Template:Structural aspects of progestogens used in clinical and veterinary medicine
Class | Subclass | Progestogen | Structure | Chemical name | Features |
---|---|---|---|---|---|
Pregnane | Progesterone | Progesterone | Pregn-4-ene-3,20-dione | – | |
Quingestrone | Progesterone 3-cyclopentyl enol ether | Ether | |||
17α-Hydroxyprogesterone | Acetomepregenol | 3-Deketo-3β,17α-dihydroxy-6-dehydro-6-methylprogesterone 3β,17α-diacetate | Ester | ||
Algestone acetophenide | 16α,17α-Dihydroxyprogesterone 16α,17α-(cyclic acetal with acetophenone) | Cyclic acetal | |||
Anagestone acetate | 3-Deketo-6α-methyl-17α-hydroxyprogesterone 17α-acetate | Ester | |||
Chlormadinone acetate | 6-Dehydro-6-chloro-17α-hydroxyprogesterone 17α-acetate | Ester | |||
Chlormethenmadinone acetate | 6-Dehydro-6-chloro-16-methylene-17α-hydroxyprogesterone 17α-acetate | Ester | |||
Cyproterone acetate | 1,2α-Methylene-6-dehydro-6-chloro-17α-hydroxyprogesterone 17α-acetate | Ester; Ring-fused | |||
Delmadinone acetate | 1,6-Didehydro-6-chloro-17α-hydroxyprogesterone 17α-acetate | Ester | |||
Flugestone acetate | 9α-Fluoro-11β,17α-dihydroxyprogesterone 17α-acetate | Ester | |||
Flumedroxone acetate | 6α-(Trifluoromethyl)-17α-hydroxyprogesterone 17α-acetate | Ester | |||
Hydroxyprogesterone acetate | 17α-Hydroxyprogesterone 17α-acetate | Ester | |||
Hydroxyprogesterone caproate | 17α-Hydroxyprogesterone 17α-hexanoate | Ester | |||
Hydroxyprogesterone heptanoate | 17α-Hydroxyprogesterone 17α-heptanoate | Ester | |||
Medroxyprogesterone acetate | 6α-Methyl-17α-hydroxyprogesterone 17α-acetate | Ester | |||
Megestrol acetate | 6-Dehydro-6-methyl-17α-hydroxyprogesterone 17α-acetate | Ester | |||
Melengestrol acetate | 6-Dehydro-6-methyl-16-methylene-17α-hydroxyprogesterone 17α-acetate | Ester | |||
Methenmadinone acetate | 6-Dehydro-16-methylene-17α-hydroxyprogesterone 17α-acetate | Ester | |||
Osaterone acetate | 2-Oxa-6-dehydro-6-chloro-17α-hydroxyprogesterone 17α-acetate | Ester | |||
Pentagestrone acetate | 17α-Hydroxyprogesterone 3-cyclopentyl enol ether 17α-acetate | Ester; Ether | |||
Proligestone | 14α,17α-Dihydroxyprogesterone 14α,17α-(cyclic acetal with propionaldehyde) | Cyclic acetal | |||
Other 17α-substituted progesterone | Haloprogesterone | 6α-Fluoro-17α-bromoprogesterone | – | ||
Medrogestone | 6-Dehydro-6,17α-dimethylprogesterone | – | |||
Spirolactone | Drospirenone | 6β,7β:15β,16β-Dimethylenespirolactone | Ring-fused | ||
Norpregnane | 19-Norprogesterone; 17α-Hydroxyprogesterone |
Gestonorone caproate | 17α-Hydroxy-19-norprogesterone 17α-hexanoate | Ester | |
Nomegestrol acetate | 6-Dehydro-6-methyl-17α-hydroxy-19-norprogesterone 17α-acetate | Ester | |||
Norgestomet | 11β-Methyl-17α-hydroxy-19-norprogesterone 17α-acetate | Ester | |||
Segesterone acetate | 16-Methylene-17α-hydroxy-19-norprogesterone 17α-acetate | Ester | |||
19-Norprogesterone; Other 17α-substituted progesterone |
Demegestone | 9-Dehydro-17α-methyl-19-norprogesterone | – | ||
Promegestone | 9-Dehydro-17α,21-dimethyl-19-norprogesterone | – | |||
Trimegestone | 9-Dehydro-17α,21-dimethyl-19-nor-21β-hydroxyprogesterone | – | |||
Retropregnane | Retroprogesterone | Dydrogesterone | 6-Dehydro-9β,10α-progesterone | – | |
Trengestone | 1,6-Didehydro-6-chloro-9β,10α-progesterone | – | |||
Androstane | 17α-Ethynyltestosterone | Danazol | 2,3-d-Isoxazol-17α-ethynyltestosterone | Ring-fused | |
Dimethisterone | 6α,21-Dimethyl-17α-ethynyltestosterone | – | |||
Ethisterone | 17α-Ethynyltestosterone | – | |||
Estrane | 19-Nortestosterone; 17α-Ethynyltestosterone |
Etynodiol diacetate | 3-Deketo-3β-hydroxy-17α-ethynyl-19-nortestosterone 3β,17β-diacetate | Ester | |
Lynestrenol | 3-Deketo-17α-ethynyl-19-nortestosterone | – | |||
Norethisterone | 17α-Ethynyl-19-nortestosterone | – | |||
Norethisterone acetate | 17α-Ethynyl-19-nortestosterone 17β-acetate | Ester | |||
Norethisterone enanthate | 17α-Ethynyl-19-nortestosterone 17β-heptanoate | Ester | |||
Noretynodrel | 5(10)-Dehydro-17α-ethynyl-19-nortestosterone | – | |||
Norgestrienone | 9,11-Didehydro-17α-ethynyl-19-nortestosterone | – | |||
Quingestanol acetate | 17α-Ethynyl-19-nortestosterone 3-cyclopentyl enol ether 17β-acetate | Ester; Ether | |||
Tibolone | 5(10)-Dehydro-7α-methyl-17α-ethynyl-19-nortestosterone | – | |||
19-Nortestosterone; Other 17α-substituted testosterone (and 16β-substituted testosterone) |
Allylestrenol | 3-Deketo-17α-allyl-19-nortestosterone | – | ||
Altrenogest | 9,11-Didehydro-17α-allyl-19-nortestosterone | – | |||
Dienogest | 9-Dehydro-17α-cyanomethyl-19-nortestosterone | – | |||
Norgesterone | 5(10)-Dehydro-17α-vinyl-19-nortestosterone | – | |||
Normethandrone | 17α-Methyl-19-nortestosterone | – | |||
Norvinisterone | 17α-Vinyl-19-nortestosterone | – | |||
Oxendolone | 16β-Ethyl-19-nortestosterone | – | |||
Gonane | 19-Nortestosterone; 17α-Ethynyltestosterone; 18-Methyltestosterone |
Desogestrel | 3-Deketo-11-methylene-17α-ethynyl-18-methyl-19-nortestosterone | – | |
Etonogestrel | 11-Methylene-17α-ethynyl-18-methyl-19-nortestosterone | – | |||
Gestodene | 15-Dehydro-17α-ethynyl-18-methyl-19-nortestosterone | – | |||
Gestrinone | 9,11-Didehydro-17α-ethynyl-18-methyl-19-nortestosterone | – | |||
Levonorgestrel | 17α-Ethynyl-18-methyl-19-nortestosterone | – | |||
Norelgestromin | 17α-Ethynyl-18-methyl-19-nortestosterone 3-oxime | Oxime | |||
Norgestimate | 17α-Ethynyl-18-methyl-19-nortestosterone 3-oxime 17β-acetate | Oxime; Ester | |||
Norgestrel | rac-13-Ethyl-17α-ethynyl-19-nortestosterone | – |
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