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Structural aspects of androgens and anabolic steroids
Classes	Androgen	Chemical name	Features
Testosterone	4-Hydroxytestosterone^a	4-Hydroxytestosterone	–
	Androstenediol^a	5-Androstenediol (androst-5-ene-3β,17β-diol)	Prohormone
	Androstenedione^a	4-Androstenedione (androst-4-ene-3,17-dione)	Prohormone
	Boldenone	1-Dehydrotestosterone	–
	Boldione^a	1-Dehydro-4-androstenedione	Prohormone
	Clostebol	4-Chlorotestosterone	–
	Cloxotestosterone	Testosterone 17-chloral hemiacetal ether	Ether
	Prasterone	5-Dehydroepiandrosterone (androst-5-en-3β-ol-17-one)	Prohormone
	Quinbolone	1-Dehydrotestosterone 17β-cyclopentenyl enol ether	Ether
	Silandrone^a	Testosterone 17β-trimethylsilyl ether	Ether
	Testosterone	Androst-4-en-17β-ol-3-one	–
17α-Alkylated testosterone	Bolasterone	7α,17α-Dimethyltestosterone	–
	Calusterone	7β,17α-Dimethyltestosterone	–
	Chlorodehydromethylandrostenediol^a	1-Dehydro-4-chloro-17α-methyl-4-androstenediol	Prohormone
	Chlorodehydromethyltestosterone	1-Dehydro-4-chloro-17α-methyltestosterone	–
	Chloromethylandrostenediol^a	4-Chloro-17α-methyl-4-androstenediol	–
	Enestebol^a	1-Dehydro-4-hydroxy-17α-methyltestosterone	–
	Ethyltestosterone^a	17α-Ethyltestosterone	–
	Fluoxymesterone	9α-Fluoro-11β-hydroxy-17α-methyltestosterone	–
	Formebolone	1-Dehydro-2-formyl-11α-hydroxy-17α-methyltestosterone	–
	Hydroxystenozole^a	17α-Methyl-2'H-androsta-2,4-dieno[3,2-c]pyrazol-17β-ol	Ring-fused
	Metandienone	1-Dehydro-17α-methyltestosterone	–
	Methandriol	17α-Methyl-5-androstenediol	Prohormone
	Methylclostebol^a	4-Chloro-17α-methyltestosterone	–
	Methyltestosterone	17α-Methyltestosterone	–
	Methyltestosterone hexyl ether	17α-Methyltestosterone 3-hexyl enol ether	Ether
	Oxymesterone	4-Hydroxy-17α-methyltestosterone	–
	Penmesterol	17α-Methyltestosterone 3-cyclopentyl enol ether	Ether
	Tiomesterone	1α,7α-Diacetylthio-17α-methyltestosterone	–
Other 17α-substituted testosterone	Danazol	2,3-Isoxazol-17α-ethynyltestosterone	Ring-fused
Dihydrotestosterone	1-Testosterone^a	1-Dehydro-4,5α-dihydrotestosterone	–
	Androstanolone	4,5α-Dihydrotestosterone	–
	Bolazine	C3 azine dimer of drostanolone	Dimer
	Drostanolone	2α-Methyl-4,5α-dihydrotestosterone	–
	Epitiostanol	2α,3α-Epithio-3-deketo-4,5α-dihydrotestosterone	Ring-fused
	Mepitiostane	2α,3α-Epithio-3-deketo-4,5α-dihydrotestosterone 17β-(1-methoxycyclopentane) ether	Ring-fused; Ether
	Mesabolone^a	1-Dehydro-4,5α-Dihydrotestosterone 17β-(1-methoxycyclohexane) ether	Ether
	Mesterolone	1α-Methyl-4,5α-dihydrotestosterone	–
	Metenolone	1-Dehydro-1-methyl-4,5α-dihydrotestosterone	–
	Prostanozol^a	2'H-5α-Androst-2-eno[3,2-c]pyrazol-17β-ol 17β-tetrahydropyran ether	Ether
	Stenbolone	1-Dehydro-2-methyl-4,5α-dihydrotestosterone	–
17α-Alkylated dihydrotestosterone	Androisoxazole	17α-Methyl-5α-androstano[3,2-c]isoxazol-17β-ol	Ring-fused
	Desoxymethyltestosterone^a	2-Dehydro-3-deketo-4,5α-dihydro-17α-methyltestosterone	–
	Furazabol	17α-Methyl-5α-androstano[2,3-c][1,2,5]oxadiazol-17β-ol	Ring-fused
	Mebolazine	C3 azine dimer of methasterone	Dimer
	Mestanolone	4,5α-Dihydro-17α-methyltestosterone	–
	Methasterone^a	2α,17α-Dimethyl-4,5α-dihydrotestosterone	–
	Methyl-1-testosterone^a	1-Dehydro-4,5α-dihydro-17α-methyltestosterone	–
	Methyldiazinol^a	3-Deketo-3-azi-4,5α-dihydro-17α-methyltestosterone	–
	Methylepitiostanol^a	2α,3α-Epithio-3-deketo-4,5α-dihydro-17α-methyltestosterone	–
	Methylstenbolone^a	1-Dehydro-2,17α-dimethyl-4,5α-dihydrotestosterone	–
	Oxandrolone	2-Oxa-4,5α-dihydro-17α-methyltestosterone	–
	Oxymetholone	2-Hydroxymethylene-4,5α-dihydro-17α-methyltestosterone	–
	Stanozolol	17α-Methyl-2'H-5α-androst-2-eno[3,2-c]pyrazol-17β-ol	Ring-fused
19-Nortestosterone	11β-Methyl-19-nortestosterone^a	11β-Methyl-19-nortestosterone	–
	19-Nor-5-androstenediol^a	19-Nor-5-androstenediol	Prohormone
	19-Nordehydroepiandrosterone^a	19-Nor-5-dehydroepiandrosterone	Prohormone
	Bolandiol^a	19-Nor-4-androstenediol	Prohormone
	Bolandione^a	19-Nor-4-androstenedione	Prohormone
	Bolmantalate^a	19-Nortestosterone 17β-adamantoate	Ester
	Dienedione^a	9-Dehydro-19-nor-4-androstenedione	Prohormone
	Dienolone^a	9-Dehydro-19-nortestosterone	–
	Dimethandrolone^a	7α,11β-Dimethyl-19-nortestosterone	–
	Methoxydienone^a	2,5(10)-Didehydro-18-methyl-19-norepiandrosterone 3-methyl ether	Prohormone; Ether
	Nandrolone	19-Nortestosterone	–
	Norclostebol	4-Chloro-19-nortestosterone	–
	Oxabolone	4-Hydroxy-19-nortestosterone	–
	Trestolone^a	7α-Methyl-19-nortestosterone	–
	Trenbolone	9,11-Didehydro-19-nortestosterone	–
	Trendione^a	9,11-Didehydro-19-nor-4-androstenedione	Prohormone
	Trestione^a	7α-Methyl-19-nor-4-androstenedione	Prohormone
17α-Alkylated 19-nortestosterone	Dimethyltrienolone^a	7α,17α-Dimethyl-9,11-didehydro-19-nortestosterone	–
	Dimethyldienolone^a	7α,17α-Dimethyl-9-dehydro-19-nortestosterone	–
	Ethyldienolone^a	9-Dehydro-17α-ethyl-19-nortestosterone	–
	Ethylestrenol	17α-Ethyl-3-deketo-19-nortestosterone	–
	Methyldienolone^a	9-Dehydro-17α-methyl-19-nortestosterone	–
	Methylhydroxynandrolone^a	4-Hydroxy-17α-methyl-19-nortestosterone	–
	Metribolone^a	9,11-Didehydro-17α-methyl-19-nortestosterone	–
	Mibolerone	7α,17α-Dimethyl-19-nortestosterone	–
	Norboletone^a	17α-Ethyl-18-methyl-19-nortestosterone	–
	Norethandrolone	17α-Ethyl-19-nortestosterone	–
	Normethandrone	17α-Methyl-19-nortestosterone	–
	Propetandrol	17α-Ethyl-19-nortestosterone 3-propionate	Ester
	RU-2309^a	9,11-Didehydro-17α,18-dimethyl-19-nortestosterone	–
	Tetrahydrogestrinone^a	9,11-Didehydro-17α-ethyl-18-methyl-19-nortestosterone	–
Other 17α-substituted 19-nortestosterone	Gestrinone	9,11-Didehydro-17α-ethynyl-18-methyl-19-nortestosterone	–
	Tibolone	5(10)-Dehydro-7α-methyl-17α-ethynyl-19-nortestosterone	–
	Vinyltestosterone^a	17α-Ethenyltestosterone	–
Notes: Esters of androgens and anabolic steroids are mostly not included in this table; see here instead. Weakly androgenic progestins are mostly not included in this table; see here instead. Footnotes: ^a = Never marketed.

See also

References