Progesterone .Steroid ring system.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 [ edit ] Retroprogesterone derivatives [ edit ] Note that although an active progestogen, retroprogesterone is not medically used.
17α-Hydroxyprogesterone derivatives [ edit ] 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 [ edit ] 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 [ edit ] 19-Norprogesterone derivatives [ edit ] Note that although an active progestogen, 19-norprogesterone is not medically used.
Testosterone derivatives [ edit ]
Compound
Chemical name(s)
Structure
Testosterone
17β-Deacetyl-17β-hydroxyprogesterone
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 [ edit ] 19-Nortestosterone derivatives [ edit ] 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 [ edit ] 18-Methylestranes (13β-ethylgonanes) [ edit ] Other 17α-substituted 19-nortestosterone derivatives [ edit ] Spirolactone derivatives [ edit ] Note that although an active progestogen, SC-5233 (spirolactone) is not medically used.
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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.200710008 . 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 MixedSPRMs Tooltip Selective progesterone receptor modulators ) Antagonists
mPR Tooltip Membrane progesterone receptor PAQR Tooltip Progestin and adipoQ receptor )
