A nephrotoxin and metabolite of trichloroethylene
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S-(1,2-Dichlorovinyl)-Cysteine (hydrochloride)

Item No. 33894

Technical Information
Formal Name
S-(1,2-dichloroethenyl)-L-cysteine, monohydrochloride
CAS Number
2508026-62-6
Synonyms
  • S-(1,2-dichlorovinyl)-L-Cysteine
  • S-(trans-1,2-dichlorovinyl)-L-Cysteine
  • DCVC
Molecular Formula
C5H7Cl2NO2S • HCl
Formula Weight
Purity
≥95%
A solid
DMSO: solubleMethanol: solubleWater: soluble
SMILES
Cl/C=C(Cl)\SC[C@H](N)C(O)=O.Cl
InChi Code
InChI=1S/C5H7Cl2NO2S.ClH/c6-1-4(7)11-2-3(8)5(9)10;/h1,3H,2,8H2,(H,9,10);1H/b4-1-;/t3-;/m0./s1
InChi Key
WWBANJWARDZMIB-HGFJMBHSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    S-(1,2-Dichlorovinyl)-cysteine is a nephrotoxin and metabolite of trichloroethylene.1,2,3 It is formed via a dichlorovinyl glutathione intermediate and its subsequent cleavage by dipeptidase.1 S-(1,2-Dichlorovinyl)-cysteine (1 mM) is cytotoxic to isolated human renal proximal tubule cells. It increases urine levels of N-acetyl-β-D-glucosaminidase, total protein, and glucose in rabbits when administered at a dose of 10 mg/kg.2 S-(1,2-Dichlorovinyl)-cysteine induces renal necrosis and lethality in rats (LD50s = 66-83 mg/kg).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cummings, B.S., and Lash, L.H. Metabolism and toxicity of trichloroethylene and S-(1,2-dichlorovinyl)-L-cysteine in freshly isolated human proximal tubular cells. Toxicol. Sci. 53(2), 458-466 (2000).

    2. Davis, J.W., Blakeman, D.P., Jolly, R.A., et alS-(1,2-dichlorovinyl)-L-cysteine-induced nephrotoxicity in the New Zealand white rabbit: Characterization of proteinuria and examination of the potential role of oxidative injury. Toxicol. Pathol. 23(4), 487-497 (1995).

    3. Terracini, B., and Parker, V.H. A pathological study on the toxicity of S-dichlorovinyl-ʟ-cysteine. Food Cosmet. Toxicol. 3, 67-74 (1965).