2-Methoxyestriol

2-Methoxyestradiol 2-methoxyestriol.svg skin-invert-image 200px 2-Methoxyestra-1,3,5(10)-triene-3,16α,17β-triol (1R,2R,3aS,3bR,9bS,11aS)-8-Methoxy-11a-methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopenta[a]phenanthrene-1,2,7-triol 2-MeO-E3 1236-72-2 1908077 92169 1S/C19H26O4/c1-19-6-5-11-12(14(19)9-16(21)18(19)22)4-3-10-7-15(20)17(23-2)8-13(10)11/h7-8,11-12,14,16,18,20-22H,3-6,9H2,1-2H3/t11-,12+,14-,16+,18-,19-/m0/s1 PEXPJFWTSZLEAQ-YSYMNNNUSA-N 102031 C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@@H]2O)O)CCC4=CC(=C(C=C34)OC)O 19 26 4 2-Methoxyestriol (2-MeO-E3) is an endogenous estrogen metabolite. Fishman J, Gallagher TF 2-Methoxyestriol: a new metabolite of estradiol in man Arch. Biochem. Biophys. 77 2 511–3 October 1958 13584013 10.1016/0003-9861(58)90097-3 King RJ Oestriol metabolism by rat- and rabbit-liver slices. Isolation of 2-methoxyoestriol and 2-hydroxyestriol Biochem. J. 79 2 355–61 May 1961 13756104 1205847 10.1042/bj0790355 Fujii Y, Teranishi M, Nakada K, Yamazaki M, Kishida S, Miyabo S Radioimmunoassay of 2-methoxyestriol in pregnancy plasma Horm. Metab. Res. 20 9 599–600 September 1988 3198067 10.1055/s-2007-1010895 260170130 It is specifically a metabolite of estriol and 2-hydroxyestriol. It has negligible affinity for the estrogen receptors and no estrogenic activity. Martucci CP The role of 2-methoxyestrone in estrogen action J. Steroid Biochem. 19 1B 635–8 July 1983 6310247 10.1016/0022-4731(83)90229-7 However, 2-methoxyestriol does have some non-estrogen receptor-mediated cholesterol-lowering effects.Kono Shinzo Higa Hiroaki Sunagawa Hajime Hypocholesterolemic Effect of Long-Term Continuous Administration of 2-Methoxyestriol in Dietary Hypercholesterolemic Rats Journal of Clinical Biochemistry and Nutrition 6 1 1989 49–56 1880-5086 10.3164/jcbn.6.49 free See also 2-Methoxyestradiol 2-Methoxyestrone 4-Methoxyestradiol 4-Methoxyestrone References Category:Estranes Category:Ethers Category:Lipid-lowering agents Category:Human metabolites Category:Hydroxyarenes Category:Sterols