An ester derivative of fluprostenol
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15-keto Fluprostenol isopropyl ester

Item No. 16786

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxo-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]cyclopentyl]-5-heptenoic acid, 1-methylethyl ester
CAS Number
404830-45-1
Synonyms
  • 15-keto Travoprost
Molecular Formula
C26H33F3O6
Formula Weight
498.5
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): 16 mg/ml
λmax
224 nm
SMILES
O[C@@H]1[C@H](C/C=C\CCCC(OC(C)C)=O)[C@@H](/C=C/C(COC2=CC(C(F)(F)F)=CC=C2)=O)[C@H](O)C1
InChi Code
InChI=1S/C26H33F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,21-24,31-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t21-,22-,23+,24-/m1/s1
InChi Key
KSDDYCRRTVADFZ-OHDKTVHDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $97

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    5 mg

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    10 mg

    $761

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    25 mg

    $1,660

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    Product Description

    15-keto Fluprostenol isopropyl ester is an ester derivative of the FP receptor agonist fluprostenol (Item No. 16768) that is oxidized at carbon 15. It is a potential inactive metabolite of fluprostenol isopropyl ester (travoprost; Item No. 16769) based on the published metabolism of latanoprost (Item No. 16812) by 15-hydroxyprostaglandin dehydrogenase in the monkey cornea.1 15-keto Fluprostenol isopropyl ester is a potential impurity found in commercial preparations of fluprostenol isopropyl ester.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).