A 17-phenyl trinor PGF2α derivative
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17-phenyl trinor Prostaglandin F2α 1,15-lactone

Item No. 13992

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α,11α,15S-trihydroxy-17-phenyl-18,19,20-trinor-prosta-5Z,13E-dien-1-oic acid, 1,15-lactone
Synonyms
  • Bimatoprost free acid 1,15 lactone
  • 17-phenyl trinor PGF2α 1,15-lactone
Molecular Formula
C23H30O4
Formula Weight
370.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMSO: 12.5 mg/mlEthanol: 16 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
SMILES
O[C@@H]1[C@H](C/C=C\CCCC2=O)[C@@H](/C=C/[C@@H](O2)CCC3=CC=CC=C3)[C@H](O)C1
InChi Code
InChI=1S/C23H30O4/c24-21-16-22(25)20-15-14-18(13-12-17-8-4-3-5-9-17)27-23(26)11-7-2-1-6-10-19(20)21/h1,3-6,8-9,14-15,18-22,24-25H,2,7,10-13,16H2/b6-1-,15-14+/t18-,19+,20+,21-,22+/m0/s1
InChi Key
RIBUBQDYGJHEOM-KDACTHKWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $41

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    1 mg

    $72

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    5 mg

    $312

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    10 mg

    $544

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    Product Description

    17-phenyl trinor Prostaglandin F2α (17-phenyl trinor PGF2α) (Item No. 16810) is a metabolically stable analog of PGF2α (Item No. 16010) with potent FP receptor agonist activity and well known intraocular pressure-reducing effects.1,2,3 17-phenyl trinor PF2α 1,15-lactone is the 1,15 lactone of 17-phenyl-trinor PGF2α. Selective F-series PG derivatives such as this compound have been developed for suitable pharmacologic activity and an improved side-effect profile over current glaucoma therapeutics.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Balapure, A.K., Rexroad, C.E., Jr., Kawada, K., et al. Structural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F2α receptor. Biochem. Pharmacol. 38(14), 2375-2381 (1989).

    2. Lake, S., Gullberg, H., Wahlqvist, J., et al. Cloning of the rat and human prostaglandin F2α receptors and the expression of the rat prostaglandin F2α receptor. FEBS Lett. 355(3), 317-325 (1994).

    3. Woodward, D.F., Krauss, A.H., Chen, J., et al. The pharmacology of bimatoprost (Lumigan™). Surv. Ophthalmol. 45(Suppl. 4), S337-S345 (2001).

    4. Stjernschantz, J.W. From PGF2α-isopropyl ester to latanoprost: A review of the development of xalatan. The proper lecture. Invest. Ophthalmol. Vis. Sci. 42(6), 1134-1145 (2001).

    5. Maxey, K.M., and Stanton, M.L. Internal 1,15-lactones of fluprostenol and related prostaglandin F2α analogs and their use in the treatment of glaucoma and intraocular hypertension. 12/036,349, (2010).