11-Dehydroprogesterone

Chemical compound (8S,9S,10R,13S,14S,17S)-17-Acetyl-10,13-dimethyl-1,2,6,7,8,9,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one 11-Dehydroprogesterone.svg skin-invert-image 2625-60-7 228863 199223 YUL6GTR69Y C14646 34929 44282 21 28 2 CC(=O)[C@H]1CC[C@@H]2[C@@]1(C=C[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C 1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h9,11-12,16-19H,4-8,10H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1 XMUAORABVRJUDU-LEKSSAKUSA-N Pregna-4,11-diene-3,20-dione 11-Dehydroprogesterone, also known as pregna-4,11-diene-3,20-dione, is a steroidal progestin that was never marketed. Zarrow MX, Peters LE, Caldwell AL Comparative potency of several progestogenic compounds in a battery of different biological tests Annals of the New York Academy of Sciences 71 5 532–541 July 1958 13583809 10.1111/j.1749-6632.1958.tb54629.x 1958NYASA..71..532Z Zarrow MX, Neher GM, Lazowasem EA, Salhanick HA Biological activity of certain progesterone-like compounds as determined by the Hooker-Forbes bioassay The Journal of Clinical Endocrinology and Metabolism 17 5 658–666 May 1957 13416376 10.1210/jcem-17-5-658 Pfiffner JJ, Kamm O The Chemistry of the Hormones Annual Review of Biochemistry 11 1 1942 283–308 0066-4154 10.1146/annurev.bi.11.070142.001435 It was found to be 2- to 3-fold as potent as progesterone as a progestogen in animal bioassays, Tullner WW, Hertz R High progestational activity of 19-norprogesterone Endocrinology 52 3 359–361 March 1953 13033848 10.1210/endo-52-3-359 although other studies found them to be equivalent in potency. 11-Dehydroprogesterone has been studied in women. Ferin J [Effects of 11-dehydroprogesterone in women] Annales d'Endocrinologie 11 2 179–182 1950 14799957 (in Undetermined Language) It was discovered in the 1930s or 1940s, and was one of the earliest synthetic progestogens. See also 17α-Methylprogesterone 19-Norprogesterone References 30em Category:Diketones Category:Pregnanes Category:Progestogens