Date published: 2026-1-13

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5-trans Latanoprost (free acid) (CAS 903549-49-5)

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Application:
5-trans Latanoprost (free acid) is an F-series prostaglandin
CAS Number:
903549-49-5
Molecular Weight:
390.5
Molecular Formula:
C23H34O5
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5-trans Latanoprost (free acid) is an F-series prostaglandin (PG) analog that was approved for ocular hypotensive drug use. It is an isopropyl ester, a prodrug form which is converted to latanoprost (free acid) by endogenous esterase enzymes. The free acid form is 200 times more potent than latanoprost as a ligand for the human recombinant FP receptor. It is an isomer of latanoprost (free acid) wherein the double bond between carbons 5 and 6 has been changed from cis (Z) to trans (E). The trans isomer of latanoprost occurs as an impurity in commercial preparations of the bulk drug product. The present compound was prepared primarily as an analytical standard for detection and quantitation of this impurity. From what can be inferred from the study of other trans isomers of F-type prostaglandins, the biological activity of this isomer is likely to be similar to that of the cis isomer. However, there are no specific published reports supporting this. 5-trans Latanoprost (free acid) is an activator of PGF2αR.


5-trans Latanoprost (free acid) (CAS 903549-49-5) References

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  2. New fluoroprostaglandin F(2alpha) derivatives with prostanoid FP-receptor agonistic activity as potent ocular-hypotensive agents.  |  Nakajima, T., et al. 2003. Biol Pharm Bull. 26: 1691-5. PMID: 14646172
  3. Effect of bimatoprost on intraocular pressure in prostaglandin FP receptor knockout mice.  |  Crowston, JG., et al. 2005. Invest Ophthalmol Vis Sci. 46: 4571-7. PMID: 16303950
  4. Vasoactive responses of U46619, PGF2alpha, latanoprost, and travoprost in isolated porcine ciliary arteries.  |  Vysniauskiene, I., et al. 2006. Invest Ophthalmol Vis Sci. 47: 295-8. PMID: 16384976
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  7. Development and validation of a liquid chromatography/electrospray ionization tandem mass spectrometry method for the quantification of latanoprost free acid in rabbit aqueous humor and ciliary body.  |  Zammataro, A., et al. 2011. J Mass Spectrom. 46: 1168-74. PMID: 22124989
  8. A comparative study of a preservative-free latanoprost cationic emulsion (Catioprost) and a BAK-preserved latanoprost solution in animal models.  |  Daull, P., et al. 2012. J Ocul Pharmacol Ther. 28: 515-23. PMID: 22671995
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  10. Pharmacokinetic Analysis of Intraocular Penetration of Latanoprost Solutions with Different Preservatives in Human Eyes.  |  Sekine, Y., et al. 2018. J Ocul Pharmacol Ther. 34: 280-286. PMID: 29323612
  11. Effect of prostaglandin analogs: Latanoprost, bimatoprost, and unoprostone on matrix metalloproteinases and their inhibitors in human trabecular meshwork endothelial cells.  |  Heo, JY., et al. 2020. Exp Eye Res. 194: 108019. PMID: 32222455
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-trans Latanoprost (free acid), 1 mg

sc-205141
1 mg
$69.00

5-trans Latanoprost (free acid), 5 mg

sc-205141A
5 mg
$315.00