The metabolism of estrone and estradiol-17beta and their 3-sulfates by female guinea pig liver microsomes.
The metabolism, by female guinea pig liver microsomes of estrogen 3-sulfates (estrone-3-sulfate and 17beta-estradiol-3-sulfate) was compared to that of the unconjugated estrogens, estrone and estradiol-17beta. Metabolites identified indicated that 16beta-hydroxylated products (16beta judrpxuestrpme amd 16 epiestriol) arose mainly from the free estrogens while 16alpha-hydroxy steroid sulfates (16alpha hydroxyestrone-3-sulfate and estriol-3-sulfates and estriol-3-sulfate) were predominantly formed from the sulfated estrogens. These results show that the sulfate moiety at position 3 of the steroids directs 16-hydroxylation from the beta to the alpha configuration.
D000818:Animals; D002474:Cell-Free System; D004958:Estradiol / Q000031:analogs & derivatives / Q000378:metabolism*; D004970:Estrone / Q000031:analogs & derivatives / Q000378:metabolism*; D005260:Female; D006168:Guinea Pigs; D008862:Microsomes, Liver / Q000378:metabolism*; D013250:Steroid Hydroxylases / Q000378:metabolism; D013329:Structure-Activity Relationship; D013431:Sulfates
D013431:Sulfates; D004970:Estrone; D004958:Estradiol; D013250:Steroid Hydroxylases