CAY10580 (CAS 64054-40-6) | Cayman Chemical
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CAY10580

Item № 16835
CAS № 64054-40-6
Purity ≥96%
product image
                (CAS 64054-40-6)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     500 µg $57.00 0.00
     1 mg $108.00 0.00
     5 mg $456.00 0.00
     10 mg $798.00 0.00

Pricing updated 2018-08-14. Prices are subject to change without notice.

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

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Technical Information
Formal Name
2-(3-hydroxyoctyl)-5-oxo-1-pyrrolidineheptanoic acid
CAS Number
64054-40-6
Molecular Formula
C19H35NO4
Formula Weight
341.5
Purity
≥96%
Formulation
A solution in ethanol
SMILES
CCCCCC(O)CCC1CCC(=O)N1CCCCCCC(=O)O
InChI Code
InChI=1S/C19H35NO4/c1-2-3-6-9-17(21)13-11-16-12-14-18(22)20(16)15-8-5-4-7-10-19(23)24/h16-17,21H,2-15H2,1H3,(H,23,24)
InChI Key
CBWGHEDGUILASE-UHFFFAOYSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 1 year
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References & Product Citations
Product Description References

1. Li, M., Thompson, D.D., and Paralkar, V.M. Prostaglandin E2 receptors in bone formation. International Orthopaedics 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 Metabolism 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. Bioorganic & Medicinal Chemistry Letters 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. Journal of Medicinal Chemistry 20(10), 1292-1299 (1977).

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