A bimatoprost isomer
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8-iso-17-phenyl trinor Prostaglandin F2β

Item No. 10008436

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9β,11α,15S-trihydroxy-17-phenyl-(8β)-prosta-5Z,13E-dien-1-oic acid
Synonyms
  • 8-iso-17-phenyl PGF2β
Molecular Formula
C23H32O5
Formula Weight
388.5
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
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-YDJWCRLFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 µg

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    Product Description

    Bimatoprost (free acid) is a metabolically stable analog of prostaglandin F2α (PGF2α) 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 PGF2α.1 At the rat recombinant FP receptor expressed in CHO cells bimatoprost inhibits PGF2α binding with a Ki of 1.1 nM.2 The isopropyl ester of bimatoprost is slightly better than PGF2α isopropyl ester in reducing the intraocular pressure in the cat eye without any irritation.3 8-iso-17-phenyl PGF2β 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 PGF2β.

    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. Stjernschantz, J., and Resul, B. Phenyl substituted prostaglandin analogs for glaucoma treatment. Drugs Future 17(8), 691-704 (1992).