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16β-Hydroxyœstrone, a Metabolite of Œstradiol in Man

Abstract

THE in vivo metabolism of œstradiol-17β leads to the formation of ring D ketols with a hydroxyl group at C16. These compounds are of interest because they may be either intermediates in the further transformation of œstrone or end products formed from the oxidation of ring D glycols. 16α-Hydroxyœstrone has been isolated from the urine of pregnant women by Marrian, Watson and Panattoni1. This communication reports the identification of the recently synthesized 16β-hydroxyœstrone2 as a metabolite of œstradiol-17β in man. The product is formally related to the œstrogen metabolite Δ1,3,5(10) œstratriene-3,16β,17β-triol3.

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References

  1. Marrian, G. F., Watson, E. J. D., and Panattoni, M., Biochem. J., 65, 12 (1957).

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  2. Biggerstaff, W. R., and Gallagher, T. F., J. Org. Chem., 22, 1220 (1957).

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  3. Marrian, G. F., and Bauld, W. S., Biochem. J., 59, 136 (1955).

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BROWN, B., FISHMAN, J. & GALLAGHER, T. 16β-Hydroxyœstrone, a Metabolite of Œstradiol in Man. Nature 182, 50–51 (1958). https://doi.org/10.1038/182050b0

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