Travoprost impurity
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13(S),14(S)-epoxy Fluprostenol isopropyl ester

Item No. 11170

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(Z)-isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((2S,3S)-3-((S)-1-hydroxy-2-(3-(trifluoromethyl)phenoxy)ethyl)oxiran-2-yl)cyclopentyl)hept-5-enoate
Synonyms
  • Epoxy Derivative 2
  • 13(S),14(S)-epoxy Travoprost
Molecular Formula
C26H35F3O7
Formula Weight
516.6
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 5 mg/mlEthanol: 30 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
222, 276 nm
SMILES
O[C@@H]1[C@H](C/C=C\CCCC(OC(C)C)=O)[C@@H]([C@@H]2C([C@@H](O)COC3=CC=CC(C(F)(F)F)=C3)O2)[C@H](O)C1
InChi Code
InChI=1S/C26H35F3O7/c1-15(2)35-22(33)11-6-4-3-5-10-18-19(30)13-20(31)23(18)25-24(36-25)21(32)14-34-17-9-7-8-16(12-17)26(27,28)29/h3,5,7-9,12,15,18-21,23-25,30-32H,4,6,10-11,13-14H2,1-2H3/b5-3-/t18-,19-,20+,21-,23+,24-,25-/m0/s1
InChi Key
BGPCWSPTSAFVAF-MBCUBKMDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Fluprostenol isopropyl ester (Item No. 16769) is a potent F-series prostaglandin receptor agonist prodrug that finds clinical use as an ocular hypotensive agent for the treatment of glaucoma.1,2 13,14-epoxy Fluprostenol isopropyl ester (Item No. 13679) is an impurity generated in the production of fluprostenol isopropyl ester. This product is a chiral enantiomer of the epoxide. The pharmacology of 13(S),14(S)-epoxy fluprostenol isopropyl ester has not been studied extensively to date.

    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. Hellberg, M.R., Sallee, V.L., McLaughlin, M.A., et al. Preclinical efficacy of travoprost, a potent and selective FP prostaglandin receptor agonist. J. Ocul. Pharmacol. Ther. 17(5), 421-432 (2001).