List of steroidal progestogens
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progestogen Progestogens, also sometimes written progestagens or gestagens, are a class of natural or synthetic steroid hormones that bind to and activate the progesterone receptors (PR). Progesterone is the major and most important progestogen in the body. ...
s that are or that have been used in clinical or
veterinary medicine Veterinary medicine is the branch of medicine that deals with the prevention, management, diagnosis, and treatment of disease, disorder, and injury in animals. Along with this, it deals with animal rearing, husbandry, breeding, research on nutri ...
. They are
steroid A steroid is a biologically active organic compound with four rings arranged in a specific molecular configuration. Steroids have two principal biological functions: as important components of cell membranes that alter membrane fluidity; and a ...
s and include
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. F ...
s of
progesterone Progesterone (P4) is an endogenous steroid and progestogen sex hormone involved in the menstrual cycle, pregnancy, and embryogenesis of humans and other species. It belongs to a group of steroid hormones called the progestogens and is the m ...
and
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 system, male reproductive tissues such as testes and prostate, as well as promoting secondar ...
.


Progesterone derivatives


Retroprogesterone derivatives

Note that although an active progestogen, retroprogesterone is not medically used.


17α-Hydroxyprogesterone derivatives

Note that 17α-hydroxyprogesterone is inactive as a progestogen and is not used medically. The 19-norprogesterone derivatives
gestonorone caproate Gestonorone caproate, also known as gestronol hexanoate or norhydroxyprogesterone caproate and sold under the brand names Depostat and Primostat, is a progestin medication which is used in the treatment of enlarged prostate and cancer of the en ...
(gestronol hexanoate),
nomegestrol acetate Nomegestrol acetate (NOMAC), sold under the brand names Lutenyl and Zoely among others, is a progestin medication which is used in birth control pills, menopausal hormone therapy, and for the treatment of gynecological disorders.http://www.ema.eu ...
,
segesterone acetate Segesterone acetate (SGA), sold under the brand names Nestorone, Elcometrine, and Annovera, is a progestin medication which is used in birth control and in the treatment of endometriosis in the United States, Brazil, and other South American coun ...
(nestorone, elcometrine), and
norgestomet Norgestomet, or norgestamet, sold under the brand name Syncro-Mate B and Crestar, is a progestin medication which is used in veterinary medicine to control estrus and ovulation in cattle. Uses Veterinary Norgestomet is used in veterinary medi ...
are also derivatives of 17α-hydroxyprogesterone (see
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).


17α-Methylprogesterone derivatives

Note that although an active progestogen, 17α-methylprogesterone is not medically used. The 19-norprogesterone derivatives
demegestone Demegestone, sold under the brand name Lutionex, is a progestin medication which was previously used to treat luteal insufficiency but is now no longer marketed.http://www.micromedexsolutions.com/micromedex2/ It is taken oral administration, by m ...
,
promegestone Promegestone, sold under the brand name Surgestone, is a progestin medication which is used in menopausal hormone therapy and in the treatment of gynecological disorders. It is taken by mouth. Side effects of promegestone include menstrual irr ...
, and
trimegestone Trimegestone, sold under the brand names Ondeva and Totelle among others, is a progestin medication which is used in menopausal hormone therapy and in the prevention of postmenopausal osteoporosis. It was also under development for use in birth c ...
are also derivatives of 17α-methylprogesterone (see
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).


Other 17α-substituted progesterone derivatives


19-Norprogesterone derivatives

Note that although an active progestogen, 19-norprogesterone is not medically used.


Testosterone derivatives

Note that
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 system, male reproductive tissues such as testes and prostate, as well as promoting secondar ...
itself does not have significant progestogenic activity. Testosterone is instead classified as an
anabolic-androgenic steroid Anabolic steroids, also known more properly as anabolic–androgenic steroids (AAS), are steroidal androgens that include natural androgens like testosterone (medication), testosterone as well as synthetic androgens that are structurally related ...
and is included here purely because it is the parent structure of this group of progestins.


17α-Ethynyltestosterone derivatives


19-Nortestosterone derivatives

Note that while
nandrolone Nandrolone, also known as 19-nortestosterone, is an androgen and anabolic steroid (AAS) which is used in the form of esters such as nandrolone decanoate (brand name Deca-Durabolin) and nandrolone phenylpropionate (brand name Durabolin). Nandrolon ...
(19-nortestosterone) does have significant progestogenic activity, it is not used as a progestogen. It is instead classified as an androgenic-anabolic steroid and is included here purely because it is an important parent structure of this group of progestins.


17α-Ethynyl-19-nortestosterone derivatives


Estranes


18-Methylestranes (13β-ethylgonanes)


Other 17α-substituted 19-nortestosterone derivatives


Spirolactone derivatives

Note that although an active progestogen, SC-5233 (spirolactone) is not medically used.


See also

*
List of steroids List of steroids may refer to: * List of androgens/anabolic steroids – steroidal androgens/anabolic steroids * List of androgens/anabolic steroids (alternate) – steroidal androgens/anabolic steroids * List of steroidal antiandrogens – st ...
*
List of progestogen esters This is a list of progestogen esters, or esters of progestogens.http://www.micromedexsolutions.com Unlike the case of testosterone and estradiol, progesterone cannot be esterified as it lacks hydroxyl groups, so all progestogen esters, with th ...


Notes

? = Chemical names that are unverified.


Further reading

* {{Progesterone receptor modulators Progestogens Steroids
Progestogens Progestogens, also sometimes written progestagens or gestagens, are a class of natural or synthetic steroid hormones that bind to and activate the progesterone receptors (PR). Progesterone is the major and most important progestogen in the body. ...