An isothiocyanate with diverse biological activities
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6-Methylsulfinylhexyl isothiocyanate

Item No. 19638

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-isothiocyanato-6-(methylsulfinyl)-hexane
CAS Number
4430-35-7
Synonyms
  • 6-MSITC
Molecular Formula
C8H15NOS2
Formula Weight
205.3
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mLDMSO: 30mg/mLEthanol: 50 mg/mLPBS (pH 7.2): 10 mg/mL
SMILES
S=C=NCCCCCCS(C)=O
InChi Code
InChI=1S/C8H15NOS2/c1-12(10)7-5-3-2-4-6-9-8-11/h2-7H2,1H3
InChi Key
XQZVZULJKVALRI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $36

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    5 mg

    $135

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    10 mg

    $203

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    25 mg

    $253

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    Cayman Chemical
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    Product Description

    6-Methylsulfinylhexyl isothiocyanate (6-MSITC) is an isothiocyanate that has been found in wasabi (W. japonica) and has diverse biological activities.1,2,3,4,5 It inhibits nitric oxide (NO) production in mouse peritoneal exudate macrophages when used at a concentration of 5 µM.1 It inhibits aggregation of isolated human platelets induced by arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607; IC50 = 21.9 µM).2 6-MSITC reduces cell survival in a panel of breast, brain, colon, lung, ovarian, renal, and prostate cancer cell lines (mean IC50 = 43.7 µM).3 In vivo, 6-MSITC (5 mg/kg twice weekly) reduces apoptosis of substantia nigral dopaminergic neurons and motor dysfunction in a mouse model of Parkinson's disease induced by 6-OHDA (Item No. 25330).4 6-MSITC also reduces the number of lung metastases in a B16/F10 murine melanoma model.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Noshita, T., Kidachi, Y., Funayama, H., et al. Anti-nitric oxide production activity of isothiocyanates correlates with their polar surface area rather than their lipophilicity. Eur. J. Med. Chem. 44(12), 4931-4936 (2009).

    2. Morimitsu, Y., Hayashi, K., Nakagawa, Y., et al. Antiplatelet and anticancer isothiocyanates in Japanese domestic horseradish, Wasabi. Mech. Ageing Dev. 116(2-3), 125-134 (2000).

    3. Nomura, T., Shinoda, S., Yamori, T., et al. Selective sensitivity to wasabi-derived 6-(methylsulfinyl)hexyl isothiocyanate of human breast cancer and melanoma cell lines studied in vitro. Cancer Detect. Prev. 29(2), 155-160 (2005).

    4. Morroni, F., Sita, G., Tarozzi, A., et al. Neuroprotection by 6-(methylsulfinyl)hexyl isothiocyanate in a 6-hydroxydopamine mouse model of Parkinson’s disease. Brain Res. 1589, 93-104 (2014).

    5. Fuke, Y., Shinoda, S., Nagata, I., et al. Preventive effect of oral administration of 6-(methylsulfinyl)hexyl isothiocyanate derived from wasabi (Wasabia japonica Matsum) against pulmonary metastasis of B16-BL6 mouse melanoma cells. Cancer Detect. Prev. 30(2), 174-179 (2006).