List of androgens and anabolic steroids

Short description: None

Testosterone. Steroid ring system.

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.

This article pertains to steroidal androgens; nonsteroidal androgens like the selective androgen receptor modulators (SARMs) andarine and enobosarm (ostarine) are not included here.

## Contents

* 1 Testosterone derivatives
* 1.1 Prohormone-like
* 1.2 Prodrugs
* 1.2.1 Ethers
* 2 Dihydrotestosterone derivatives
* 2.1 Prohormone-like
* 2.2 Prodrugs
* 2.2.1 Ethers
* 2.2.2 Azine dimers
* 3 19-Nortestosterone (nandrolone) derivatives
* 3.1 Prohormone-like
* 3.2 Prodrugs
* 3.2.1 Esters
* 4 17α-Alkylated testosterone derivatives
* 4.1 Prohormone-like
* 4.2 Prodrugs
* 4.2.1 Ethers
* 5 17α-Alkylated dihydrotestosterone derivatives
* 5.1 Prodrugs
* 5.1.1 Azine dimers
* 6 17α-Alkylated 19-nortestosterone derivatives
* 6.1 Prohormone-like
* 6.2 Prodrugs
* 6.2.1 Esters
* 7 17α-Vinylated testosterone derivatives
* 7.1 17α-Vinylated 19-nortestosterone derivatives
* 7.2 Commentary
* 8 17α-Ethynylated testosterone derivatives
* 8.1 17α-Ethynylated 19-nortestosterone derivatives
* 8.2 Prodrugs
* 8.2.1 Ethers
* 8.2.2 Esters
* 8.2.3 Ethers and esters
* 8.3 Commentary
* 9 See also
* 10 Notes
* 11 References
* 12 Further reading

## Testosterone derivatives

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Testosterone | Androst-4-en-17β-ol-3-one  |  | ✓
4-Hydroxytestosterone | 4-Hydroxytestosterone  |  | –
11-Ketotestosterone | 11-Ketotestosterone  |  | –
Boldenone | Δ1-Testosterone  |  | ✓
Clostebol | 4-Chlorotestosterone  |  | ✓

### Prohormone-like

Compound  | Chemical name  | Structure  | Marketed

|
|
|

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  |  | –

### Prodrugs

#### Ethers

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Cloxotestosterone | Testosterone 17-chloral hemiacetal ether  |  | ✓
Quinbolone | Δ1-Testosterone 17β-cyclopentenyl enol ether  |  | ✓
Silandrone | Testosterone 17β-trimethylsilyl ether  |  | –

## Dihydrotestosterone derivatives

Compound  | Chemical name  | Structure  | Marketed

|
|
|

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  |  | ✓

### Prohormone-like

Compound  | Chemical name  | Structure  | Marketed

|
|
|

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  |  | –

### Prodrugs

#### Ethers

Compound  | Chemical name  | Structure  | Marketed

|
|
|

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  |  | –

#### Azine dimers

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Bolazine (di(drostanolone) azine) | 3,3-[(1E,2E)-1,2-Hydrazinediylidene]di(2α-methyl-5α-androstan-17β-ol)? |  | ✓

## 19-Nortestosterone (nandrolone) derivatives

Compound  | Chemical name  | Structure  | Marketed

|
|
|

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  |  | –

### Prohormone-like

Compound  | Chemical name  | Structure  | Marketed

|
|
|

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  |  | –
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  |  | –

### Prodrugs

#### Esters

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Bolmantalate (nandrolone adamantoate) | 19-Nortestosterone 17β-adamantoate  |  | ✓

## 17α-Alkylated testosterone derivatives

Compound  | Chemical name  | Structure  | Marketed

|
|
|

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  |  | ✓

### Prohormone-like

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Chlorodehydromethylandrostenediol (CDMA) | 4-Chloro-17α-methyl-δ1-4-androstenediol  |  | –
Chloromethylandrostenediol (CMA) | 4-Chloro-17α-methyl-4-androstenediol  |  | –
Methandriol (methylandrostenediol) | 17α-Methyl-5-androstenediol  |  | ✓

### Prodrugs

#### Ethers

Compound  | Chemical name  | Structure  | Marketed

|
|
|

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-Alkylated dihydrotestosterone derivatives

Compound  | Chemical name  | Structure  | Marketed

|
|
|

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-DHT) | 17α-Methyl-4,5α-dihydrotestosterone  |  | ✓
Methasterone (methyldrostanolone) | 2α,17α-Dimethyl-4,5α-dihydrotestosterone  |  | –
Methyl-1-testosterone (methyldihydro-1-testosterone) | 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  |  | ✓

### Prodrugs

#### Azine dimers

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Mebolazine (dimethazine, di(methasterone) azine) | 3,3-[(1E,2E)-1,2-Hydrazinediylidene]di(2α,17α-dimethyl-5α-androstan-17β-ol)? |  | ✓

## 17α-Alkylated 19-nortestosterone derivatives

Compound  | Chemical name  | Structure  | Marketed

|
|
|

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  |  | –

### Prohormone-like

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Bolenol (ethylnorandrostenol) | 3-Deketo-17α-ethyl-19-nor-5-androstenediol  |  | –

### Prodrugs

#### Esters

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Propetandrol | 17α-Ethyl-19-nortestosterone 3-propionate  |  | ✓

## 17α-Vinylated testosterone derivatives

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Vinyltestosterone | 17α-Ethenyltestosterone  |  | –

### 17α-Vinylated 19-nortestosterone derivatives

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Norvinisterone (vinylnortestosterone) | 17α-Ethenyl-19-nortestosterone  |  | ✓

### Commentary

The 17α-ethenylated (vinylated) testosterone derivative norvinisterone (vinylnortestosterone) is much more potent as an AAS than the 17α-ethynylated testosterone derivatives and is intermediate in potency between the 17α-ethynylated progestins and conventional AAS, with approximately one-third and one-fifth of the respective androgenic and anabolic activity of nandrolone in animal bioassays.[1]

Vinyltestosterone has been described as a weak AAS, though stronger than its 17α-ethynylated analogue ethisterone.[2]

## 17α-Ethynylated testosterone derivatives

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Ethisterone (ethinyltestosterone) | 17α-Ethynyltestosterone  |  | ✓
Danazol (2,3-isoxazolethisterone) | 2,3-Isoxazol-17α-ethynyltestosterone  |  | ✓

### 17α-Ethynylated 19-nortestosterone derivatives

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Norethisterone (norethindrone) | 17α-Ethynyl-19-nortestosterone  |  | ✓
Etynodiol (ethynodiol, 3β-hydroxynorethisterone) | 17α-Ethynyl-3-deketo-3β-hydroxy-19-nortestosterone  |  | –
Gestrinone (ethylnorgestrienone, R-2323) | 17α-Ethynyl-18-methyl-19-nor-δ9,11-testosterone  |  | ✓
Levonorgestrel ((−)-norgestrel) | (−)-17α-Ethynyl-18-methyl-19-nortestosterone  |  | ✓
Lynestrenol (3-deketonorethisterone) | 17α-Ethynyl-3-deketo-19-nortestosterone  |  | ✓
Norgestrel (18-methylnorethisterone) | 17α-Ethynyl-18-methyl-19-nortestosterone  |  | ✓
Norgestrienone (ethynyltrenbolone) | 17α-Ethynyl-19-nor-δ9,11-testosterone  |  | ✓
Tibolone (7α-methylnoretynodrel) | 7α-Methyl-17α-ethynyl-19-nor-δ5(10)-testosterone  |  | ✓

### Prodrugs

#### Ethers

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Quingestanol | 4-Hydro-19-nor-δ3,5-testosterone 3-cyclopentyl ether? |  | –

#### Esters

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Etynodiol diacetate (ethynodiol diacetate) | 17α-Ethynyl-3-deketo-3β-hydroxy-19-nortestosterone 3β,17β-diacetate  |  | ✓
Norethisterone acetate (norethindrone acetate) | 17α-Ethynyl-19-nortestosterone 17β-acetate  |  | ✓
Norethisterone enanthate (norethindrone enanthate) | 17α-Ethynyl-19-nortestosterone 17β-enanthate  |  | ✓

#### Ethers and esters

Compound  | Chemical name  | Structure  | Marketed

|
|
|

Quingestanol acetate | 4-Hydro-17α-ethynyl-19-nor-δ3,5-testosterone 3-cyclopentyl ether 17β-acetate? |  | ✓

### Commentary

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.[3]

## See also

* List of steroids
* List of designer drugs § Androgens
* List of androgens/anabolic steroids available in the United States

## Notes

? = Chemical names that are unverified.

## References

1. ↑ Saunders, Francis J.; Drill, Victor A. (1956). "The Myotrophic and Androgenic Effects of 17-Ethyl-19-Nortestosterone and Related Compounds". Endocrinology 58 (5): 567–572. doi:10.1210/endo-58-5-567. ISSN 0013-7227. PMID 13317831.
2. ↑ "The effects of 17-vinyl testosterone upon the rat adrenal". Endocrinology 45 (6): 564–70. 1949. doi:10.1210/endo-45-6-564. PMID 15402199.
3. ↑ Paulsen, C. Alvin; Leach, Robert B.; Lanman, John; Goldston, Norman; Maddock, W. O.; Heller, Carl G. (1962). "Inherent Estrogenicity of Norethindrone and Norethynodrel: Comparison with Other Synthetic Progestins and Progesterone1". The Journal of Clinical Endocrinology & Metabolism 22 (10): 1033–1039. doi:10.1210/jcem-22-10-1033. ISSN 0021-972X. PMID 13942007. "Androgenic effects were absent for each of the compounds in the doses administered as judged by: (a) marked decrease in libido and sexual potentia in each of 21 normal male subjects receiving norethynodrel, norethindrone and norethandrolone; (b) failure to increase libido and sexual potentia in each of four hypogonadotrophic eunuchoidal men receiving norethandrolone (each had previously responded to testosterone administration); (c) no virilization of 14 of 15 postmenopausal women receiving the three progestins (one who was taking norethandrolone at the dose level of 30 mg daily noted lowering in the pitch of her voice during the second month of therapy).".

## Further reading

* Kicman, A T (2008). "Pharmacology of anabolic steroids". British Journal of Pharmacology 154 (3): 502–521. doi:10.1038/bjp.2008.165. ISSN 0007-1188. PMID 18500378.
* "Structural characteristics of anabolic androgenic steroids contributing to binding to the androgen receptor and to their anabolic and androgenic activities. Applied modifications in the steroidal structure". Steroids 74 (2): 172–97. 2009. doi:10.1016/j.steroids.2008.10.016. PMID 19028512.
* "Structure-activity relationships of synthetic progestins in a yeast-based in vitro androgen bioassay". J. Steroid Biochem. Mol. Biol. 110 (1–2): 39–47. 2008. doi:10.1016/j.jsbmb.2007.10.008. PMID 18395441.

{{Navbox

| name = Androgens and antiandrogens
| title = Androgens and antiandrogens
| state = collapsed
| listclass = hlist
| groupstyle = text-align:center;

| group1 = Androgens
(incl. AAS)

| list1 =

AR agonists|

* Testosterone derivatives: Androstenediol dipropionate
* Boldenone undecylenate
* Clostebol
* Clostebol acetate
* Clostebol caproate
* Clostebol propionate
* Cloxotestosterone acetate
* Prasterone (dehydroepiandrosterone, DHEA)
* Prasterone enanthate (DHEA enanthate)
* Prasterone sulfate (DHEA sulfate)
* Quinbolone
* Testosterone#
* Testosterone esters (e.g., testosterone cypionate, testosterone enanthate]], testosterone propionate]], testosterone undecanoate]], testosterone ester mixture]]s (Deposterona, Omnadren, Sustanon, Testoviron Depot))

* Dihydrotestosterone derivatives: Androstanolone (stanolone, dihydrotestosterone, DHT)
* Androstanolone esters
* Bolazine capronate
* Drostanolone propionate (dromostanolone propionate)
* Epitiostanol
* Mepitiostane
* Mesterolone
* Metenolone acetate (methenolone acetate)
* Metenolone enanthate (methenolone enanthate)
* Stenbolone acetate

* 19-Nortestosterone derivatives: Bolandiol dipropionate
* Nandrolone esters (e.g., nandrolone decanoate, nandrolone phenylpropionate)
* Norclostebol
* Norclostebol acetate
* Oxabolone cipionate (oxabolone cypionate)
* Trenbolone acetate
* Trenbolone hexahydrobenzylcarbonate (trenbolone cyclohexylmethylcarbonate)

* 17α-Alkylated testosterone derivatives: Bolasterone
* Calusterone
* Chlorodehydromethyltestosterone (CDMT)
* Fluoxymesterone
* Formebolone
* Metandienone (methandienone, methandrostenolone)
* Methandriol (methylandrostenediol)
* Methandriol bisenanthoyl acetate
* Methandriol dipropionate
* Methandriol propionate
* Methyltestosterone
* Methyltestosterone 3-hexyl ether
* Oxymesterone
* Penmesterol
* Tiomesterone (thiomesterone)

* 17α-Alkylated dihydrotestosterone derivatives: Androisoxazole
* Furazabol
* Mebolazine (dimethazine)
* Mestanolone
* Oxandrolone
* Oxymetholone
* Stanozolol

* 17α-Alkylated 19-nortestosterone derivatives: Ethylestrenol
* Mibolerone
* Norethandrolone
* Normethandrone (methylestrenolone, normethisterone)
* Propetandrol (propethandrol)

* 17α-Vinyltestosterone derivatives: Norvinisterone (vinylnortestosterone)

* 17α-Ethynyltestosterone derivatives: Danazol
* Gestrinone
* Progestins (e.g., ethisterone (ethynyltestosterone), levonorgestrel, norgestrel, norethisterone (norethindrone), [[Chemistry:Lynestrlynestrenol, Norgestrienone|norgestrienone]])
* Tibolone

* Progesterone derivatives: Medroxyprogesterone acetate

|

Progonadotropins|

* Antiestrogens (e.g., tamoxifen, Chemistry:Clomifene

| group2 = Antiandrogens
| list2 = {{Navbox|child
| groupstyle = text-align:center;
| groupwidth = 9em;

| group1 = AR antagonists
| list1 =

* Steroidal: Abiraterone acetate
* Canrenone
* Chlormadinone acetate
* Cyproterone acetate
* Delmadinone acetate
* Dienogest
* Drospirenone
* Medrogestone
* Megestrol acetate
* Nomegestrol acetate
* Osaterone acetate
* Oxendolone
* Potassium canrenoate
* Spironolactone

* Nonsteroidal: Apalutamide
* Bicalutamide
* Cimetidine
* Darolutamide
* Enzalutamide
* Flutamide
* Ketoconazole
* Nilutamide
* Seviteronel†
* Topilutamide (fluridil)

| group2 = Steroidogenesis
inhibitors

| list2 =

5α-Reductase|

* Alfatradiol
* Dutasteride
* Epristeride
* Finasteride
* Saw palmetto extract

|

Others|

* Abiraterone acetate
* Aminoglutethimide
* Bifluranol
* Cyproterone acetate
* Flutamide
* Ketoconazole
* Nilutamide
* Seviteronel†
* Spironolactone

| group3 = Antigonadotropins
| list3 =

* D2 receptor antagonists (prolactin releasers) (e.g., domperidone, metoclopramide, risperidone, haloperidol, chlorpromazine, sulpiride)
* Estrogens (e.g., bifluranol, [[diethylstilbestrol, estradiol, estradiol esters, ethinylestradiol, ethinylestradiol sulfonate, paroxypropione)
* GnRH agonists (e.g., leuprorelin)
* GnRH antagonists (e.g., cetrorelix)
* Progestogens (incl., chlormadinone acetate, [[cyproterone acetate, hydroxyprogesterone caproate, gestonorone caproate, [[Chemistry:Medroxyprogesterone medroxyprogesterone acetate, Chemistry:Megestrol acetate|megestrol acetate]])

| group4 = Others
| list4 =

* Androstenedione immunogens: Androvax (androstenedione albumin)
* Ovandrotone albumin (Fecundin)

| liststyle = background:#DDDDFF;

| list3 =

* #WHO-EM
* ‡Withdrawn from market
* Clinical trials:
* †Phase III
* §Never to phase III

See also
Androgen receptor modulators
Estrogens and antiestrogens
Progestogens and antiprogestogens
List of androgens/anabolic steroids

* v
* t
* e

Androgen receptor modulators

AR|

| Agonists|

* Testosterone derivatives: 4-Androstenediol
* 4-Dehydroepiandrosterone (4-DHEA)
* 4-Hydroxytestosterone
* 4,17α-Dimethyltestosterone
* 5-Androstenedione
* 11-Ketotestosterone
* 11β-Hydroxyandrostenedione
* Adrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione)
* Androstenediol (5-androstenediol)
* Androstenediol 3β-acetate
* Androstenediol 17β-acetate
* Androstenediol diacetate
* Androstenediol dipropionate
* Androstenedione (4-androstenedione)
* Atamestane
* Boldenone
* Boldenone undecylenate
* Boldione (1,4-androstadienedione)
* Clostebol
* Clostebol acetate
* Clostebol caproate
* Clostebol propionate
* Cloxotestosterone
* Cloxotestosterone acetate
* Dehydroandrosterone
* DHEA (androstenolone, prasterone; 5-DHEA)
* DHEA enanthate (prasterone enanthate)
* DHEA sulfate
* Exemestane
* Formestane
* Plomestane
* Quinbolone
* Silandrone
* Testosterone# (+dutasteride)
* Testosterone esters
* Polytestosterone phloretin phosphate

* Dihydrotestosterone derivatives: 1-Androstenediol
* 1-Androstenedione
* 1-Androsterone (1-andro, 1-DHEA)
* 1-Testosterone
* 3α-Androstanediol
* 5α-Androst-2-en-17-one
* 7β-Hydroxyepiandrosterone
* 11-Ketodihydrotestosterone
* Androsterone
* Bolazine
* Bolazine capronate
* Dihydroethisterone
* Dihydroethyltestosterone
* Dihydrofluoxymesterone
* Dihydromethylandrostenediol
* Dihydrotestosterone (DHT) (androstanolone, stanolone)
* Dihydrotestosterone esters
* Drostanolone
* Drostanolone propionate
* Epiandrosterone
* Epitiostanol
* Mepitiostane
* Mesabolone
* Mesterolone
* Mesterolone cipionate
* Methyldiazinol
* Nisterime
* Nisterime acetate
* Prostanozol
* Stenbolone
* Stenbolone acetate
* Testifenon (testiphenon, testiphenone)

* 19-Nortestosterone derivatives: 7α-Methyl-19-norandrostenedione (MENT dione, trestione)
* 11β-Methyl-19-nortestosterone
* 11β-Methyl-19-nortestosterone dodecylcarbonate
* 19-Nor-5-androstenediol
* 19-Nor-5-androstenedione
* 19-Nordehydroepiandrosterone
* Bolandiol
* Bolandiol dipropionate
* Bolandione (19-nor-4-androstenedione)
* Bolmantalate (nandrolone adamantoate)
* Dienedione
* Dienolone
* Dimethandrolone
* Dimethandrolone buciclate
* Dimethandrolone dodecylcarbonate
* Dimethandrolone undecanoate
* LS-1727 (nandrolone 17β-N-(2-chloroethyl)-N-nitrosocarbamate)
* Methoxydienone (methoxygonadiene)
* Nandrolone
* Nandrolone esters
* Norclostebol
* Norclostebol acetate
* Normethandrone (methylestrenolone, normethisterone)
* Oxabolone
* Oxabolone cipionate (oxabolone cypionate)
* Trenbolone
* Trenbolone acetate
* Trenbolone enanthate
* Trenbolone hexahydrobenzylcarbonate
* Trenbolone undecanoate
* Trendione
* Trestolone (MENT)
* Trestolone acetate
* Trestolone enanthate

* Dihydrotestosterone and 19-nortestosterone derivatives: 5α-Dihydrolevonorgestrel
* 5α-Dihydronandrolone
* 5α-Dihydronorethandrolone
* 5α-Dihydronorethisterone
* 5α-Dihydronormethandrone
* 5α-Dihydrotrestolone
* 19-Norandrosterone

* 17α-Alkylated testosterone derivatives: Bolasterone
* Calusterone
* Chlorodehydromethylandrostenediol (CDMA)
* Chlorodehydromethyltestosterone (CDMT)
* Chloromethylandrostenediol (CMA)
* Enestebol
* Ethyltestosterone
* Fluoxymesterone
* Formebolone
* Hydroxystenozole
* Metandienone (methandrostenolone)
* Methandriol (methylandrostenediol)
* Methandriol bisenanthoyl acetate
* Methandriol diacetate
* Methandriol dipropionate
* Methandriol propionate
* Methylclostebol (chloromethyltestosterone)
* Methyltestosterone (+esterified estrogens)
* Methyltestosterone 3-hexyl ether
* Oxymesterone
* Penmesterol
* Tiomesterone

* 17α-Alkylated dihydrotestosterone derivatives: Androisoxazole
* Desoxymethyltestosterone
* Furazabol
* Mebolazine (dimethazine)
* Mestanolone
* Metenolone
* Metenolone acetate
* Metenolone enanthate
* Methasterone
* Methyl-1-testosterone
* Methylepitiostanol
* Methylstenbolone
* Oxandrolone
* Oxymetholone
* Stanozolol

* 17α-Alkylated 19-nortestosterone derivatives: Bolenol
* Dimethyldienolone
* Dimethyltrienolone
* Ethyldienolone
* Ethylestrenol
* Methyldienolone
* Methylhydroxynandrolone (MOHN, MHN)
* Metribolone
* Mibolerone
* Norboletone
* Norethandrolone
* Propetandrol
* RU-2309
* Tetrahydrogestrinone

* 17α-Vinyltestosterone derivatives: Norvinisterone (vinylnortestosterone)
* Vinyltestosterone

* 17α-Ethynyltestosterone derivatives: Δ4-Tibolone
* Danazol
* Desogestrel
* Ethisterone (ethynyltestosterone)
* Etonogestrel
* Etynodiol
* Etynodiol diacetate
* Gestodene
* Gestrinone
* Levonorgestrel
* Levonorgestrel esters (e.g., levonorgestrel butanoate)
* Lynestrenol
* Lynestrenol phenylpropionate
* Norethisterone
* Norethisterone esters (e.g., norethisterone acetate, norethisterone enanthate)
* Norgestrel
* Norgestrienone
* Quingestanol
* Quingestanol acetate
* Tibolone

* Progesterone derivatives: Medroxyprogesterone acetate
* Megestrol acetate

* Others/unsorted: 3-Keto-5α-abiraterone
* 5α-Androstane
* Alternariol
* Cl-4AS-1
* Drupanol
* ZM-182345

|

Mixed
(SARMs)|

* Nonsteroidal: 198RL26
* ACP-105
* AC-262536
* Acetothiolutamide
* Andarine (acetamidoxolutamide, androxolutamide, GTx-007, S-4)
* BMS-564929
* DTIB
* Enobosarm (ostarine, MK-2866, GTx-024, S-22)
* FTBU-1
* GSK-4336A
* GSK-8698
* LG-121071 (LGD-121071)
* LGD-2226
* LGD-2941 (LGD-122941)
* LGD-3303
* LGD-4033
* JNJ-26146900
* JNJ-28330835
* JNJ-37654032
* ORM-11984
* R-1
* RAD140
* RU-59063
* S-1
* S-23
* S-40503
* S-101479
* Triclosan

* Steroidal: EM-9017
* MK-0773
* TFM-4AS-1
* YK-11

Antagonists|

* Steroidal: 7α-Thioprogesterone
* 7α-Thiospironolactone
* 7α-Thiomethylspironolactone
* 11α-Hydroxyprogesterone
* 15β-Hydroxycyproterone acetate
* Abiraterone
* Abiraterone acetate
* Allyltestosterone
* Benorterone
* BOMT
* Canrenoic acid
* Canrenone
* Chlormadinone acetate
* Clascoterone
* Clometerone
* Cyproheptadine
* Cyproterone
* Cyproterone acetate
* Delanterone
* Delmadinone acetate
* Dicirenone
* Dienogest
* Drospirenone
* DU-41165
* Edogestrone
* EM-4350
* EM-5854
* EM-5855
* EM-6537
* Epitestosterone
* Galeterone
* Guggulsterone
* Medrogestone
* Megestrol acetate
* Mespirenone
* Metogest
* Mexrenone
* Mifepristone
* Nomegestrol acetate
* Nordinone
* Osaterone
* Osaterone acetate
* Oxendolone
* Potassium canrenoate
* Promegestone
* Prorenone
* Rosterolone
* RU-15328
* SC-5233 (spirolactone)
* Spironolactone
* Spirorenone
* Spiroxasone
* Topterone
* Trimegestone
* Trimethyltrienolone (R-2956)
* Zanoterone

* Nonsteroidal: 5N-Bicalutamide
* AA560
* Antarlides
* Arabilin
* Apalutamide
* Atraric acid
* AZD-3514
* Bakuchiol
* BAY-1024767
* Bicalutamide
* Bisphenols (e.g., BADGE, BFDGE, bisphenol A, bisphenol F, bisphenol S)
* BMS-501949
* BMS-570511
* BMS-641988
* CH5137291
* Cimetidine
* Cioteronel
* Cyanonilutamide
* Darolutamide
* DDT (via metabolite p,p’-DDE)
* Dieldrin
* DIMP
* Endosulfan
* Enzalutamide
* EPI-001
* Fenarimol
* Flutamide
* Hydroxyflutamide
* Inocoterone
* Inocoterone acetate
* Ketoconazole
* Ketodarolutamide
* Lavender oil
* LG-105
* LG-120907
* LGD-1331
* Linuron
* Methiocarb
* N-Butylbenzenesulfonamide
* N-Desmethylapalutamide
* N-Desmethylenzalutamide
* Nilutamide
* ONC1-13B
* Pentomone
* PF-998425
* Phenothrin
* Prochloraz
* Procymidone
* Proxalutamide
* Ralaniten (EPI-002)
* Ralaniten acetate (EPI-506)
* RD-162
* Ro 2-7239
* Ro 5-2537
* RU-22930
* RU-56187
* RU-57073
* RU-58642
* RU-58841
* Seviteronel
* Thalidomide
* Topilutamide (fluridil)
* Valproic acid
* Vinclozolin
* YM-580
* YM-92088
* YM-175735

GPRC6A|

| Agonists|

* Cations (incl. aluminum, calcium, Gadolinium

|

See also
Receptor/signaling modulators
Androgens and antiandrogens
Estrogen receptor modulators
Progesterone receptor modulators
List of androgens/anabolic steroids

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Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:List_of_androgens_and_anabolic_steroids&oldid=3869671"
*[DHT]: dihydrotestosterone
*[AAS]: anabolic–androgenic steroid
*[AR]: Androgen receptor
*[v]: View this template
*[t]: Discuss this template
*[e]: Edit this template
*[SARMs]: Selective androgen receptor modulator
*[GPRC6A]: G protein-coupled receptor family C group 6 member A