This is a list of androgens/anabolic steroids (AAS) or testosterone derivatives. Androgen esters are mostly not included in this list. The major classes of testosterone derivatives include the following (as well as combinations thereof):
Testosterone derivatives: direct derivatives of testosterone not falling into the groups below 4,5α-Reduced/dihydrogenated testosterone derivatives: dihydrotestosterone (DHT) derivatives 19-Demethylated testosterone derivatives: 19-nortestosterone (nandrolone) derivatives 17α-Alkylated testosterone derivatives: methyltestosterone and ethyltestosterone derivatives 17α-Ethynylated/vinylated testosterone derivatives: ethynyltestosterone (ethisterone) and vinyltestosterone derivatives
The last group consists of progestins with mostly only very weak androgenic/anabolic activity. AAS that are listed as marketed may be marketed as one or more esters rather than as the listed AAS itself.
This article pertains to steroidal androgens; nonsteroidal androgens like the selective androgen receptor modulators (SARMs) andarine and enobosarm (ostarine) are not included here.
Natural/endogenous Marketed Androstenediol (A5; 5-androstenediol) Boldenone (δ1-T)* Dehydroepiandrosterone (DHEA; prasterone, 5-androstenolone) Dihydrotestosterone (DHT; androstanolone, stanolone) Nandrolone (19-NT; 19-nortestosterone)* Testosterone (T; 4-androstenolone) Never marketed 11-Ketodihydrotestosterone (11-KDHT) 11-Ketotestosterone (11-KT) 11β-Hydroxyandrostenedione (11β-OHA4) 19-Nor-5-androstenediol (19-NA5)* Adrenosterone (11-ketoandrostenedione; 11-KA4) Androstenedione (A4; 4-androstenedione) Androsterone Bolandione (19-nor-4-androstenedione)* Dehydroandrosterone (DHA; 5-dehydroandrosterone) Epiandrosterone
* Only present endogenously in trace/very small amounts or present in other species.
Testosterone derivatives Non-17α-Alkylated Compound Chemical name Structure Marketed Prohormone-like Prodrug Testosterone Androst-4-en-17β-ol-3-one ✓ – – 4-Hydroxytestosterone 4-Hydroxytestosterone – – – 11-Ketotestosterone 11-Ketotestosterone – – – Boldenone Δ1-Testosterone ✓ – – Clostebol 4-Chlorotestosterone ✓ – – 4-Androstenediol 4-Androstenediol – ✓ – 4-Dehydroepiandrosterone (4-DHEA) 4-Dehydroepiandrosterone – ✓ – 5-Androstenedione 5-Androstenedione – ✓ – 5-Dehydroandrosterone (5-DHA) 5-Dehydroandrosterone – ✓ – 11β-Hydroxyandrostenedione (11β-OHA4) 11β-Hydroxy-4-androstenedione – ✓ – Adrenosterone (11-ketoandrostenedione, 11-KA4) 11-Keto-4-androstenedione – ✓ – Androstenediol (5-androstenediol, A5) 5-Androstenediol – ✓ – Androstenedione (4-androstenedione, A4) 4-Androstenedione – ✓ – Atamestane 1-Methyl-δ1-4-androstenedione – ✓ – Boldione (1,4-androstadienedione) δ1-4-Androstenedione – ✓ – Dehydroepiandrosterone (DHEA, 5-DHEA; prasterone, androstenolone) 5-Dehydroepiandrosterone ✓ ✓ – Exemestane 6-Methylidene-δ1-4-androstenedione ✓ ✓ – Formestane 4-Hydroxy-4-androstenedione ✓ ✓ – Plomestane 10-Propargyl-4-androstenedione – ✓ – Cloxotestosterone Testosterone 17-chloral hemiacetal ether ✓ – ✓ Quinbolone Δ1-Testosterone 17β-cyclopentenyl enol ether ✓ – ✓ Silandrone Testosterone 17β-trimethylsilyl ether – – ✓
17α-Alkylated
Compound Chemical name Structure Marketed Prohormone-like Prodrug Bolasterone 7α,17α-Dimethyltestosterone ✓ – – Calusterone 7β,17α-Dimethyltestosterone ✓ – – Chlorodehydromethyltestosterone (CDMT) 4-Chloro-17α-methyl-δ1-testosterone ✓ – – Enestebol 4-Hydroxy-17α-methyl-δ1-testosterone – – – Ethyltestosterone 17α-Ethyltestosterone – – – Fluoxymesterone 9α-Fluoro-11β-hydroxy-17α-methyltestosterone ✓ – – Formebolone 2-Formyl-11α-hydroxy-17α-methyl-δ1-testosterone ✓ – – Hydroxystenozole 17α-Methyl-2'H-androsta-2,4-dieno[3,2-c]pyrazol-17β-ol – – – Metandienone (methandienone, methandrostenolone) 17α-Methyl-δ1-testosterone ✓ – – Methylclostebol (chloromethyltestosterone) 4-Chloro-17α-methyltestosterone, ( – – – Methyltestosterone 17α-Methyltestosterone ✓ – – Oxymesterone 4-Hydroxy-17α-methyltestosterone ✓ – – Tiomesterone (thiomesterone) 1α,7α-Diacetylthio-17α-methyltestosterone ✓ – – Chlorodehydromethylandrostenediol (CDMA) 4-Chloro-17α-methyl-δ1-4-androstenediol – ✓ – Chloromethylandrostenediol (CMA) 4-Chloro-17α-methyl-4-androstenediol – ✓ – Methandriol (methylandrostenediol) 17α-Methyl-5-androstenediol ✓ ✓ – Methyltestosterone 3-hexyl ether 17α-Methyl-4-hydro-δ3,5-testosterone 3-hexyl ether? ✓ – ✓ Penmesterol (penmestrol) 17α-Methyl-4-hydro-δ3,5-testosterone 3-cyclopentyl ether? ✓ – ✓
17α-alkenyl and -alkynyl Compound Chemical name Structure Marketed Vinyltestosterone 17α-Ethenyltestosterone – Ethisterone (ethinyltestosterone) 17α-Ethynyltestosterone ✓ Danazol (2,3-isoxazolethisterone) 2,3-Isoxazol-17α-ethynyltestosterone ✓
17α-Ethynylated testosterone derivatives are potent progestins with only very weak androgenic/anabolic activity and are used as oral contraceptives or for the treatment of gynecological conditions in women. They are invariably classified as progestins rather than as AAS. However, these progestins are testosterone derivatives and do have significant androgenic/anabolic activity, sometimes producing acne and other mild androgenic effects in women. Conversely, in men, these drugs may actually have functional antiandrogen effects due to their potent progestogenic and hence antigonadotropic activity and capacity to suppress gonadal testosterone production.
Dihydrotestosterone derivatives Non-17α-Alkylated Compound Chemical name Structure Marketed Prohormone-like Prodrug Dihydrotestosterone (DHT); androstanolone, stanolone) 4,5α-Dihydrotestosterone ✓ – – 1-Testosterone (dihydro-1-testosterone, dihydroboldenone) 4,5α-Dihydro-δ1-testosterone – – – 11-Ketodihydrotestosterone (11-KDHT) 11-Keto-4,5α-dihydrotestosterone – – – Drostanolone 2α-Methyl-4,5α-dihydrotestosterone ✓ – – Epitiostanol (epithioandrostanol) 2α,3α-Epithio-3-deketo-4,5α-dihydrotestosterone ✓ – – Mesterolone 1α-Methyl-4,5α-dihydrotestosterone ✓ – – Metenolone (methenolone, methylandrostenolone) 1-Methyl-4,5α-dihydro-δ1-testosterone ✓ – – Nisterime 2α-Chloro-4,5α-dihydrotestosterone 3-O-(p-nitrophenyl)oxime – – – Stenbolone 2-Methyl-4,5α-dihydro-δ1-testosterone ✓ – – 1-Androsterone (1-Andro, 1-DHEA) 1-Dehydroepiandrosterone – ✓ – 1-Androstenediol (dihydro-1-androstenediol) 1-Androstenediol (4,5α-dihydro-δ1-4-androstenediol) – ✓ – 1-Androstenedione (dihydro-1-androstenedione) 1-Androstenedione (4,5α-dihydro-δ1-4-androstenedione) – ✓ – 5α-Androst-2-en-17-one 3-Deketo-2-androstenedione (3-deketo-4,5α-dihydro-δ2-4-androstenedione) – ✓ – Androsterone Androsterone – ✓ – Epiandrosterone Epiandrosterone – ✓ – Mepitiostane 2α,3α-Epithio-3-deketo-4,5α-dihydrotestosterone 17β-(1-methoxycyclopentane) ether ✓ – ✓ Mesabolone 4,5α-Dihydro-δ1-testosterone 17β-(1-methoxycyclohexane) ether – – ✓ Prostanozol 2'H-5α-Androst-2-eno[3,2-c]pyrazol-17β-ol 17β-tetrahydropyran ether – – ✓ Bolazine (di(drostanolone) azine) 3,3-[(1E,2E)-1,2-Hydrazinediylidene]di(2α-methyl-5α-androstan-17β-ol)? ✓ – ✓
17α-Alkylated Compound Chemical name Structure Marketed Prohormone-like Prodrug Androisoxazole 17α-Methyl-5α-androstano[3,2-c]isoxazol-17β-ol ✓ – – Desoxymethyltestosterone 3-Deketo-17α-methyl-4,5α-dihydro-δ2-testosterone – – – Furazabol 17α-Methyl-5α-androstano[2,3-c][1,2,5]oxadiazol-17β-ol ✓ – – Mestanolone (methyl-) 17α-Methyl-4,5α-dihydrotestosterone ✓ – – Methasterone (methyldrostanolone) 2α,17α-Dimethyl-4,5α-dihydrotestosterone – – – Methyl-1-testosterone (methyldihydro-1-testosterone, methyldihydroboldenone) 17α-Methyl-4,5α-dihydro-δ1-testosterone – – – Methyldiazinol 3-Azi-17α-methyl-4,5α-dihydrotestosterone – – – Methylepitiostanol 2α,3α-Epithio-3-deketo-17α-methyl-4,5α-dihydrotestosterone – – – Methylstenbolone 2,17α-Dimethyl-4,5α-dihydro-δ1-testosterone – – – Oxandrolone 2-Oxa-17α-methyl-4,5α-dihydrotestosterone ✓ – – Oxymetholone 2-Hydroxymethylene-4,5α-dihydro-17α-methyltestosterone ✓ – – Stanozolol 17α-Methyl-2'H-5α-androst-2-eno[3,2-c]pyrazol-17β-ol ✓ – – Mebolazine (dimethazine, di(methasterone) azine) 3,3-[(1E,2E)-1,2-Hydrazinediylidene]di(2α,17α-dimethyl-5α-androstan-17β-ol)? ✓ – ✓
19-Nortestosterone (nandrolone) derivatives Non-17α-alkylated Compound Chemical name Structure Marketed Prohormone-like Prodrug Nandrolone (nortestosterone) 19-Nortestosterone ✓ – – 11β-Methyl-19-nortestosterone (11β-MNT) 11β-Methyl-19-nortestosterone – – – Dienolone 19-Nor-δ9-testosterone – – – Dimethandrolone 7α,11β-Dimethyl-19-nortestosterone – – – Norclostebol 4-Chloro-19-nortestosterone ✓ – – Oxabolone 4-Hydroxy-19-nortestosterone ✓ – – Trenbolone (trienolone) 19-Nor-δ9,11-testosterone ✓ – – Trestolone (MENT) 7α-Methyl-19-nortestosterone – – – 7α-Methyl-19-nor-4-androstenedione (MENT dione, trestione) 7α-Methyl-19-nor-4-androstenedione – ✓ – 19-Nor-5-androstenediol 19-Nor-5-androstenediol – ✓ – 19-Nor-5-androstenedione 19-Nor-5-androstenedione – ✓ – 19-Nordehydroepiandrosterone 19-Nor-5-dehydroepiandrosterone (19-nor-DHEA) – ✓ – Bolandiol (nor-4-androstenediol) 19-Nor-4-androstenediol ✓ ✓ – Bolandione (nor-4-androstenedione) 19-Nor-4-androstenedione – ✓ – Dienedione (nor-4,9-androstadienedione) 19-Nor-δ9-4-androstenedione – ✓ – Methoxydienone (methoxygonadiene) 18-Methyl-19-nor-δ2,5(10)-epiandrosterone 3-methyl ether – ✓ – Trendione (nor-4,9,11-androstatrienedione) 19-Nor-δ9,11-4-androstenedione – ✓ – Bolmantalate (nandrolone adamantoate) 19-Nortestosterone 17β-adamantoate ✓ – ✓
17α-Alkylated Compound Chemical name Structure Marketed Prohormone-like Prodrug Dimethyltrienolone (7α,17α-dimethyltrenbolone) 7α,17α-Dimethyl-19-nor-δ9,11-testosterone – – – Dimethyldienolone (7α,17α-dimethyldienolone) 7α,17α-Dimethyl-19-nor-δ9-testosterone – – – Ethyldienolone 17α-Ethyl-19-nor-δ9-testosterone – – – Ethylestrenol (ethylnandrol) 17α-Ethyl-3-deketo-19-nortestosterone ✓ – – Methyldienolone 17α-Methyl-19-nor-δ9-testosterone – – – Methylhydroxynandrolone (MOHN, MHN) 4-Hydroxy-17α-methyl-19-nortestosterone – – – Metribolone (methyltrienolone, R-1881) 17α-Methyl-19-nor-δ9,11-testosterone – – – Mibolerone 7α,17α-Dimethyl-19-nortestosterone ✓ – – Norboletone 17α-Ethyl-18-methyl-19-nortestosterone – – – Norethandrolone (ethylnandrolone, ethylestrenolone) 17α-Ethyl-19-nortestosterone ✓ – – Normethandrone (methylestrenolone, normethisterone) 17α-Methyl-19-nortestosterone ✓ – – RU-2309 (18-methymetribolone, 17α-methyl-THG) 17α,18-Dimethyl-19-nor-δ9,11-testosterone – – – Tetrahydrogestrinone (THG) 17α-Ethyl-18-methyl-19-nor-δ9,11-testosterone – – – Bolenol (ethylnorandrostenol) 3-Deketo-17α-ethyl-19-nor-5-androstenediol – ✓ – Propetandrol 17α-Ethyl-19-nortestosterone 3-propionate ✓ – ✓
17α-alkenyl and -alkynyl