A selective MMP-2 inhibitor
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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
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
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    5 mg

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    Cayman Chemical
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    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).