Cilastatin

Cilastatin

Systematic (IUPAC) name
(Z)-7-[(2R)-2-amino-3-hydroxy-3-oxopropyl]sulfanyl-2-{[(1S)- 2,2-dimethylcyclopropanecarbonyl]amino}hept-2-enoic acid
Clinical data
AHFS/Drugs.com	International Drug Names
MedlinePlus	a686013
Legal status	?
Identifiers
CAS number	82009-34-5 Y
ATC code	J01DH51 (combination with imipenem)
PubChem	CID 5280454
DrugBank	DB01597
ChemSpider	4940183 Y
UNII	141A6AMN38 Y
KEGG	D07698 Y
ChEBI	CHEBI:3697 Y
ChEMBL	CHEMBL766 Y
Chemical data
Formula	C16H26N2O5S
Mol. mass	358.454 g/mol
SMILES 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/s1 Y Key:DHSUYTOATWAVLW-WFVMDLQDSA-N Y
Y (what is this?)  (verify)

Cilastatin is a chemical compound which inhibits the human enzyme dehydropeptidase.^[1]

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 dehydropeptidase and prolong its antibacterial effect. Imipenem alone is an effective antibiotic and can be given without the cilastatin. Cilastatin itself does not have antibiotic activity.

Another carbapenem, meropenem is resistant to dehydropeptidase; therefore, it can be given without cilastatin.

See also

• Imipenem/cilastatin

References