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8-iso-17-phenyl trinor Prostaglandin F

Cayman Chemical Item Number 10008436

8-iso-17-phenyl trinor Prostaglandin F2β

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Description

Bimatoprost (free acid) is a metabolically stable analog of prostaglandin F (PGF) and a potent agonist for the FP receptor. It binds to the FP receptor on ovine luteal cells with a relative potency of 756% compared to that of PGF.1 At the rat recombinant FP receptor expressed in CHO cells bimatoprost inhibits PGF binding with a Ki of 1.1 nM.2 The isopropyl ester of bimatoprost is slightly better than PGF isopropyl ester in reducing the intraocular pressure in the cat eye without any irritation.3 8-iso-17-phenyl PGF is an isomer of bimatoprost that is epimerized at the 8 and 9 positions. There are no published reports on the biological activity of 8-iso-17-phenyl PGF.

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

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

3 Stjernschantz, J., and Resul, B. Phenyl substituted prostaglandin analogs for glaucoma treatment. Drugs Future 17 691-704 (1992).

Formal Name 9β,​11α,​15S-​trihydroxy-​17-​phenyl-​(8β)-​prosta-​5Z,​13E-​dien-​1-​oic acid
Molecular Formula C23H32O5
Formula Weight 388.5
Formulation A solution in methyl acetate
Purity >98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O[C@H]​1[C@@H]​(C/C=C\CCCC(O)​=O)​[C@@H]​(/C=C/[C@@H]​(O)​CCC2=CC=CC=C2)​[C@H]​(O)​C1

Background Reading

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

Stjernschantz, J., and Resul, B. Phenyl substituted prostaglandin analogs for glaucoma treatment. Drugs Future 17 691-704 (1992).

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

8-iso-17-phenyl trinor Prostaglandin F2β is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $97.00 $0.00
5 mg $437.00 $0.00
10 mg $776.00 $0.00
50 mg $3,395.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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