11β-Methoxyestradiol

Chemical compound (8S,9S,11S,13S,14S,17S)-11-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol 11β-Methoxyestradiol.svg skin-invert-image Estrogen correct CAS 21507-14-2 correct FDA R3M9HHJ34D 68568 61838 368703 11β-MeOE2; 11βOMeEST; RU-2504; 11β-Methoxyestra-1,3,5(10)-triene-3,17β-diol 19 26 3 C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)O)OC 1S/C19H26O3/c1-19-10-16(22-2)18-13-6-4-12(20)9-11(13)3-5-14(18)15(19)7-8-17(19)21/h4,6,9,14-18,20-21H,3,5,7-8,10H2,1-2H3/t14-,15-,16-,17-,18+,19-/m0/s1 OAHDOJSNKCCHJM-VIUKOLAESA-N 11β-Methoxyestradiol (11β-MeOE2; developmental code name RU-2504) is a synthetic steroidal estrogen which was never marketed. Wolohan P, Reichert DE CoMSIA and docking study of rhenium based estrogen receptor ligand analogs Steroids 72 3 247–260 March 2007 17280694 1964785 10.1016/j.steroids.2006.11.011 Katzenellenbogen JA, Muthyala R Interactions of exogenous endocrine active substances with nuclear receptors Pure and Applied Chemistry 75 11–12 2003 1797–1817 1365-3075 10.1351/pac200375111797 86680540 free Azadian-Boulanger G, Bertin D Synthèse et activité utérotrophique des 11β-méthoxy estradiol 11β-méthoxy estriol et 11β-méthoxy 17α-éthynyl estradiol Synthesis and uterotropic activity of 11β-methoxyestradiol, 11β-methoxyestriol, and 11β-methoxy-17α-ethynylestradiol Chimica Therapeutica 1973 8 4 451–454 0009-4374 The prepn. and estrogenic activity of the 11β-methoxylated derivs. of estradiol, estriol, and 17α-ethynylestradiol were described. When administered orally to mice, the 3 compds. were from 10 to 1000 times more active than the corresponding nonmethoxylated estrogens. It has about 86% of the relative binding affinity of estradiol for the estrogen receptor. 11β-MeOE2 is structurally related to moxestrol (11β-methoxy-17α-ethynylestradiol). 11β-MeOE2 and moxestrol are substantially more potent than their non-methoxylated analogues (estradiol and ethinylestradiol, respectively) in mice. See also Moxestrol 11β-Chloromethylestradiol References Category:Abandoned drugs Category:Secondary alcohols Category:Estranes Category:Estrogen ethers Category:Synthetic estrogens