| Identification | Back Directory | [Name]
15(R)-19(R)-HYDROXY PROSTAGLANDIN E2 | [CAS]
54142-29-9 | [Synonyms]
WTJYDBMHYPQFNJ-JDIRIWFDSA-N
15(R)-19(R)-HYDROXY PROSTAGLANDIN E2
9-OXO-11ALPHA,15R,19R-TRIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID
Prosta-5,13-dien-1-oic acid, 11,15,19-trihydroxy-9-oxo-, (5Z,11α,13E,15S,19S)- (9CI) | [Molecular Formula]
C20H32O6 | [MDL Number]
MFCD02259330 | [MOL File]
54142-29-9.mol | [Molecular Weight]
368.46 |
| Hazard Information | Back Directory | [Description]
19(R)-Hydroxylated prostaglandins occur in μg/ml concentrations in the semen of certain mammalian species, especially primates. In the case of humans, the compounds are primarily of the PGE series, and the hydroxyl stereochemistry is 15(S),19(R).1 19(R)-Hydroxylated prostaglandins are also found in the seminal plasma of marsupials, where F-type compounds of the 1 and 2-series predominate.2 The 15(R)-hydroxy epimer of these 19-hydroxylated prostaglandins is the inverse or “unnatural” isomer at C-15. The biological role of 19(R)-hydroxylated prostaglandins is not well established. In the E-series, 19(R)-hydroxylation has been identified with EP2 receptor subtype selectivity.3 | [References]
1. Cooper, I., and Kelly, R.W. The measurement of E and 19-hydroxy E prostaglandins in human seminal plasma Prostaglandins 10(3),507-514(1975).
2. Marley, P.B., Rodger, J.C., White, I.G., et al. 19-Hydroxylated prostaglandins in the semen of the marsupial Trichosurus vulpecula (brush-tailed possum) Comp. Biochem. Physiol. B Biochem. Mol. Biol. 70(3),619-621(1981).
3. Woodward, D.F., Protzman, C.E., Krauss, A.H.P., et al. Identification of 19(R)-OH prostaglandin E2 as a selective prostanoid EP2-receptor agonist Prostaglandins 46(4),371-383(1993). |
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