15-keto Latanoprost (free acid)

15-keto Latanoprost is a potential metabolite of latanoprost when administered to animals. 15-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-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-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-type prostaglandins, for example, prostaglandin F2alpha will produce this degree of miosis at a dose of less than 1 µg/eye. Formal Name: 9alpha,11alpha-dihydroxy-15-oxo-17-phenyl-18,19,20-trinor-prost-5Z-en-1-oic acid. CAS Number: 369585-22-8. Molecular Formula: C23H32O5. Formula Weight: 388.5. Purity: >95%. Formulation: A solution in methyl acetate. Solubility: DMF: 50 mg/ml, DMSO: 33 mg/ml, DMSO:PBS (1:1): 500 µg/ml, Ethanol: 50 mg/ml. SMILES: O[C@@H]1[C@H](C/C=C\CCCC(O)=O)[C@@H](CCC(CCC2=CC=CC=C2)=O)[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/h1,3-6,8-9,19-22,25-26H,2,7,10-16H2,(H,27,28)/b6-1-/t19-,20-,21+,22-/m1/s1. InChi Key: OFISZERSIOETNK-LYTHEMCMSA-N.