Products 82009-34-5

CAS 82009-34-5 appears in our catalog under these names: Cilastatin, Cilastatin, >95% (HPLC), Cilastatin/ 99.03% (existing batch purity), Cilastatin (MK0791), Cilastatin 95%. Offered by: Chemat Brand, TRC, TargetMol, GLPBio, Biosynth. Available pack sizes: on request, 100mg, 10mg, 50mg, 5mg, 25mg, 200mg, 500mg.

Cilastatin
Chemat Brand, Biosynth, Thermo Scientific (Acros)
  • size: on request, 1g, 0,5g, 5g
  • Variants: 8
from 632.53
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Cilastatin, >95% (HPLC)
TRC
  • size: 100mg, 10mg, 50mg
  • Variants: 3
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Cilastatin/ 99.03% (existing batch purity)
TargetMol
  • size: 5mg, 10mg, 25mg, 50mg
  • Variants: 7
from 386.15
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Cilastatin (MK0791)
GLPBio
  • size: 10mg, 100mg, 10mM (in 1ml dmso), 50mg
  • Variants: 4
from 629.80
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Cilastatin 95%
Ambeed
  • size: 250mg, 1g, 5g, 10g
  • Variants: 6
from 426.00
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(Z)-7-(((R)-2-Amino-2-carboxyethyl)thio)-2-((S)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoic acid, 95%, 95%
Chemat
  • size: 250mg, 1g, 5g, 10g
  • Variants: 5
from 246.80
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Cilastatin, 99.91%
MedChemExpress
  • size: 5 mg, 10 mg, 50 mg, 10mM/1mL
  • Variants: 5
from 301.12
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Cilastatin (Standard)
MedChemExpress
  • size: 5 mg, 10 mg, 25 mg, 100 mg
  • Variants: 5
from 575.11
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(Z)-7-[(2S)-2-AMINO-3-HYDROXY-3-OXOPROPYL]SULFANYL-2-[[(1S)-2,2-DIMETHYLCYCLOPROPANECARBONYL]AMINO]HEPT-2-ENOIC ACID, 98%(HPLC),RG
Fluorochem
  • size: 250mg, 1g, 5g, 10g
  • Variants: 5
from 445.69
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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