List of androgens/anabolic steroids
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androgen An androgen (from Greek ''andr-'', the stem of the word meaning "man") is any natural or synthetic steroid hormone that regulates the development and maintenance of male characteristics in vertebrates by binding to androgen receptors. This in ...
s/ anabolic steroids (AAS) or
testosterone Testosterone is the primary sex hormone and anabolic steroid in males. In humans, testosterone plays a key role in the development of male reproductive tissues such as testes and prostate, as well as promoting secondary sexual characteristi ...
derivative In mathematics, the derivative of a function of a real variable measures the sensitivity to change of the function value (output value) with respect to a change in its argument (input value). Derivatives are a fundamental tool of calculus. ...
s.
Ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides a ...
s are mostly not included in this list; for esters, see
here Here is an adverb that means "in, on, or at this place". It may also refer to: Software * Here Technologies, a mapping company * Here WeGo (formerly Here Maps), a mobile app and map website by Here Technologies, Here Television * Here TV (form ...
instead. 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 Dihydrotestosterone (DHT, 5α-dihydrotestosterone, 5α-DHT, androstanolone or stanolone) is an endogenous androgen sex steroid and hormone. The enzyme 5α-reductase catalyzes the formation of DHT from testosterone in certain tissues includ ...
(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 Vinyltestosterone (also known as 17α-vinyltestosterone, 17α-vinylandrost-4-en-17β-ol-3-one, and 17α-hydroxypregna-4,20-dien-3-one) is a synthetic anabolic–androgenic steroid (AAS) that was never marketed. However, two 19-nortestosterone der ...
derivatives The last group consists of progestins with mostly only very weak androgenic/anabolic activity. This article pertains to '' steroidal'' androgens; ''
nonsteroidal A nonsteroidal compound is a drug that is not a steroid nor a steroid derivative. Nonsteroidal anti-inflammatory drugs (NSAIDs) are distinguished from corticosteroids as a class of anti-inflammatory agents. List of nonsteroidal steroid receptor mo ...
'' androgens like the
selective androgen receptor modulator Selective Androgen Receptor Modulators or SARMs are a class of androgen receptor ligands that maintain some of the desirable effects of androgens, such as preventing osteoporosis and muscle loss while reducing risks of developing prostate cance ...
s (SARMs) andarine and
enobosarm Enobosarm, also known as ostarine or MK-2866, is an investigational selective androgen receptor modulator (SARM) developed by GTx, Inc. for the treatment of conditions such as muscle wasting and osteoporosis, formerly under development by Merc ...
(ostarine) are not included here.


Testosterone derivatives


Prohormone-like


Prodrugs


Ethers


Dihydrotestosterone derivatives


Prohormone-like


Prodrugs


Ethers


Azine dimers


19-Nortestosterone (nandrolone) derivatives


Prohormone-like


Prodrugs


Esters


17α-Alkylated testosterone derivatives


Prohormone-like


Prodrugs


Ethers


17α-Alkylated dihydrotestosterone derivatives


Prodrugs


Azine dimers


17α-Alkylated 19-nortestosterone derivatives


Prohormone-like


Prodrugs


Esters


17α-Vinylated testosterone derivatives


17α-Vinylated 19-nortestosterone derivatives


Commentary

The 17α- ethenylated (vinylated) testosterone derivative
norvinisterone Norvinisterone, sold under the brand names Neoprogestin and Nor-Progestelea, is a progestin and androgen/ anabolic steroid (AAS) medication which was used in Europe but is now no longer marketed. It is taken by mouth. Norvinisterone is a proge ...
(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 Animals are multicellular, eukaryotic organisms in the Kingdom (biology), biological kingdom Animalia. With few exceptions, animals Heterotroph, consume organic material, Cellular respiration#Aerobic respiration, breathe oxygen, are Motilit ...
bioassay A bioassay is an analytical method to determine the concentration or potency of a substance by its effect on living animals or plants (''in vivo''), or on living cells or tissues(''in vitro''). A bioassay can be either quantal or quantitative, dir ...
s. Vinyltestosterone has been described as a weak AAS, though stronger than its 17α-ethynylated analogue
ethisterone Ethisterone, also known as ethinyltestosterone, pregneninolone, and anhydrohydroxyprogesterone and formerly sold under the brand names Proluton C and Pranone among others, is a progestin medication which was used in the treatment of gynecologica ...
.


17α-Ethynylated testosterone derivatives


17α-Ethynylated 19-nortestosterone derivatives


Prodrugs


Ethers


Esters


Ethers and esters


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 Antiandrogens, also known as androgen antagonists or testosterone blockers, are a class of drugs that prevent androgens like testosterone and dihydrotestosterone (DHT) from mediating their biological effects in the body. They act by blocking the ...
effects due to their potent progestogenic and hence antigonadotropic activity and capacity to suppress gonadal testosterone production.


See also

* List of steroids * List of designer drugs § Androgens *
List of androgens/anabolic steroids available in the United States This is a complete list of androgens/anabolic steroids (AAS) and formulations that are approved by the and available in the United States. AAS like testosterone are used in androgen replacement therapy (ART), a form of hormone replacement therapy ...


Notes

? = Chemical names that are unverified.


References


Further reading

* * * {{Androgen receptor modulators Androgens and anabolic steroids Steroids Androgens anabolic steroids