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.
Steroid ring system.

Progesterone derivatives

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Compound Chemical name Structure
Progesterone Pregn-4-ene-3,20-dione  
Quingestrone Progesterone 3-cyclopentyl enol ether  

Retroprogesterone derivatives

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Compound Chemical name Structure
Retroprogesterone 9β,10α-Progesterone  
Dydrogesterone 6-Dehydro-9β,10α-progesterone  
Trengestone 6-Chloro-1,6-didehydro-9β,10α-progesterone  

Note that although an active progestogen, retroprogesterone is not medically used.

17α-Hydroxyprogesterone derivatives

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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  

Note that 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

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Compound Chemical name Structure
17α-Methylprogesterone 17α-Methylprogesterone  
Medrogestone 6,17α-Dimethyl-6-dehydroprogesterone  

Note that 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

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Compound Chemical name Structure
Haloprogesterone 6α-Fluoro-17α-bromoprogesterone  
Proligestone 14α,17α-Propylidenedioxyprogesterone  

19-Norprogesterone derivatives

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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  

Note that although an active progestogen, 19-norprogesterone is not medically used.

Testosterone derivatives

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Compound Chemical name(s) Structure
Testosterone 17β-Deacetyl-17β-hydroxyprogesterone
Androst-4-en-17β-ol-3-one
 

Note that 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

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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

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Compound Chemical name(s) Structure
Nandrolone (nortestosterone) 19-Nortestosterone  
Oxendolone (TSAA-291) 16β-Ethyl-19-nortestosterone  

Note that 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

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Estranes

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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)

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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

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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

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Compound Chemical name(s) Structure
SC-5233 (spirolactone) 17α-(2-Carboxyethyl)testosterone γ-lactone  
Drospirenone 6β,7β:15β,16β-Dimethylenespirolactone  

Note that although an active progestogen, SC-5233 (spirolactone) is not medically used.

See also

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Notes

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? = Chemical names that are unverified.

Further reading

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  • McRobb L, Handelsman DJ, Kazlauskas R, Wilkinson S, McLeod MD, Heather AK (2008). "Structure-activity relationships of synthetic progestins in a yeast-based in vitro androgen bioassay". J. Steroid Biochem. Mol. Biol. 110 (1–2): 39–47. doi:10.1016/j.jsbmb.2007.10.008. PMID 18395441. S2CID 5612000.