A matrix metalloproteinase 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.

cis-ACCP

Item No. 10012583

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
P-[[[(1R,2S)-2-aminocyclohexyl]amino]carbonyl]-phosphonic acid
CAS Number
777075-44-2
Molecular Formula
C7H15N2O4P
Formula Weight
222.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
N[C@H]1CCCC[C@H]1NC(P(O)(O)=O)=O
InChi Code
InChI=1S/C7H15N2O4P/c8-5-3-1-2-4-6(5)9-7(10)14(11,12)13/h5-6H,1-4,8H2,(H,9,10)(H2,11,12,13)/t5-,6+/m0/s1
InChi Key
XHCXISPZIHYKQD-NTSWFWBYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature 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

    $32

    Add

    5 mg

    $134

    Add

    10 mg

    $238

    Add

    50 mg

    $1,030

    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

    Matrix metalloproteinases (MMPs) belong to a family of proteases that play a crucial role in tissue remodeling and repair by degrading extracellular matrix proteins, thus enabling cell migration.1 Overexpression of MMPs are linked to diseases such as cancer, arthritis, osteoporosis, and arteriosclerosis. cis-ACCP is a reversible and competitive inhibitor of type IV collagen-specific MMP-2 and MMP-9 with preference towards MMP-2 (IC50 = 4 and 20 µM, respectively).2 At 100 µM, cis-ACCP prevents 90% of tumor cell invasion across matrigel-coated membranes in vitro.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nagase, H., and Woessner, J.F., Jr. Matrix metalloproteinases. The Journal of Biological Chemisty 274(31), 21491-21494 (1999).

    2. Hoffman, A., Qadri, B., Frant, J., et al. Carbamoylphosphonate matrix metalloproteinase inhibitors 6: Cis-2-aminocyclohexylcarbamoylphosphonic acid, a novel orally active antimetastatic matrix metalloproteinase-2 selective inhibitor-synthesis and pharmacodynamic and pharmacokinetic analysis. J. Med. Chem. 51, 1406-1414 (2008).