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1-Isothiocyanato-6-(methylsulfinyl)-hexane

This compound is a synthetic derivative of 6-methylsulfinyl-hexane isothiocyanate, which was initially produced by Wasabia; it is an analog of sulforaphane. This isothiocyanate (ITC) exhibits anticancer chemotherapeutic, anti-inflammatory, antioxidative, and neuroprotective activities. This compound inhibits SOX2 signaling, induces G2/M phase cell cycle arrest, and suppresses cell viability in pancreatic cancer cells. This compound also decreases tumor volume and weight in animal models of breast cancer. Additionally, this ITC inhibits expression of COX-2, iNOS, and inflammatory cytokines in macrophages. In striatal cultures, this compound activates Nrf2 and increases levels of heme oxygenase 1 (HO-1), suppressing oxidative stress. This isothiocyanate also inhibits GSK-3β.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18830906

Purity

≥98%

Formula

C8H15NOS2

Formula Wt.

205.34

Synonym

6-Methylsulfinylhexyl isothiocyanate

Appearance

Colorless Liquid


product targets : Itk inhibitors

Fuke Y, Hishinuma M, Namikawa M, et al. Wasabi-derived 6-(methylsulfinyl)hexyl isothiocyanate induces apoptosis in human breast cancer by possible involvement of the NF-κB pathways. Nutr Cancer. 2014;66(5):879-87. PMID: 24895898.

Chen YJ, Huang YC, Tsai TH, et al. Effect of Wasabi Component 6-(Methylsulfinyl)hexyl Isothiocyanate and Derivatives on Human Pancreatic Cancer Cells. Evid Based Complement Alternat Med. 2014;2014:494739. PMID: 24575144.

Uto T, Hou DX, Morinaga O, et al. Molecular Mechanisms Underlying Anti-Inflammatory Actions of 6-(Methylsulfinyl)hexyl Isothiocyanate Derived from Wasabi (Wasabia japonica). Adv Pharmacol Sci. 2012;2012:614046. PMID: 22927840.

Mizuno K, Kume T, Muto C, et al. Glutathione biosynthesis via activation of the nuclear factor E2-related factor 2 (Nrf2)–antioxidant-response element (ARE) pathway is essential for neuroprotective effects of sulforaphane and 6-(methylsulfinyl) hexyl isothiocyanate. J Pharmacol Sci. 2011;115(3):320-8. PMID: 21358121.

Yoshida J, Nomura S, Nishizawa N, et al. Glycogen synthase kinase-3β inhibition of 6-(methylsulfinyl)hexyl isothiocyanate derived from wasabi (Wasabia japonica Matsum). Biosci Biotechnol Biochem. 2011;75(1):136-9. PMID: 21228474.

GSK-J4