title: A dichotomy in the lipophilicity of natural estrogens, xenoestrogens, and phytoestrogens.
abstract: Using two independent analyses, it is demonstrated that natural (e.g., estradiol) and some xenoestrogens (e.g., methoxychlor metabolite) are characterized by a lipophilic region that is absent in nonestrogens as well as in phytoestrogens. It is suggested that this lipophilic region affects binding to specific receptors and may, in fact, differentiate harmful from beneficial estrogens.
authors.affiliation: Department of Environmental and Occupational Health, University of Pittsburgh, Pennsylvania 15261, USA.
authors.forename: A R
authors.initials: AR
authors.lastname: Cunningham
authors.forename: G
authors.initials: G
authors.lastname: Klopman
authors.forename: H S
authors.initials: HS
authors.lastname: Rosenkranz
mesh_terms: D000818:Animals; D001665:Binding Sites; D002273:Carcinogens / Q000737:chemistry / Q000378:metabolism / Q000633:toxicity; D004782:Environmental Health; D004965:Estrogen Antagonists / Q000737:chemistry / Q000378:metabolism; D004967:Estrogens / Q000737:chemistry* / Q000378:metabolism* / Q000633:toxicity; D004968:Estrogens, Non-Steroidal / Q000737:chemistry* / Q000378:metabolism* / Q000633:toxicity; D005260:Female; D066298:In Vitro Techniques; D007529:Isoflavones; D050356:Lipid Metabolism; D008958:Models, Molecular; D015394:Molecular Structure; D048789:Phytoestrogens; D028321:Plant Preparations; D011960:Receptors, Estrogen / Q000378:metabolism
chemical_list: D002273:Carcinogens; D004965:Estrogen Antagonists; D004967:Estrogens; D004968:Estrogens, Non-Steroidal; D007529:Isoflavones; D048789:Phytoestrogens; D028321:Plant Preparations; D011960:Receptors, Estrogen