15-Keto Latanoprost Acid

• CAT Number: R056042
• CAS Number: 369585-22-8
• Molecular Formula: C23H32O5
• Molecular Weight: 388.504
• Purity: ≥95%
• Synonyms: (5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-(3-oxo-5-phenylpentyl)cyclopentyl]-5-heptenoic Acid
• Storage: -20°C
• IUPAC Name: (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxo-5-phenylpentyl)cyclopentyl]hept-5-enoic acid
• InChI: 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/h1,3-6,8-9,19-22,25-26H,2,7,10-16H2,(H,27,28)/b6-1-/t19-,20-,21+,22-/m1/s1
• InChIKey: OFISZERSIOETNK-LYTHEMCMSA-N
• SMILES: C1C(C(C(C1O)CC=CCCCC(=O)O)CCC(=O)CCC2=CC=CC=C2)O

15-<wbr></wbr>keto Latanoprost is a potential metabolite of latanoprost when administered to animals. 15-<wbr></wbr>keto Latanoprost is also one of the common minor impurities found in commercial preparations of the bulk drug compound. Although much less potent that the parent compound latanoprost, 15-<wbr></wbr>keto latanoprost still retains the ability to produce a small but measurable decrease (1 mm Hg) in the intraocular pressure of normal cynomolgus monkeys when administered at a dose of 1 µg/eye. 15-<wbr></wbr>keto Latanoprost is also a miotic in the normal cat eye, causing an 8 mm Hg reduction in pupillary diameter at 5 µg/eye. Again, this is not as potent as many other F-<wbr></wbr>type prostaglandins; for example, prostaglandin F2α will produce this degree of miosis at a dose of less than 1 µg/eye.