15-keto Fluprostenol
Item № 16785
Purity ≥98%
1 mg $49.00 $0.00
5 mg $221.00 $0.00
10 mg $392.00 $0.00

Pricing updated 2016-05-05. Prices are subject to change without notice.

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Fluprostenol is an F-series prostaglandin analog which has been approved for many years as a luteolytic in veterinary animals.1 The isopropyl ester of fluprostenol (travoprost) was recently introduced as an ocular hypotensive drug.2 Oxidation of the C-15 hydroxyl group of fluprostenol produces 15-keto fluprostenol. 15-keto Fluprostenol is a potential metabolite of fluprostenol when administered to animals. 15-keto Fluprostenol is also one of the common minor impurities found in commercial preparations of the bulk drug compound. Products of β-oxidation account for most of the metabolites of fluprostenol recovered in plasma and urine. However, 15-keto fluprostenol is a minor metabolite, and one which could be enhanced in situations where β-oxidation is reduced.

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Technical Information
Formal Name (±)15-oxo-9α,11α-dihydroxy-16,16-(3-(trifluoromethyl)phenoxy)-17,18,19,20-tetranor-prosta-5Z,13E-dien-1-oic acid
Molecular Formula C23H27F3O6
Formula Weight 456.5
Purity ≥98%
Formulation A solution in methyl acetate
λmax 225 nm
SMILES O[C@@H]1[C@H](C/C=C\CCCC(O)=O)[C@@H](/C=C/C(COC2=CC(C(F)(F)F)=CC=C2)=O)[C@H](O)C1
InChI Code 1S/C23H27F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,18-21,28-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t18-,19-,20+,21-/m1/s1

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 As supplied, 1 year from the QC date provided on the Certificate of Analysis, when stored properly
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Additional Information

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References & Background Reading
Product Description References

1. Dukes, M., Russell, W., and Walpole, A.L. Potent luteolytic agents related to prostaglandin F2.alpha.. Nature 250 330-331 (1974).

2. Sorbera, L.A., and Castañer, J. Travoprost. Drugs Future 25 41-45 (2000).

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