An ester derivative of fluprostenol
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9-keto Fluprostenol isopropyl ester

Item No. 16782

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]-5-oxocyclopentyl]-5-heptenoic acid, 1-methylethyl ester
CAS Number
1219032-18-4
Synonyms
  • Fluprostenol Prostaglandin E2
Molecular Formula
C26H33F3O6
Formula Weight
498.5
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (1:1): 500 µg/mlDMSO: 20 mg/mlEthanol: 25 mg/ml
λmax
222, 277 nm
SMILES
O[C@H]1[C@H](/C=C/[C@@H](O)COC2=CC(C(F)(F)F)=CC=C2)[C@@H](C/C=C\CCCC(OC(C)C)=O)C(C1)=O
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/h3,5,7-9,12-14,17,19,21-22,24,30,32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t19-,21-,22-,24-/m1/s1
InChi Key
OKXNVRDMSRTJEN-FFKVAXMCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $97

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    5 mg

    $428

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    10 mg

    $761

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    Product Description

    9-keto Fluprostenol isopropyl ester is an ester derivative of the FP receptor agonist fluprostenol (Item No. 16768) that is oxidized at carbon 9. It is a potential prodrug to 9-keto fluprostenol (Item No. 16781), which could act as an agonist at EP receptors. It is also a potential 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 Certain F-series prostaglandins, such as 6-keto prostaglandin F1α (PGF1α; Item No. 15210), are converted to the corresponding E-series compounds in isolated human platelets.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. 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. The Journal of Biological Chemisty 255(19), 9021-9024 (1980).