Name: 15-keto-17-phenyl trinor Prostaglandin F2α
Rating: 5 (10 reviews)

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HIT ID:HIT214321858
Cas No:949564-89-0
常用名:15-keto-17-phenyl trinor Prostaglandin F2α
常用名:15-keto-17-phenyl trinor Prostaglandin F2α
别名:15-keto-17-phenyl trinor Prostaglandin F2α
别名:15-keto-17-phenyl trinor Prostaglandin F2α
IUPAC:(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxo-5-phenylpent-1-en-1-yl]cyclopentyl]hept-5-enoic acid
IUPAC:(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxo-5-phenylpent-1-en-1-yl]cyclopentyl]hept-5-enoic acid
InChI key:HHEYLKRDELKWGI-RKJYIPPQSA-N

分子式:C23H30O5
分子量:386.488
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:O[C@H]1C[C@@H](O)[C@H](\C=C\C(=O)CCc2ccccc2)[C@H]1C\C=C/CCCC(O)=O
SMILES:O[C@H]1C[C@@H](O)[C@H](\C=C\C(=O)CCc2ccccc2)[C@H]1C\C=C/CCCC(O)=O

Bimatoprost is an F-series prostaglandin (PG) analog which has been approved for use as an ocular hypotensive drug. Oxidation of the C-15 hydroxyl group and amide hydrolysis of Bimatoprost produces 15-keto-17-phenyl trinor PGF2α. 15-keto-17-phenyl trinor PGF2α is a potential metabolite of bimatoprost when administered to animals. 15-keto PG analogs are potential minor impurities in commercial preparations of their corresponding bulk drug compounds. Although much less potent that the parent compound, 15-keto PGs still retain 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 (15-keto-17-phenyl-13,14-dihydro trinor PGF2α isopropyl ester) is a miotic in the normal cat eye, causing an 8 mm reduction in pupillary diameter at 5 μg/eye. Again, this is not as potent as many other F-type PGs; for example, PGF2α will produce this degree of miosis at a dose of less than 1 μg/eye.

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