title: Structure of 3-hydroxy-1-methyl-1,3,5(10)-estratriene-11,17-dione.
abstract: C19H22O3, Mr = 298.39, orthorhombic, P2(1)2(1)2(1), a = 11.332 (6), b = 14.596 (7), c = 9.567 (4) A, V = 1582.6 (5) A3, Z = 4, D chi = 1.252 Mg m-3, lambda(Mo K alpha) = 0.71073 A, mu = 0.0778 mm-1, F(000) = 640, T = 273 K, R = 0.067 for 1762 unique observed reflections where F greater than 2 sigma (F). The structure was studied to observe the effect of 1-methyl and 11-keto substitution. The 3-hydroxyl is hydrogen bonded to O11 at 2.76 A. The B ring is in a 7 alpha, 8 beta half-chair conformation. The molecule twists about the C(9)--C(10) bond to relieve the steric interaction between the 1-methyl and 11-keto groups. The C1--C10--C9--C11 torsion angle is 55 vs 33.5 degrees, the average of 38 estradiol analogue structures.
authors.affiliation: Medical Foundation of Buffalo, Inc., NY 14203.
authors.forename: W L
authors.initials: WL
authors.lastname: Duax
authors.forename: S J
authors.initials: SJ
authors.lastname: Duax
authors.forename: P D
authors.initials: PD
authors.lastname: Strong
authors.forename: A
authors.initials: A
authors.lastname: Segaloff
mesh_terms: D004970:Estrone / Q000031:analogs & derivatives; D006894:Hydroxyestrones; D015394:Molecular Structure; D014961:X-Ray Diffraction
chemical_list: D006894:Hydroxyestrones; D004970:Estrone; C065572:3-hydroxy-1-methyl-1,3,5(10)-estratriene-11,17-dione