This is a list of progestogens that are or that have been used in clinical or veterinary medicine. They are steroids and include derivatives of progesterone and testosterone.
Progesterone derivatives Compound Chemical name Structure Progesterone Pregn-4-ene-3,20-dione Quingestrone Progesterone 3-cyclopentyl enol ether
Retroprogesterone derivatives Compound Chemical name Structure Retroprogesterone 9β,10α-Progesterone Dydrogesterone 6-Dehydro-9β,10α-progesterone Trengestone 6-Chloro-1,6-didehydro-9β,10α-progesterone
Although an active progestogen, retroprogesterone is not medically used.
17α-Hydroxyprogesterone derivatives Compound Chemical name Structure Hydroxyprogesterone 17α-Hydroxyprogesterone Acetomepregenol (mepregenol diacetate) 3β,17α-Diacetoxy-6-methyl-6-dehydro-3-deketoprogesterone Algestone 16α,17α-Dihydroxyprogesterone Algestone acetophenide 16α,17α-Dihydroxyprogesterone acetophenide Anagestone acetate 17α-Acetoxy-6α-methyl-3-deketoprogesterone Chlormadinone acetate 17α-Acetoxy-6-chloro-6-dehydroprogesterone Chlormethenmadinone acetate 17α-Acetoxy-6-chloro-16-methylene-6-dehydroprogesterone Cyproterone acetate 17α-Acetoxy-1,2α-methylene-6-chloro-6-dehydroprogesterone Delmadinone acetate 17α-Acetoxy-6-chloro-1,6-didehydro-progesterone Flugestone acetate (flurogestone acetate) 17α-Acetoxy-9α-fluoro-11β-hydroxyprogesterone Flumedroxone acetate 17α-Acetoxy-6α-(trifluoromethyl)progesterone Hydroxyprogesterone acetate 17α-Acetoxyprogesterone Hydroxyprogesterone caproate 17α-Hexanoxyprogesterone Hydroxyprogesterone heptanoate 17α-Heptanoxyprogesterone Medroxyprogesterone acetate 17α-Acetoxy-6α-methylprogesterone Megestrol acetate 17α-Acetoxy-6-methyl-6-dehydroprogesterone Melengestrol acetate 17α-Acetoxy-16-methylene-6-methyl-6-dehydroprogesterone Methenmadinone acetate 17α-Acetoxy-16-methylene-6-dehydroprogesterone Osaterone acetate 17α-Acetoxy-6-chloro-2-oxa-6-dehydroprogesterone Pentagestrone acetate 17α-Acetoxyprogesterone 3-cyclopentyl enol ether
17α-hydroxyprogesterone is inactive as a progestogen and is not used medically.
The 19-norprogesterone derivatives gestonorone caproate (gestronol hexanoate), nomegestrol acetate, segesterone acetate (nestorone, elcometrine), and norgestomet are also derivatives of 17α-hydroxyprogesterone (see below).
17α-Methylprogesterone derivatives Compound Chemical name Structure 17α-Methylprogesterone 17α-Methylprogesterone Medrogestone 6,17α-Dimethyl-6-dehydroprogesterone
Although an active progestogen, 17α-methylprogesterone is not medically used.
The 19-norprogesterone derivatives demegestone, promegestone, and trimegestone are also derivatives of 17α-methylprogesterone (see below).
Other 17α-substituted progesterone derivatives Compound Chemical name Structure Haloprogesterone 6α-Fluoro-17α-bromoprogesterone Proligestone 14α,17α-Propylidenedioxyprogesterone
19-Norprogesterone derivatives Compound Chemical name Structure 19-Norprogesterone 19-Norprogesterone Demegestone 17α-Methyl-9-dehydro-19-norprogesterone Gestonorone caproate (gestronol hexanoate) 17α-Caproxy-19-norprogesterone Nomegestrol acetate 17α-Acetoxy-6-methyl-6-dehydro-19-norprogesterone Norgestomet 17α-Acetoxy-11β-methyl-19-norprogesterone Promegestone 17α,21-Dimethyl-9-dehydro-19-norprogesterone Segesterone acetate (nestorone, elcometrine) 17α-Acetoxy-16-methylene-19-norprogesterone Trimegestone 21β-Hydroxy-17α,21-dimethyl-9-dehydro-19-norprogesterone
Although an active progestogen, 19-norprogesterone is not medically used.
Testosterone derivatives Compound Chemical name(s) Structure Testosterone 17β-Deacetyl-17β-hydroxyprogesteroneAndrost-4-en-17β-ol-3-one
Testosterone itself does not have significant progestogenic activity. Testosterone is instead classified as an anabolic-androgenic steroid and is included here purely because it is the parent structure of this group of progestins.
17α-Ethynyltestosterone derivatives Compound Chemical name(s) Structure Ethisterone (ethinyltestosterone) 17α-Ethynyltestosterone Danazol (2,3-isoxazolethisterone) 2,3-Isoxazol-17α-ethynyltestosterone? Dimethisterone 6α,21-Dimethyl-17α-ethynyltestosterone
19-Nortestosterone derivatives Compound Chemical name(s) Structure Nandrolone (nortestosterone) 19-Nortestosterone Oxendolone (TSAA-291) 16β-Ethyl-19-nortestosterone
While nandrolone (19-nortestosterone) does have significant progestogenic activity, it is not used as a progestogen. It is instead classified as an androgenic-anabolic steroid and is included here purely because it is an important parent structure of this group of progestins.
17α-Ethynyl-19-nortestosterone derivatives
Estranes Compound Chemical name(s) Structure Norethisterone (norethindrone) 17α-Ethynyl-19-nortestosterone Etynodiol diacetate (ethynodiol diacetate) 17α-Ethynyl-3-deketo-3β-hydroxy-19-nortestosterone 3β,17β-diacetate Lynestrenol (3-deketonorethisterone) 17α-Ethynyl-3-deketo-19-nortestosterone Norethisterone acetate (norethindrone acetate) 17α-Ethynyl-19-nortestosterone 17β-acetate Norethisterone enanthate (norethindrone enanthate) 17α-Ethynyl-19-nortestosterone 17β-enanthate Noretynodrel (norethynodrel) 17α-Ethynyl-δ5(10)-19-nortestosterone Norgestrienone (ethinyltrenbolone) 17α-Ethynyl-19-nor-δ9,11-testosterone Quingestanol acetate 4-Hydro-17α-ethynyl-19-nor-δ3,5-testosterone 3-cyclopentyl ether 17β-acetate? Tibolone (7α-methylnoretynodrel) 7α-Methyl-17α-ethynyl-19-nor-δ5(10)-testosterone
18-Methylestranes (13β-ethylgonanes) Compound Chemical name(s) Structure Desogestrel 3-Deketo-11-methylene-17α-ethynyl-18-methyl-19-nortestosterone Etonogestrel (3-ketodesogestrel) 11-Methylene-17α-ethynyl-18-methyl-19-nortestosterone Gestodene (15-dehydronorgestrel) 17α-Ethynyl-18-methyl-19-nor-δ15-testosterone Gestrinone (ethylnorgestrienone, R-2323) 17α-Ethynyl-18-methyl-19-nor-δ9,11-testosterone Levonorgestrel 17α-Ethynyl-18-methyl-19-nortestosterone Norelgestromin (17β-deacetylnorgestimate, norgestrel 3-oxime) 17α-Ethynyl-18-methyl-19-nortestosterone 3-oxime Norgestimate 17α-Ethynyl-18-methyl-19-nortestosterone 3-oxime 17β-acetate Norgestrel (13-methylnorethisterone) rac-13-Ethyl-17α-ethynyl-19-nortestosterone
Other 17α-substituted 19-nortestosterone derivatives Compound Chemical name(s) Structure Allylestrenol (allyloestrenol) 3-Deketo-17α-allyl-19-nortestosterone Altrenogest (allyltrenbolone, allyltrienolone) 17α-Allyl-19-nor-δ9,11-testosterone Dienogest 17α-Cyanomethyl-19-nor-δ9-testosterone Normethandrone (methylestrenolone, normethandrolone, normethisterone, methylnortestosterone) 17α-Methyl-19-nortestosterone Norvinisterone (vinylnortestosterone, SC-4641) 17α-Vinyl-19-nortestosterone Norgesterone (norvinodrel, vinylestrenolone, vinylnoretynodrel) 17α-Vinyl-δ5(10)-19-nortestosterone
Spirolactone derivatives Compound Chemical name(s) Structure SC-5233 (spirolactone) 17α-(2-Carboxyethyl)testosterone γ-lactone Drospirenone 6β,7β:15β,16β-Dimethylenespirolactone
Although an active progestogen, SC-5233 (spirolactone) is not medically used.
See also List of steroids List of progestogen esters
Notes ? = Chemical names that are unverified.
Further reading