The C-8 epimer of bimatoprost (free acid)
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8-iso-17-phenyl trinor Prostaglandin F

Item No. 10008435

Technical Information
Formal Name
9α,11α,15S-trihydroxy-17-phenyl-18,19,20-trinor-(8β)-prosta-5Z,13E-dien-1-oic acid
Molecular Formula
C23H32O5
Formula Weight
Purity
≥98%
A 5 mg/ml solution in methyl acetate
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
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
InChi Code
InChI=1S/C23H32O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,14-15,18-22,24-26H,2,7,10-13,16H2,(H,27,28)/b6-1-,15-14+/t18-,19-,20+,21-,22+/m0/s1
InChi Key
YFHHIZGZVLHBQZ-ASXHZHNKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    8-iso-17-phenyl trinor Prostaglandin F (8-iso-17-phenyl trinor PGF) is the C-8 epimer of bimatoprost (free acid), a metabolically stable analog of PGF. Bimatoprost (free acid) 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 There are no published studies of the pharmacological properties of 8-iso-17-phenyl trinor PGF.

    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 alStructural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F receptor. Biochem. Pharmacol. 38(14), 2375-2381 (1989).

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