9-keto Fluprostenol isopropyl ester

Cayman Chemical Item Number 16782

Fluprostenol Prostaglandin E2 (CAS 1219032-18-4)

See more


Fluprostenol is a well-studied, potent analog of prostaglandin F (PGF) and acts primarily through the FP receptor.1 Oxidation at C-9 of fluprostenol yields 9-keto fluprostenol. Prostaglandin esters are known to be hydrolyzed in the eye to the corresponding free acids.2 However, the use of prostaglandin esters as prodrugs outside the eye is relatively unexplored. 9-keto Fluprostenol is an analog of PGE2 with structural modifications intended to give it a prolonged half-life and greater potency. 9-keto Fluprostenol isopropyl ester has the potential to act as an EP agonist in prodrug form. However, no studies on the pharmacology of this compound have been published to date. In addition 9-keto fluprostenol isopropyl ester is a potential metabolite of Travoprost, which is the Alcon trade name for fluprostenol isopropyl ester. In monkey cornea, this transformation was observed as a product of NADP+-dependent 15-hydroxyprostaglandin dehydrogenase when the closely related analog Latanoprost was used as a substrate.3 Certain F-series prostaglandins have been shown to be converted to the corresponding E-series compounds in rabbit liver4 and human platelet5 preparations.

1. Dukes, M., Russell, W., and Walpole, A.L. Potent luteolytic agents related to prostaglandin F. Nature 250 330-331 (1974).

2. Goh, Y., and Kishino, J. Pharmacological characterization of prostaglandin-related ocular hypotensive agents. Jpn J Ophthamol 38 236-245 (1994).

3. Fujimori, K., Okada, T., and Urade, Y. Expression of NADP+-dependent 15-hydroxyprostaglandin dehydrogenase mRNA in monkey ocular tissues and characterization of its recombinant enzyme. J Biochem 131 383-389 (2002).

4. Wong, P.Y., Malik, K.U., Desiderio, D.M., et al. Hepatic metabolism of prostacyclin (PGI2) in the rabbit: Formation of a potent novel inhibitor of platelet aggregation. Biochem Biophys Res Commun 93 486-494 (1980).

5. Wong, P.Y.K., Lee, W.H., Chao, P.H.W., et al. Metabolism of prostacyclin by 9-hydroxyprostaglandin dehydrogenase in human platelets. Formation of a potent inhibitor of platelet aggregation and enzyme purification. J Biol Chem 255(19) 9021-9024 (1980).

  • Fluprostenol Prostaglandin E2
Formal Name (+)-​9-​oxo-​11α,​15R-​dihydroxy-​16-​(3-​(trifluoromethyl)phenoxy)-​17,​18,​19,​20-​tetranor-​prosta-​5Z,​13E-​dien-​1-​oic acid,​ isopropyl ester
CAS Number 1219032-18-4
Molecular Formula C26H33F3O6
Formula Weight 498.5
Formulation A solution in ethanol
Purity ≥98%
λmax 222, 277 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Copy SMILES to clipboard
InCHI Code
Copy InCHI code to clipboard
Copy InCHI key to clipboard

Download free InCHI Key generation software

9-keto Fluprostenol isopropyl ester is available in the following screening library:

Size Price Quantity Subtotal
1 mg $71.00 $0.00
5 mg $320.00 $0.00
10 mg $568.00 $0.00
Bulk Contact
Cart Total $0.00

Pricing updated 2015-08-27. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

11-keto Fluprostenol
13(R),14(R)-epoxy Fluprostenol isopropyl ester
13(S),14(S)-epoxy Fluprostenol isopropyl ester
Prostaglandin E2
Show all 5 Hide all but first 3


Batch-specific Information

Get batch-specific data and documents by batch number

Separate multiple batch numbers with commas

Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

Cayman Chemical

1180 East Ellsworth Road

Ann Arbor, Michigan 48108 USA


Please wait...