An EP4 receptor antagonist
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Alternative(s)
14522ONO-AE3-208
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ONO-AE3-208 (sodium salt)

Item No. 16108

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-cyano-2-[[2-(4-fluoro-1-naphthalenyl)-1-oxopropyl]amino]-benzenebutanoic acid, monosodium salt
CAS Number
2309931-05-1
Molecular Formula
C24H20FN2O3 • Na
Formula Weight
426.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 2 mg/ml
λmax
223, 285 nm
SMILES
FC1=CC=C(C(C(NC2=CC(C#N)=CC=C2CCCC([O-])=O)=O)C)C3=CC=CC=C31.[Na+]
InChi Code
InChI=1S/C24H21FN2O3.Na/c1-15(18-11-12-21(25)20-7-3-2-6-19(18)20)24(30)27-22-13-16(14-26)9-10-17(22)5-4-8-23(28)29;/h2-3,6-7,9-13,15H,4-5,8H2,1H3,(H,27,30)(H,28,29);/q;+1/p-1
InChi Key
FTOXXPATZUZQCF-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    ONO-AE3-208 is an antagonist of the EP4 receptor (Ki = 1.3 nM) that less potently affects EP3, FP, and TP receptors (Kis = 30, 790, and 2,400 nM, respectively) and is without effect on other prostanoid receptors.1,2 In wild type mice, it mimics deletion of EP4 by producing severe colitis, with epithelial loss, crypt damage, and inflammation, after treatment with 3% dextran sodium sulfate.1 ONO-AE3-208 has also been used to implicate EP4 signaling in immune and autoimmune responses, inflammation, and cancer.3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kabashima, K., Saji, T., Murata, T., et al. The prostaglandin receptor EP4 suppresses colitis, mucosal damage and CD4 cell activation in the gut. J. Clin. Invest. 109(7), 883-893 (2002).

    2. Jones, R.L., Giembycz, M.A., and Woodward, D.F. Prostanoid receptor antagonists: Development strategies and therapeutic applications. Br. J. Pharmacol. 158(1), 104-145 (2009).

    3. Ma, X., Kundu, N., Rifat, S., et al. Prostaglandin E receptor EP4 antagonism inhibits breast cancer metastasis. Cancer Res. 66(6), 2923-2927 (2006).

    4. Kabashima, K., Sakata, D., Nagamachi, M., et al. Prostaglandin E2-EP4 signaling initiates skin immune responses by promoting migration and maturation of Langerhans cells. Nat. Med. 9(6), 744-749 (2003).

    5. Esaki, Y., Li, Y., Sakata, D., et al. Dual roles of PGE2-EP4 signaling in mouse experimental autoimmune encephalomyelitis. Proc. Natl. Acad. Sci. USA 107(27), 12233-12238 (2010).

    6. Komatsu, H., Enjouji, S., Ito, A., et al. Prostaglandin E2 inhibits proteinase-activated receptor 2-signal transduction through regulation of receptor internalization. J. Vet. Med. Sci. 75(3), 255-261 (2013).