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CAY10580 Exclusive

Cayman Chemical Item Number 16835

(CAS 64054-40-6)

CAY10580 (CAS 64054-40-6)

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Description

Prostaglandin E2 (PGE2) activates four E prostanoid (EP) receptors, EP1-4. EP4 is a Gs protein-coupled receptor that, by elevating the second messenger cAMP, plays important roles in bone formation and resorption,1 cancer,2 and atherosclerosis.3 CAY10580 is an 8-aza-9-oxo-15-hydroxy saturated analog of PGE2. It selectively binds the EP4 receptor (Ki = 35 nM) relative to the EP1, EP2, and EP3 receptors (Ki = 3,000, 2,000, and >3,000 nM, respectively).4 CAY10580 stimulates cAMP formation in excised mouse ovaries.5

1 Li, M., Thompson, D.D., and Paralkar, V.M. Prostaglandin E2 receptors in bone formation. Int Orthop 31 767-772 (2007).

2 Hawcroft, G., Ko, C.W.S., and Hull, M.A. Prostaglandin E2-EP4 receptor signalling promotes tumorigenic behaviour of HT-29 human colorectal cancer cells. Oncogene 26 3006-3019 (2007).

3 Babaev, V.R., Chew, J.D., Ding, L., et al. Macrophage EP4 deficiency increases apoptosis and suppresses early atherosclerosis. Cell Metab 8 492-501 (2008).

4 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 1129-1132 (2003).

5 Smith, R.L., Lee, T., Gould, N.P., et al. Prostaglandin isosteres. 1. (8-Aza-, 8,10-Diaza-, and 8-Aza-11-thia)-9-oxoprostanoic acids and their derivatives. J Med Chem 20(10) 1292-1299 (1977).

Formal Name 2-​(3-​hydroxyoctyl)-​5-​oxo-​1-​pyrrolidineheptanoic acid
CAS Number 64054-40-6
Molecular Formula C19H35NO4
Formula Weight 341.5
Formulation A solution in ethanol
Purity ≥96%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCC(O)​CCC1CCC(=O)​N1CCCCCCC(=O)​O

Background Reading

Smith, R.L., Lee, T., Gould, N.P., et al. Prostaglandin isosteres. 1. (8-Aza-, 8,10-Diaza-, and 8-Aza-11-thia)-9-oxoprostanoic acids and their derivatives. J Med Chem 20(10) 1292-1299 (1977).

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 1129-1132 (2003).

Babaev, V.R., Chew, J.D., Ding, L., et al. Macrophage EP4 deficiency increases apoptosis and suppresses early atherosclerosis. Cell Metab 8 492-501 (2008).

Hawcroft, G., Ko, C.W.S., and Hull, M.A. Prostaglandin E2-EP4 receptor signalling promotes tumorigenic behaviour of HT-29 human colorectal cancer cells. Oncogene 26 3006-3019 (2007).

Li, M., Thompson, D.D., and Paralkar, V.M. Prostaglandin E2 receptors in bone formation. Int Orthop 31 767-772 (2007).

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CAY10580 is available in the following screening library:

Size Price Quantity Subtotal
500 µg $57.00 $0.00
1 mg $108.00 $0.00
5 mg $456.00 $0.00
10 mg $798.00 $0.00
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Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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Prostaglandin E2

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