Agonist of the PGE2 receptor EP4
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CAY10598

Item No. 13281

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[(3S)-3-hydroxy-4-phenyl-1-buten-1-yl]1-[6-(2H-tetrazol-5R-yl)hexyl]-2-pyrrolidinone
CAS Number
346673-06-1
Molecular Formula
C21H29N5O2
Formula Weight
383.5
Purity
≥98%
Formulation (Request formulation change)
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 12.5 mg/mlDMSO: 12.5 mg/mlEthanol: 15 mg/mlPBS (pH 7.2): 1.4 mg/ml
SMILES
O=C1N(CCCCCCC2=NN=NN2)[C@](/C=C/[C@@H](O)CC3=CC=CC=C3)([H])CC1
InChi Code
InChI=1S/C21H29N5O2/c27-19(16-17-8-4-3-5-9-17)13-11-18-12-14-21(28)26(18)15-7-2-1-6-10-20-22-24-25-23-20/h3-5,8-9,11,13,18-19,27H,1-2,6-7,10,12,14-16H2,(H,22,23,24,25)/b13-11+/t18-,19+/m0/s1
InChi Key
JWYPJSNXPZTEHL-VJKINUSGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $106

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    1 mg

    $148

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    5 mg

    $579

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    10 mg

    $1,050

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    Product Description

    CAY10598 is a very potent agonist of EP4, binding with a Ki value of 1.2 nM.1 Moreover, it does not bind EP1, EP2, EP3, or other prostanoid receptors, including DP, FP, IP, and TP.1 First generation EP4 receptor-selective agonists have been shown to reduce inflammation, improve bone healing, provide cardio- and neuroprotection, and reduce renal dysfunction, suggesting some clinical applications for EP4 agonists.2,3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Billot, X., Chateauneuf, A., Chauret, N., et al. Discovery of a potent and selective agonist of the prostaglandin EP4 receptor. Bioorg. Med. Chem. Lett. 13(6), 1129-1132 (2003).

    2. Yamane, H., Sugimoto, Y., Tanaka, S., et al. Prostaglandin E2 receptors, EP2 and EP4, differentially modulate TNF-α and IL-6 production induced by lipopolysaccharide in mouse peritoneal neutrophils. Biochem. Biophys. Res. Commun. 278, 224-228 (2000).

    3. Marui, A., Hirose, K., Maruyama, T., et al. Prostaglandin E2 EP4 receptor-selective agonist facilitates sternal healing after harvesting bilateral internal thoracic arteries in diabetic rats. J. Thorac. Cardiovasc. Surg. 131(3), 587-593 (2006).

    4. Xiao, C.Y., Yuhki, K.i., Hara, A., et al. Prostaglandin E2 protects the heart from ischemia-reperfusion injury via its receptor subtype EP4. Circulation 109, 2462-2468 (2004).

    5. Ahmad, A.S., Ahmad, M., de Brum-Fernandes, A.J., et al. Prostaglandin EP4 receptor agonist protects against acute neurotoxicity. Brain Res. 1066, 71-77 (2005).

    6. Li, J.H., Chou, C.L., Li, B., et al. A selective EP4 PGE2 receptor agonist alleviates disease in a new mouse model of X-linked nephrogenic diabetes insipidus. J. Clin. Invest. 119(10), 3115-3126 (2009).

    Product Citations

    Ching, M.M., Reader, J., and Fulton, A.M. Eicosanoids in cancer: Prostaglandin E2 receptor 4 in cancer therapeutics and immunotherapy. Front. Pharmacol. 11, 819 (2020).