D-Secoestrone derivatives. VI. 17 beta-Benzyl-17 alpha-hydroxy-3-methoxyestra-1,3,5(10)-trien-16-one.
The title molecule, C(26)H(30)O(3), shows a novel chemical rearrangement of the substituents at position 17, i.e. an alpha-orientation of the hydroxy group and a beta-orientation of the bulky benzyl moiety. The packing arrangement consists of coils formed by O(2)...O(3) hydrogen bonds along the c axis. The compound shows complete loss of oestrogenic activity, and neither does it exhibit an antagonistic effect.
Stanković
Slobodanka
S
Faculty of Sciences, University of Novi Sad, Trg Dositeja Obradoviá 4, 21000 Novi Sad, Yugoslavia. cica@uns.ns.ac.yu
Lazar
Dusan
D
Medić-Mijacević
Ljubica
L
Penov-Gasi
Katarina
K
Sakac
Marija
M
Andrić
Silvana
S
Milenko
Bruvo
B
D045166:Estradiol Congeners / Q000737:chemistry*; D004970:Estrone / Q000031:analogs & derivatives / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation
C455528:17-benzyl-17-hydroxy-3-methoxyestra-1,3,5(10)-trien-16-one; D045166:Estradiol Congeners; D004970:Estrone