Stoffwechsel von Δ1.3.5(10).16-Östratetraenol-(3), 16α. 17α- und 16β.17ß-Epoxy-Δ1.3.5(10)-östratrienol-(3) beim Menschen

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Abstract
Estra-l,3,5(10),16-tetraen-3-ol, 16[alpha],17[alpha]-epoxy-oestra-1,3,5(10)-trien-3-ol, and 16[beta],17[beta]-epoxy-estra-l,3,5(10)-trien-3-ol were given intramuscularly to normal men. The urinary level of "oestriol" always rose considerably, whereas the excretion of oestradiol-(17[beta]) and estrone was unchanged. Estra-l,3,5(10)-trien-3,16[beta]-17[alpha]-triol (16,17-epioestriol) was isolated from the "estriol" fractions obtained after the administration of estra-l,3,5(10),16-tetraen-3-ol and 16[alpha],17[alpha]-epoxy-oestra-l,3,5(10)-trien-3-ol, and identified by microchemical reactions. Both estriol and 16,17-epiestriol were isolated from the "oestriol" fraction after the injection of 16[beta],17[beta]-epoxy-estra-l,3,5(10)-trien-3-ol. It is concluded that in man estra-1,3,5(10,16-tetraen-3-ol is metabolised to 16,17-epiestriol via 16[alpha],17[alpha]-epoxy-estra-l,3,5(10)-trien-3-ol. The physiological significance of this reaction is discussed.