Cilastatin (Standard)

cas: 82009-34-5 — see every product listed under this CAS number, including other names

Cilastatin (Standard) (CAS 82009-34-5) is a chemical reagent available from Chemat. Available pack sizes: 5 mg, 10 mg, 25 mg, 100 mg, 50 mg. Offered by: MedChemExpress.

brand	MedChemExpress
catalog number	HY-A0166R-5 mg
cas	82009-34-5
size	5 mg
availability	Get quote

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Available pack sizes

brand	size	price
MedChemExpress	5 mg	575.11 Pln
MedChemExpress	10 mg	793.38 Pln
MedChemExpress	25 mg	1197.41 Pln
MedChemExpress	100 mg	2256.24 Pln
MedChemExpress	50 mg	1629.30 Pln

properties

delivery time	over 3 weeks
purity	no data

Cilastatin is 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. It has a role as a xenobiotic, a protease inhibitor, an EC 3.4.13.19 (membrane dipeptidase) inhibitor and an environmental contaminant. It is an organic sulfide, a carboxamide, a non-proteinogenic L-alpha-amino acid and a L-cysteine derivative. It is a conjugate acid of a cilastatin(1-).

Source: ChEBI

Identity
Molecular formula	C₁₆H₂₆N₂O₅S
Molecular weight	358.5 g/mol
IUPAC name	(Z)-7-[(2R)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid
InChIKey	DHSUYTOATWAVLW-WFVMDLQDSA-N
SMILES	CC1(C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N)/C(=O)O)C

Computed by PubChem (NCBI)

Synonyms: Cilastatin, Cilastatina, Cilastatine, Cilastatinum, Cilastatin acid, Cilastin, Cilastatin (INN), Cilastatine [French], Cilastatinum [Latin], CILASTATIN [INN]