An isomer of fluprostenol isopropyl ester
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15(S)-Fluprostenol isopropyl ester

Item No. 16788

Technical Information
Formal Name
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]cyclopentyl]-5-heptenoic acid, 1-methylethyl ester
CAS Number
1420791-14-5
Synonyms
  • 15(S)-Flu-Ipr
Molecular Formula
C26H35F3O6
Formula Weight
Purity
≥98%
A 10 mg/ml solution in ethanol
DMF: 15 mg/mlDMSO: 10 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:1): 1 mg/ml
λmax
222, 280 nm
SMILES
O[C@@H]1[C@H](C/C=C\CCCC(OC(C)C)=O)[C@@H](/C=C/[C@H](O)COC2=CC=CC(C(F)(F)F)=C2)[C@H](O)C1
InChi Code
InChI=1S/C26H35F3O6/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/h3,5,7-9,12-14,17,19,21-24,30-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t19-,21+,22+,23-,24+/m0/s1
InChi Key
MKPLKVHSHYCHOC-AURHPGDUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    15(S)-Fluprostenol isopropyl ester is an isomer of the prostaglandin F analog fluprostenol isopropyl ester (Item No. 16769).1 It is a potential prodrug to 15(S)-fluprostenol (Item No. 16787), which could act as an agonist at FP receptors albeit at a lower potency than 15(R) epimer and FP receptor agonist fluprostenol (Item No. 16768). 15(S)-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. Sorbera, L.A., and Castañer, J. Travoprost. Drugs Future 25(1), 41-45 (2000).

    2. Dams, I., Chodyński, M., Krupa, M., et alA novel convergent synthesis of the potent antiglaucoma agent travoprost. Tetrahedron 69(5), 1634-1648 (2013).

    Product Citations

    Dams, I., Chodyński, M., Krupa, M., et alA novel convergent synthesis of the potent antiglaucoma agent travoprost. Tetrahedron 69(5), 1634-1648 (2013).