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15-Keto latanoprost

Names

[ CAS No. ]:
135646-98-9

[ Name ]:
15-Keto latanoprost

[Synonym ]:
(5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-(3-oxo-5-phenylpentyl)cyclopentyl]-5-heptenoic Acid 1-Methylethyl Ester
Isopropyl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxo-5-phenylpentyl)cyclopentyl]-5-heptenoate
5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxo-5-phenylpentyl)cyclopentyl]-, 1-methylethyl ester, (5Z)-
15-Ketolatanoprost
(5Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E)-3-oxo-5-phenyl-1-penten-1-yl]cyclopentyl}-5-heptenoic acid
[1R-[1|A(Z),2|A,3|A,5|A]]-7-[3,5-Dihydroxy-2-(3-oxo-5-phenylpentyl)cyclopentyl]-5-heptenoic Acid 1-Methylethyl Ester
5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxo-5-phenyl-1-penten-1-yl]cyclopentyl]-, (5Z)-

Biological Activity

[Description]:

15-Keto latanoprost is a metabolite of Latanoprost, which is an ocular hypotensive agent[1].

[Related Catalog]:

Research Areas >> Endocrinology
Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor

[In Vivo]

In cynomolgus monkeys, the acid of Latanoprost had a short half-life in plasma and it is partly converted to the 15-keto acid of latanoprost. β-Oxidation of the acid of latanoprost was the major metabolic pathway[1].

[References]

[1]. B Sjöquist, et al. Pharmacokinetics of latanoprost in the cynomolgus monkey. 2nd communication: repeated topical administration on the eye. Arzneimittelforschung. 1999 Mar;49(3):234-9.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
594.2±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C26H38O5

[ Molecular Weight ]:
430.58

[ Flash Point ]:
327.2±26.6 °C

[ Exact Mass ]:
386.209320

[ PSA ]:
83.83000

[ LogP ]:
1.90

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.608

Related Compounds