An isothiocyanate with diverse biological activities
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Alyssin

Item No. 31513

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-isothiocyanato-5-(methylsulfinyl)-pentane
CAS Number
646-23-1
Synonyms
  • 5-Methylsulfinylpentyl isothiocyanate
  • 5-Methylsulfinylpentyl ITC
Molecular Formula
C7H13NOS2
Formula Weight
191.3
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Chloroform: solubleDMSO: solubleEthanol: soluble
λmax
245 nm
SMILES
O=S(CCCCCN=C=S)C
InChi Code
InChI=1S/C7H13NOS2/c1-11(9)6-4-2-3-5-8-7-10/h2-6H2,1H3
InChi Key
IUUQPVQTAUKPPB-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $36

    Add

    5 mg

    $106

    Add

    10 mg

    $176

    Add

    25 mg

    $264

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Alyssin is an isothiocyanate that has been found in W. japonica and has diverse biological activities, including antibacterial, CYP inhibitory, and antiproliferative properties.1,2,3 It is active against the bacteria B. subtilis, methicillin-sensitive S. aureus, methicillin-resistant S. aureus (MRSA), and E. coli.1 Alyssin (0.5-2.5 µM) directly inhibits activity of the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1A2 induced by the polycyclic aromatic hydrocarbons (PAHs) anthracene and dibenzo[a,h]anthracene in MCF-7 breast cancer cells.2 It inhibits proliferation of HCT116 colon cancer cells (IC50 = <4 µM).3 Alyssin also inhibits platelet aggregation induced by ADP or arachidonic acid (IC50s = 168 and 20 µM, respectively).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Masuda, H., Harada, Y., Kishimoto, N., et al. Antimicrobial Activities of Isothiocyanates. Aroma Active Compounds in Foods 229-250 (2001).

    2. Skupinska, K., Misiewicz-Krzeminska, I., Lubelska, K., et al. The effect of isothiocyanates on CYP1A1 and CYP1A2 activities induced by polycyclic aromatic hydrocarbons in Mcf7 cells. Toxicol. In Vitro 23(5), 763-771 (2009).

    3. Kim, M.J., Kim, S.H., and Lim, S.-J. Comparison of the apoptosis-inducing capability of sulforaphane analogues in human colon cancer cells. Anticancer Res. 30(9), 3611-3619 (2010).

    4. 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).