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ONTOLOGY REPORT - ANNOTATIONS


Term:cilastatin
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Accession:CHEBI:3697 term browser browse the term
Definition: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.
Synonyms:exact_synonym: (2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid
 related_synonym: (L)-7-(2-Amino-2-carboxy-ethylsulfanyl)-2-[(2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid;   (Z)-(S)-6-carboxy-6-[(S)-2,2-dimethylcyclopropanecarboxamido]hex-5-enyl-L-cysteine;   (Z)-7-((R)-2-Amino-2-carboxy-ethylsulfanyl)-2-[((S)-2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid;   Formula=C16H26N2O5S;   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;   InChIKey=DHSUYTOATWAVLW-WFVMDLQDSA-N;   SMILES=CC1(C)C[C@@H]1C(=O)N\\C(C(O)=O)=C/CCCCSC[C@H](N)C(O)=O;   cilastatina;   cilastatine;   cilastatinum
 alt_id: CHEBI:109454;   CHEBI:143261;   CHEBI:41538
 xref: Beilstein:6895069 "Beilstein";   CAS:82009-34-5 "ChemIDplus";   CAS:82009-34-5 "KEGG COMPOUND";   DrugBank:DB01597;   Drug_Central:640 "DrugCentral";   KEGG:C01675;   KEGG:D07698
 xref_mesh: MESH:D015377
 xref: PDBeChem:CIL;   PMID:3495664 "ChEMBL";   Patent:EP48025;   Patent:EP48301;   Patent:EP72014;   Reaxys:6895069 "Reaxys";   Wikipedia:Cilastatin
 cyclic_relationship: is_conjugate_acid_of CHEBI:59512


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cilastatin term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G CASP3 caspase 3 JBrowse link 15 45,744,320 45,753,252 RGD:6480464
G CASP8 caspase 8 JBrowse link 15 104,923,659 104,948,470 RGD:6480464
G FASLG Fas ligand (TNF superfamily, member 6) JBrowse link 9 115,068,314 115,075,147 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 838
    role 815
      biological role 815
        xenobiotic 104
          cilastatin 3
Path 2
Term Annotations click to browse term
  CHEBI ontology 838
    subatomic particle 822
      composite particle 822
        hadron 822
          baryon 822
            nucleon 822
              atomic nucleus 822
                atom 822
                  main group element atom 810
                    p-block element atom 807
                      carbon group element atom 778
                        carbon atom 774
                          organic molecular entity 774
                            organic group 358
                              organic divalent group 356
                                organodiyl group 356
                                  carbonyl group 355
                                    carbonyl compound 355
                                      carboxylic acid 242
                                        amino acid 124
                                          alpha-amino acid 91
                                            L-alpha-amino acid 90
                                              serine family amino acid 38
                                                L-cysteine 27
                                                  L-cysteine derivative 27
                                                    cilastatin 3
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.