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Substance Name: Cilastatin [INN:BAN]
RN: 82009-34-5
UNII: 141A6AMN38
InChIKey: DHSUYTOATWAVLW-WFVMDLQDSA-N

Note

  • A renal dehydropeptidase-I and leukotriene D4 dipeptidase inhibitor. Since the antibiotic, IMIPENEM, is hydrolyzed by dehydropeptidase-I, which resides in the brush border of the renal tubule, cilastatin is administered with imipenem to increase its effectiveness. The drug also inhibits the metabolism of leukotriene D4 to leukotriene E4.

Molecular Formula

  • C16-H26-N2-O5-S

Molecular Weight

  • 358.4564
 

Classification Codes

  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Protease Inhibitors

Names and Synonyms

Name of Substance

  • Cilastatin
  • Cilastatin [INN:BAN]

MeSH Heading

  • Cilastatin

Synonyms

  • Cilastatin
  • Cilastatina
  • Cilastatina [Spanish]
  • Cilastatine
  • Cilastatine [French]
  • Cilastatinum
  • Cilastatinum [Latin]
  • EINECS 279-875-8
  • MK-791
  • UNII-141A6AMN38

Systematic Names

  • 2-Heptenoic acid, 7-((2-amino-2-carboxyethyl)thio)-2-(((2,2-dimethylcyclopropyl)carbonyl)amino)-, (R-(R*,S*-(Z)))-
  • Cilastatin

Registry Numbers

CAS Registry Number

  • 82009-34-5

FDA UNII

  • 141A6AMN38

Related Registry Number

  • 81129-83-1 (mono-hydrochloride salt)

System Generated Number

  • 0082009345

Structure Descriptors

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/s1

InChIKey

DHSUYTOATWAVLW-WFVMDLQDSA-N

Smiles

CC1(C)C[C@@H]1C(=O)N\C(=C/CCCCSC[C@H](N)C(=O)O)\C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 unreported 8gm/kg (8000mg/kg)   Pharmacy International. Vol. 5, Pg. 133, 1984.
rat LD50 unreported 8gm/kg (8000mg/kg)   Pharmacy International. Vol. 5, Pg. 133, 1984.