15(S)-Latanoprost

15(S)-Latanoprost is an analog of latanoprost in which the hydroxyl at carbon 15 is inverted relative to latanoprost. The IC50 values for the free acid forms of latanoprost and 15(S)-latanoprost were determined to be 3.6 nM and 24 nM, respectively, in a FP receptor binding assay using the cat iris sphincter muscle. A 3 µg dose of 15(S)-latanoprost caused a 1 mmHg reduction of IOP in normotensive cynomolgus monkeys. 15(S)-Latanoprost is a potential impurity in most commercial preparations of the latanoprost bulk drug product.Formal Name: (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxy-5-phenylpentyl]cyclopentyl]-5-heptenoic acid, 1-methylethyl ester. CAS Number: 145773-22-4. Synonyms: 15-epi Latanoprost. Molecular Formula: C26H40O5. Formula Weight: 432.6. Purity: >98%. Formulation: (Request formulation change), A solution in methyl acetate. Solubility: DMF: 100 mg/ml, DMSO: 100 mg/ml, DMSO:PBS (1:12): 80 µg/ml, Ethanol: 100 mg/ml. SMILES: O[C@@H]1[C@H](C/C=C\CCCC(OC(C)C)=O)[C@@H](CC[C@H](O)CCC2=CC=CC=C2)[C@H](O)C1. InChi Code: InChI=1S/C26H40O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22-,23-,24+,25-/m1/s1. InChi Key: GGXICVAJURFBLW-SCTZCWPJSA-N.