Cilastatin

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

Cilastatin (CAS 82009-34-5) is a chemical reagent available from Chemat. Available pack sizes: on request, 1g, 0,5g, 5g, 2g, 10g. Offered by: Chemat Brand, Biosynth, Thermo Scientific (Acros).

brandChemat Brand
catalog numberULC136003
cas82009-34-5
sizeon request
availability Do potwierdzenia przez Chemat|To be confirmed by Chemat
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Available pack sizes

brand size price
Chemat Brand on request price on request
Biosynth 1g price on request
Biosynth 0,5g price on request
Thermo Scientific (Acros) 1g 632.53 Pln
Thermo Scientific (Acros) 5g 2164.86 Pln
Biosynth 2g price on request
Biosynth 10g price on request
Biosynth 5g price on request

properties

purityNo data
categoryChemicals
delivery timeTo be confirmed by Chemat
Structural formula: {0} (CAS {1})

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 formulaC16H26N2O5S
Molecular weight358.5 g/mol
IUPAC name(Z)-7-[(2R)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid
InChIKeyDHSUYTOATWAVLW-WFVMDLQDSA-N
SMILESCC1(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]
Related forms of this compound
(Z)-7-[(2S)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid C16H26N2O5S
(Z)-7-[(2S)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1R)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid C16H26N2O5S
(Z)-7-[(2R)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1R)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid C16H26N2O5S
(E)-7-(2-amino-2-carboxyethyl)sulfanyl-2-[(2,2-dimethylcyclopropanecarbonyl)amino]hept-2-enoic acid C16H26N2O5S
(Z)-7-[(2R)-2-(15N)azanyl-2-carboxy-1,1,2-trideuterioethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid C16H26N2O5S

Also listed as

Cilastatin, >95% (HPLC) TRC CAS 82009-34-5
Cilastatin/ 99.03% (existing batch purity) TargetMol CAS 82009-34-5
Cilastatin (MK0791) GLPBio CAS 82009-34-5
Cilastatin 95% Ambeed CAS 82009-34-5
(Z)-7-(((R)-2-Amino-2-carboxyethyl)thio)-2-((S)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoic acid, 95%, 95% Chemat CAS 82009-34-5
(Z)-7-[(2S)-2-AMINO-3-HYDROXY-3-OXOPROPYL]SULFANYL-2-[[(1S)-2,2-DIMETHYLCYCLOPROPANECARBONYL]AMINO]HEPT-2-ENOIC ACID, 98%(HPLC),RG Fluorochem CAS 82009-34-5
(Z)-7-[(2S)-2-AMINO-3-HYDROXY-3-OXOPROPYL]SULFANYL-2-[[(1S)-2,2-DIMETHYLCYCLOPROPANECARBONYL]AMINO]HEPT-2-ENOIC ACID Fluorochem CAS 82009-34-5
Cilastatin, 99.91% MedChemExpress CAS 82009-34-5
Cilastatin (Standard) MedChemExpress CAS 82009-34-5