2-hydroxyestradiol-17 alpha and 4-hydroxyestradiol-17 alpha, catechol estrogen analogs with reduced estrogen receptor affinity.
2-Hydroxyest radiol-17 alpha and 4-hydroxyestradiol-17 alpha, the catechol derivatives of estradiol-17 alpha, have reduced affinity for hypothalamic, pituitary, and uterine estrogen receptors, but retain a potency for interaction with catechol-0-methyltransferase equal to that of the natural, 17 beta-hydroxy catechols. This dissociation of receptor binding and catecholamine interactions may allow the use of the 17 alpha catechols as a probe for the mechanism of action of the catechol estrogens.
D000679:Amygdala / Q000378:metabolism; D000818:Animals; D002394:Catechol O-Methyltransferase / Q000494:pharmacology; D003600:Cytosol / Q000201:enzymology; D004958:Estradiol / Q000031:analogs & derivatives* / Q000032:analysis / Q000378:metabolism / Q000494:pharmacology; D002393:Estrogens, Catechol; D005260:Female; D007031:Hypothalamus / Q000378:metabolism; D008745:Methylation; D009638:Norepinephrine / Q000037:antagonists & inhibitors; D010902:Pituitary Gland / Q000378:metabolism*; D011301:Preoptic Area / Q000378:metabolism; D051381:Rats; D011960:Receptors, Estrogen / Q000378:metabolism*
D002393:Estrogens, Catechol; D011960:Receptors, Estrogen; D004958:Estradiol; C001390:2-hydroxyestradiol; C014036:4-hydroxyestradiol; D002394:Catechol O-Methyltransferase; D009638:Norepinephrine