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Latanoprost (free acid) is a derivative of prostaglandin F2alpha (PGF2alpha, Cay-16010, Cay-16020), an FP receptor agonist, and an active metabolite of the prodrug latanoprost (Cay-16812). It selectively binds to the FP receptor (Ki = 0.098 µM) over the EP1, EP2, EP3, and EP4 receptors (Kis = 2.06, 39.667, 7.519, and 75 µM, respectively), as well as the DP, IP, and TP receptors (Kis = >20, >90, and >60 µM, respectively). It induces phosphoinositide turnover in isolated human ciliary muscle and human trabecular meshwork cells, mouse NIH3T3 fibroblasts, and rat A7r5 vascular smooth muscle cells, which all endogenously express FP receptors (EC50s = 124, 35, 32, and 35 nM, respectively), as well as HEK293 cells expressing human ocular FP receptors (EC50 = 45.7 nM). It also increases intracellular calcium levels in hEP1-5/293-AEQ17 cells expressing EP1 receptors in an aequorin-based calcium assay (EC50 = 119 nM). Latanoprost (free acid) induces contraction of isolated cat iris sphincter smooth muscle (EC50 = 29.9 nM).Formal Name: (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-5-heptenoic acid. CAS Number: 41639-83-2. Synonyms: Lat-FA, PhXA-85, 17-phenyl-13,14-dihydro trinor Prostaglandin F2alpha. Molecular Formula: C23H34O5. Formula Weight: 390.5. Purity: >98%. Formulation: (Request formulation change), A solution in methyl acetate. Solubility: DMF: 100 mg/ml, DMSO: 100 mg/ml, Ethanol: 100 mg/ml, PBS (pH 7.2): 0.8 mg/ml. SMILES: O[C@@H]1[C@H](C/C=C\CCCC(O)=O)[C@@H](CC[C@@H](O)CCC2=CC=CC=C2)[C@H](O)C1. InChi Code: InChI=1S/C23H34O5/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/h1,3-6,8-9,18-22,24-26H,2,7,10-16H2,(H,27,28)/b6-1-/t18-,19+,20+,21-,22+/m0/s1. InChi Key: HNPFPERDNWXAGS-NFVOFSAMSA-N.
This website uses cookies, which are necessary for the technical operation of the website and are always set. Other cookies, which increase the usability of this website, serve for direct advertising or simplify interaction with other websites and social networks, will only be used with your consent.
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