11β-Hydroxyandrostenedione

11β-Hydroxyandrostenedione.svg skin-invert-image 200px 11β-Hydroxyandrost-4-ene-3,17-dione (3aS,3bS,9aR,9bS,10S,11aS)-10-Hydroxy-9a,11a-dimethyl-2,3,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[a]phenanthrene-1,7(3aH)-dione 11β-Hydroxy-4-androstenedione; 11β-OHA4 382-44-5 27967 2311170 84958 94141 1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15-,17+,18-,19-/m0/s1 WSCUHXPGYUMQEX-KCZNZURUSA-N C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CCC4=O)C)O 41G81C896T 19 26 3 302.414 g/mol 11β-Hydroxyandrostenedione (11β-OHA4), also known as 11β-hydroxyandrost-4-ene-3,17-dione, is an endogenous, naturally occurring steroid and androgen prohormone that is produced primarily, if not exclusively, in the adrenal glands.Pretorius Elzette Arlt Wiebke Storbeck Karl-Heinz A new dawn for androgens: Novel lessons from 11-oxygenated C19 steroids Molecular and Cellular Endocrinology 441 76–85 2016 0303-7207 10.1016/j.mce.2016.08.014 27519632 4079662 https://pure-oai.bham.ac.uk/ws/files/30346231/Pretorius_et_al_manuscript.pdf It is closely related to adrenosterone (11-ketoandrostenedione; 11-KA4), 11-ketotestosterone (11-KT), and 11-ketodihydrotestosterone (11-KDHT), which are also produced in the adrenal glands. It can be used as a biomarker for guiding primary aldosteronism subtyping in adrenal vein sampling where blood samples are taken from both adrenal glands to compare the amount of hormone made by each gland. 31786984 2020 Turcu A. F. Wannachalee T. Tsodikov A. Nanba A. T. Ren J. Shields J. J. O'Day P. J. Giacherio D. Rainey W. E. Auchus R. J. Comprehensive Analysis of Steroid Biomarkers for Guiding Primary Aldosteronism Subtyping Hypertension 75 1 183–192 10.1161/HYPERTENSIONAHA.119.13866 7034384 See also 4-Androstenedione References Category:Androgens Category:Androstanes Category:Biomarkers Category:Hormones of the suprarenal cortex Category:Ketones Category:Secondary alcohols Category:Sex hormones Category:Steroid hormones