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S-(N-3-Phenylpropylthiocarbamoyl)-L-cysteine

This compound is a cysteine-isothiocyanate conjugate that exhibits antioxidative, cytoprotective, nephroprotective, and chemopreventive activities. In vivo, this compound decreases lung tumor formation induced by benzo[a]pyrene and NNK. Additionally, this isothiocyanate (ITC) increases expression and activity of heme oxygenase 1 (HO-1) and decreases renal tissue apoptosis induced by cisplatin. Like other ITCs, this compound also acts as a phase II enzyme inducer.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18970933

Cas No.

137915-13-0

Purity

≥98%

Formula

C13H18N2O2S2

Formula Wt.

298.42

IUPAC Name

(2R)-2-amino-3-(3-phenylpropylcarbamothioylsulfanyl)propanoic acid

Synonym

S-(N-(3-Phenylpropyl)(thiocarbamoyl))-cysteine

Melting Point

202-205°C

Appearance

White solid

Tayem Y, Green CJ, Motterlini R, et al. Isothiocyanate-cysteine conjugates protect renal tissue against cisplatin-induced apoptosis via induction of heme oxygenase-1. Pharmacol Res. 2014 Mar;81:1-9. PMID: 24434421.

Hecht SS, Upadhyaya P, Wang M, et al. Inhibition of lung tumorigenesis in A/J mice by N-acetyl-S-(N-2-phenethylthiocarbamoyl)-L-cysteine and myo-inositol, individually and in combination. Carcinogenesis. 2002 Sep;23(9):1455-61. PMID: 12189187.

BI-6728