Progesterone .Steroid ring system.This is alist ofprogestogens that are or that have been used inclinical orveterinary medicine . They aresteroids and includederivatives ofprogesterone andtestosterone .
Progesterone derivatives [ edit ] Retroprogesterone derivatives [ edit ] Although an active progestogen, retroprogesterone is not medically used.
17α-Hydroxyprogesterone derivatives[ edit ] 17α-hydroxyprogesterone is inactive as a progestogen and is not used medically.
The 19-norprogesterone derivativesgestonorone caproate (gestronol hexanoate),nomegestrol acetate ,segesterone acetate (nestorone, elcometrine), andnorgestomet are also derivatives of 17α-hydroxyprogesterone (seebelow ).
17α-Methylprogesterone derivatives[ edit ] Although an active progestogen, 17α-methylprogesterone is not medically used.
The 19-norprogesterone derivativesdemegestone ,promegestone , andtrimegestone are also derivatives of 17α-methylprogesterone (seebelow ).
Other 17α-substituted progesterone derivatives[ edit ] 19-Norprogesterone derivatives [ edit ] Although an active progestogen, 19-norprogesterone is not medically used.
Testosterone derivatives [ edit ] Compound Chemical name(s) Structure Testosterone 17β-Deacetyl-17β-hydroxyprogesterone Androst-4-en-17β-ol-3-one
Testosterone itself does not have significant progestogenic activity. Testosterone is instead classified as ananabolic-androgenic steroid and is included here purely because it is the parent structure of this group of progestins.
17α-Ethynyltestosterone derivatives[ edit ] 19-Nortestosterone derivatives [ edit ] Whilenandrolone (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[ edit ] 18-Methylestranes (13β-ethylgonanes)[ edit ] Other 17α-substituted 19-nortestosterone derivatives[ edit ] Spirolactone derivatives [ edit ] Although an active progestogen, SC-5233 (spirolactone) is not medically used.
? = Chemical names that are unverified.
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 .
PR Tooltip Progesterone receptor
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 Tooltip Selective progesterone receptor modulators ) Antagonists
mPR Tooltip Membrane progesterone receptor (PAQR Tooltip Progestin and adipoQ receptor )