A selective MMP-2 inhibitor
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.

MMP-2 Inhibitor I

Item No. 19644

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-hydroxy-9Z-octadecenamide
CAS Number
10335-69-0
Synonyms
  • Matrix Metalloproteinase-2 Inhibitor I
  • cis-9-Octadecenoyl-N-hydroxylamide
  • Oleylhydroxamate
Molecular Formula
C18H35NO2
Formula Weight
297.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.3 mg/ml
SMILES
ONC(CCCCCCC/C=C\CCCCCCCC)=O
InChi Code
InChI=1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(20)19-21/h9-10,21H,2-8,11-17H2,1H3,(H,19,20)/b10-9-
InChi Key
LTXHELLMCCEDJG-KTKRTIGZSA-N
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

    5 mg

    $72

    Add

    10 mg

    $106

    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

    MMP-2 inhibitor I is a hydroxamate-based, long-chain fatty acid that acts as a reversible inhibitor of matrix metalloproteinase (MMP)-2 (Ki = 1.6 µM), a protein implicated in the pathological breakdown of extracellular matrix proteins.1 Increased levels of MMP-2 are associated with tumor invasion and metastasis. This compound has been shown to attenuate cancer cell migration.2 It has also been used to preserve blood-brain barrier function in a rat model of pneumococcal meningitis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Berton, A., Rigot, V., Huett, E., et al. Involvement of fibronectin type II repeats in the efficient inhibition of gelatinases A and B by long-chain unsaturated fatty acids. The Journal of Biological Chemisty 276(23), 20458-20465 (2016).

    2. Emmert-Buck, M.R., Roth, M.J., Zhuang, Z., et al. Increased gelatinase A (MMP-2) and cathepsin B activity in invasive tumor regions of human colon cancer samples. Am. J. Pathol. 145(6), 1285-1290 (1994).

    3. Barichello, T., Generoso, J.S., Michelon, C.M., et al. Inhibition of matrix metalloproteinases-2 and -9 prevents cognitive impairment induced by pneumococcal meningitis in Wistar rats. Exp. Biol. Med. (Maywood) 239(2), 225-231 (2014).