Name: 15-keto Latanoprost (free acid)
Rating: 5 (10 reviews)

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HIT ID:HIT212730481
Cas No:369585-22-8
常用名:15-keto Latanoprost (free acid)
IUPAC:(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxo-5-phenylpentyl)cyclopentyl]hept-5-enoic acid
IUPAC:(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxo-5-phenylpentyl)cyclopentyl]hept-5-enoic acid
InChI key:OFISZERSIOETNK-LYTHEMCMSA-N

分子式:C23H32O5
分子量:388.504
氢键供体数 (HBD):3
氢键受体数 (HBA):5
LogP:3.269236
SMILES:O[C@@H]1C[C@H](O)[C@H](C\C=C/CCCC(O)=O)[C@H]1CCC(=O)CCc1ccccc1
SMILES:O[C@@H]1C[C@H](O)[C@H](C\C=C/CCCC(O)=O)[C@H]1CCC(=O)CCc1ccccc1

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 F2α will produce this degree of miosis at a dose of less than 1 μg/eye.

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