An inhibitor of autotaxin
Technical Support & Resources

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.

BMP-22

Item No. 27264

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
p-[(4-pentadecylphenyl)methyl]-phosphonic acid
CAS Number
1306684-90-1
Molecular Formula
C22H39O3P
Formula Weight
382.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlEthanol: 10 mg/ml
λmax
220, 265 nm
SMILES
OP(CC1=CC=C(CCCCCCCCCCCCCCC)C=C1)(O)=O
InChi Code
InChI=1S/C22H39O3P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21-16-18-22(19-17-21)20-26(23,24)25/h16-19H,2-15,20H2,1H3,(H2,23,24,25)
InChi Key
XWVBRTAQHMKHCE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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

    $219

    Add

    5 mg

    $657

    Add

    10 mg

    $1,095

    Add

    25 mg

    $2,189

    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

    BMP-22 is an inhibitor of autotaxin (IC50 = 170 nM).1 It is selective for autotaxin over the phosphodiesterases NPP6 and NPP7 at 10 μM. BMP-22 (0.1-1,000 nM) inhibits autotaxin-mediated production of lysophosphatidic acid (LPA) from lysophosphatidylcholine (LPC; Item No. 24331) in vitro in a concentration-dependent manner. It inhibits LPC-dependent MM1 cell invasion of a human umbilical vein endothelial cell (HUVEC) monolayer. BMP-22 (0.5 mg/kg per day) decreases the number of lung metastatic foci in a B16/F10 syngeneic mouse melanoma model of lung metastasis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gupte, R., Patil, R., Liu, J., et al. Benzyl and naphthalene-methyl phosphonic acid inhibitors of autotaxin with anti-invasive and anti-metastatic actions. ChemMedChem 6(5), 922-935 (2011).