the sodium salt) with imipenem to prolong the antibacterial effect of the latter by preventing its renal metabolism to inactive and potentially nephrotoxic products. Cilastatin also acts as a leukotriene D4 dipeptidase inhibitor, preventing the metabolism of leukotriene D4 to leukotriene E4. C16H26N2O5S Wikipedia:Cilastatin CHEBI:41538 PMID:3495664 cilastatin Beilstein:6895069 358.45300 (L)-7-(2-Amino-2-carboxy-ethylsulfanyl)-2-[(2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid KEGG:C01675 CC1(C)C[C@@H]1C(=O)N\C(C(O)=O)=C/CCCCSC[C@H](N)C(O)=O CHEBI:3697 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/s1 Patent:EP48301 Patent:EP72014 DrugBank:DB01597 CHEBI:109454 Patent:EP48025 carboxamide protease inhibitor cilastatin(1-) EC 3.4.13.19 (membrane dipeptidase) inhibitor environmental contaminant non-proteinogenic L-alpha-amino acid L-cysteine derivative