A derivative of fluprostenol
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15-keto Fluprostenol

Item No. 16785

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
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 (Request formulation change)
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 100 mg/mlDMSO: 100 mg/mlEthanol: 100 mg/mlPBS (pH 7.2): 20 mg/ml
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
InChI=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
InChi Key
KWTWHYQJNRDZOJ-XXAASLTGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    Product Description

    15-keto Fluprostenol is a derivative of the FP receptor agonist fluprostenol (Item No. 16768) that is oxidized at carbon 15. It is a potential inactive metabolite of 15-keto fluprostenol isopropyl ester (Item No. 16786). It is also a potential metabolite of fluprostenol based on the published metabolism of latanoprost (Item No. 16812) by 15-hydroxyprostaglandin dehydrogenase in the monkey cornea.1 15-keto Fluprostenol is a potential pharmaceutical impurity found in commercial preparations of fluprostenol.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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(3), 383-389 (2002).

    2. Asendrych-Wicik, K., Zarczuk, J., Walaszek, K., et al. Trends in development and quality assessment of pharmaceutical formulations - F2α analogues in the glaucoma treatment. Eur. J. Pharm. Sci. 180, 106315 (2023).