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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
Note that 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
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 [ ]
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 [ ]
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
Note that although an active progestogen, 19-norprogesterone is not medically used.
Testosterone derivatives [ ]
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 [ ]
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
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 [ ]
Estranes [ ]
18-Methylestranes (13β-ethylgonanes) [ ]
Other 17α-substituted 19-nortestosterone derivatives [ ]
Spirolactone derivatives [ ]
Note that although an active progestogen, SC-5233 (spirolactone) is not medically used.
See also [ ]
Notes [ ]
? = Chemical names that are unverified.
Further reading [ ]
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 .
Progestogens (and progestins )
PR agonists
Retroprogesterone derivatives: Dydrogesterone
Trengestone
Testosterone derivatives: Estranes: Danazol
Dimethisterone
Ethisterone
Antiprogestogens
# WHO-EM
‡ Withdrawn from market
Clinical trials :
† Phase III
§ Never to phase III
See also
Progesterone receptor modulators
Androgens and antiandrogens
Estrogens and antiestrogens
List of progestogens
PR
Agonists
Testosterone derivatives: Progestins: 6,6-Difluoronorethisterone
6,6-Difluoronorethisterone acetate
17α-Allyl-19-nortestosterone
Allylestrenol
Altrenogest
Chloroethynylnorgestrel
Cingestol
Danazol
Desogestrel
Dienogest
Ethinylandrostenediol
Ethisterone
Ethynerone
Etonogestrel
Etynodiol
Etynodiol diacetate
Gestodene
Gestrinone
Levonorgestrel
Levonorgestrel esters (e.g., levonorgestrel butanoate )
Lynestrenol
Lynestrenol phenylpropionate
Metynodiol
Metynodiol diacetate
Norelgestromin
Norethisterone (norethindrone)
Norethisterone esters (e.g., norethisterone acetate , norethisterone enanthate )
Noretynodrel
Norgesterone
Norgestimate
Norgestrel
Norgestrienone
Norvinisterone
Oxendolone
Quingestanol
Quingestanol acetate
Tibolone
Tigestol
Tosagestin ; Anabolic–androgenic steroids: 11β-Methyl-19-nortestosterone
11β-Methyl-19-nortestosterone dodecylcarbonate
19-Nor-5-androstenediol
19-Nor-5-androstenedione
19-Nordehydroepiandrosterone
Bolandiol
Bolandiol dipropionate
Bolandione
Dimethisterone
Dienedione
Dienolone
Dimethandrolone
Dimethandrolone buciclate
Dimethandrolone dodecylcarbonate
Dimethandrolone undecanoate
Dimethyldienolone
Dimethyltrienolone
Ethyldienolone
Ethylestrenol (ethylnandrol)
Methyldienolone
Metribolone (R-1881)
Methoxydienone (methoxygonadiene)
Mibolerone
Nandrolone
Nandrolone esters (e.g., nandrolone decanoate , nandrolone phenylpropionate )
Norethandrolone
Normethandrone (methylestrenolone, normethandrolone, normethisterone)
RU-2309
Tetrahydrogestrinone
Trenbolone (trienolone)
Trenbolone esters (e.g., trenbolone acetate , trenbolone enanthate )
Trendione
Trestolone
Trestolone acetate
Mixed (SPRMs ) Antagonists
mPR (PAQR )
See also
Receptor/signaling modulators
Progestogens and antiprogestogens
Androgen receptor modulators
Estrogen receptor modulators
List of progestogens