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Androgen
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{{Short description|Any steroid hormone that promotes male characteristics}}{{About|androgens as natural hormones|androgens as medications|Anabolic steroid|and|Androgen replacement therapy}}{{Redirect|Androgenic|articles related to adrenaline (epinephrine) or noradrenaline (norepinephrine)|Adrenergic}}{{Use dmy dates|date=February 2023}}{{cs1 config|name-list-style=vanc}}- the content below is remote from Wikipedia
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Types and examples
The main subset of androgens, known as adrenal androgens, is composed of 19-carbon steroids synthesized in the zona reticularis, the innermost layer of the adrenal cortex. Adrenal androgens function as weak steroids (though some are precursors), and the subset includes dehydroepiandrosterone (DHEA), dehydroepiandrosterone sulfate (DHEA-S), androstenedione (A4), and androstenediol (A5).Besides testosterone, other androgens include:- Dehydroepiandrosterone (DHEA) is a steroid hormone produced in the adrenal cortex from cholesterol.WEB,weblink Androgens, DIAsource, 26 June 2013, 8 August 2014,weblink" title="web.archive.org/web/20140808035826weblink">weblink dead, It is the primary precursor of both the androgen and estrogen sex hormones. DHEA is also called dehydroisoandrosterone or dehydroandrosterone.
- Androstenedione (A4) is an androgenic steroid produced by the testes, adrenal cortex, and ovaries. While androstenedione is converted metabolically to testosterone and other androgens, it is also the parent structure of estrone. Use of androstenedione as an athletic or bodybuilding supplement has been banned by the International Olympic Committee, as well as other sporting organizations.
- Androstenediol (A5) is a steroid metabolite of DHEA and the precursor to sex hormones testosterone and estradiol.
- Androsterone is a chemical byproduct created during the breakdown of androgens, or derived from progesterone, that also exerts minor masculinising effects, but with one-seventh the intensity of testosterone. It is found in approximately equal amounts in the plasma and urine of both males and females.
- Dihydrotestosterone (DHT) is a metabolite of testosterone, and a more potent androgen than testosterone in that it binds more strongly to androgen receptors. It is produced in the skin and reproductive tissue.
- A4 and testosterone can also have an extra hydroxyl (-OH) or keton (=O) group bound on position 11. In this case you can have 11-hydroxyandrostenedione, 11-ketoandrostenedione, 11-hydroxytestosterone, and 11-ketotestosterone. The latter has the same biological activity as testosteroneJOURNAL, Adriaansen BP, Oude Alink SE, Swinkels DW, Schröder MA, Span PN, Sweep FC, Claahsen-van der Grinten HL, van Herwaarden AE, 6, Reference intervals for serum 11-oxygenated androgens in children, European Journal of Endocrinology, 190, 1, 96â103, January 2024, 38243909, 10.1093/ejendo/lvae008, free, and, therefore, these are also very important in healthy individals and patients with diseases like, congenital adrenal hyperplasia, polycystic ovarian syndrome, or premature adrenarche.
Female ovarian and adrenal androgens
The ovaries and adrenal glands also produce androgens, but at much lower levels than the testes. Regarding the relative contributions of ovaries and adrenal glands to female androgen levels, in a study with six menstruating women the following observations have been made:JOURNAL, Abraham GE, Ovarian and adrenal contribution to peripheral androgens during the menstrual cycle, The Journal of Clinical Endocrinology and Metabolism, 39, 2, 340â346, August 1974, 4278727, 10.1210/jcem-39-2-340,- Adrenal contribution to peripheral T, DHT, A, DHEA and DHEA-S is relatively constant throughout the menstrual cycle.
- Ovarian contribution of peripheral T, A and DHEA-S reaches maximum levels at mid-cycle, whereas ovarian contribution to peripheral DHT and DHEA does not seem to be influenced by the menstrual cycle.
- Ovary and adrenal cortex contribute equally to peripheral T, DHT and A, with the exception that at mid-cycle ovarian contribution of peripheral A is twice that of the adrenal.
- Peripheral DHEA and DHEA-S are produced mainly in the adrenal cortex which provides 80% of DHEA and over 90% of DHEA-S.
Biological function
Male prenatal development
Testes formation
During mammalian development, the gonads are at first capable of becoming either ovaries or testes.BOOK, 2000, Developmental Biology, Sinauer Associates, Sunderland, Massachusetts, 6th, 978-0-87893-243-6,weblink Gilbert SF, registration, {{Page needed|date=September 2010}} In humans, starting at about week 4, the gonadal rudiments are present within the intermediate mesoderm adjacent to the developing kidneys. At about week 6, epithelial sex cords develop within the forming testes and incorporate the germ cells as they migrate into the gonads. In males, certain Y chromosome genes, particularly SRY, control development of the male phenotype, including conversion of the early bipotential gonad into testes. In males, the sex cords fully invade the developing gonads.Androgen production
The mesoderm-derived epithelial cells of the sex cords in developing testes become the Sertoli cells, which will function to support sperm cell formation. A minor population of nonepithelial cells appear between the tubules by week 8 of human fetal development. These are Leydig cells. Soon after they differentiate, Leydig cells begin to produce androgens.Androgen effects
The androgens function as paracrine hormones required by the Sertoli cells to support sperm production. They are also required for the masculinization of the developing male fetus (including penis and scrotum formation). Under the influence of androgens, remnants of the mesonephron, the Wolffian ducts, develop into the epididymis, vas deferens and seminal vesicles. This action of androgens is supported by a hormone from Sertoli cells, Müllerian inhibitory hormone (MIH), which prevents the embryonic Müllerian ducts from developing into fallopian tubes and other female reproductive tract tissues in male embryos. MIH and androgens cooperate to allow for movement of testes into the scrotum.Early regulation
Before the production of the pituitary hormone luteinizing hormone (LH) by the embryo starting at about weeks 11â12, human chorionic gonadotrophin (hCG) promotes the differentiation of Leydig cells and their production of androgens at week 8. Androgen action in target tissues often involves conversion of testosterone to 5α-dihydrotestosterone (DHT).Male pubertal development
At the time of puberty, androgen levels increase dramatically in males, and androgens mediate the development of masculine secondary sexual characteristics as well as the activation of spermatogenesis and fertility and masculine behavioral changes such as increased sex drive. Masculine secondary sexual characteristics include androgenic hair, voice deepening, emergence of the Adam's apple, broadening of the shoulders, increased muscle mass, and penile growth.Spermatogenesis
During puberty, androgen, LH and follicle stimulating hormone (FSH) production increase and the sex cords hollow out, forming the seminiferous tubules, and the germ cells start to differentiate into sperm. Throughout adulthood, androgens and FSH cooperatively act on Sertoli cells in the testes to support sperm production.BOOK, Saffron A. Whitehead, Stephen Nussey, Endocrinology: an integrated approach, British Institute of Organ Studies, Oxford, 2001, 978-1-85996-252-7,weblink Stephen Nussey, Saffron Whitehead, {{Page needed|date=September 2010}} Exogenous androgen supplements can be used as a male contraceptive. Elevated androgen levels caused by use of androgen supplements can inhibit production of LH and block production of endogenous androgens by Leydig cells. Without the locally high levels of androgens in testes due to androgen production by Leydig cells, the seminiferous tubules can degenerate, resulting in infertility. For this reason, many transdermal androgen patches are applied to the scrotum.Fat deposition
Males typically have less body fat than females. Recent results indicate androgens inhibit the ability of some fat cells to store lipids by blocking a signal transduction pathway that normally supports adipocyte function.JOURNAL, Singh R, Artaza JN, Taylor WE, Braga M, Yuan X, Gonzalez-Cadavid NF, Bhasin S, Testosterone inhibits adipogenic differentiation in 3T3-L1 cells: nuclear translocation of androgen receptor complex with beta-catenin and T-cell factor 4 may bypass canonical Wnt signaling to down-regulate adipogenic transcription factors, Endocrinology, 147, 1, 141â154, January 2006, 16210377, 4417624, 10.1210/en.2004-1649, Also, androgens, but not estrogens, increase beta adrenergic receptors while decreasing alpha adrenergic receptors- which results in increased levels of epinephrine/ norepinephrine due to lack of alpha-2 receptor negative feedback and decreased fat accumulation due to epinephrine/ norepinephrine then acting on lipolysis-inducing beta receptors.Muscle mass
Males typically have more skeletal muscle mass than females. Androgens promote the enlargement of skeletal muscle cells in a coordinated manner by acting on several cell types in skeletal muscle tissue.JOURNAL, Sinha-Hikim I, Taylor WE, Gonzalez-Cadavid NF, Zheng W, Bhasin S, Androgen receptor in human skeletal muscle and cultured muscle satellite cells: up-regulation by androgen treatment, The Journal of Clinical Endocrinology and Metabolism, 89, 10, 5245â5255, October 2004, 15472231, 10.1210/jc.2004-0084, free, One cell type, called the myoblast, conveys androgen receptors for generating muscle. Fusion of myoblasts generates myotubes, in a process linked to androgen receptor levels.JOURNAL, Vlahopoulos S, Zimmer WE, Jenster G, Belaguli NS, Balk SP, Brinkmann AO, Lanz RB, Zoumpourlis VC, Schwartz RJ, 6, Recruitment of the androgen receptor via serum response factor facilitates expression of a myogenic gene, The Journal of Biological Chemistry, 280, 9, 7786â7792, March 2005, 15623502, 10.1074/jbc.M413992200, free, Higher androgen levels lead to increased expression of androgen receptor.Brain
Circulating levels of androgens can influence human behavior because some neurons are sensitive to steroid hormones. Androgen levels have been implicated in the regulation of human aggression and libido. Indeed, androgens are capable of altering the structure of the brain in several species, including mice, rats, and primates, producing sex differences.JOURNAL, Cooke B, Hegstrom CD, Villeneuve LS, Breedlove SM, Sexual differentiation of the vertebrate brain: principles and mechanisms, Frontiers in Neuroendocrinology, 19, 4, 323â362, October 1998, 9799588, 10.1006/frne.1998.0171, 14372914, Although more recent studies showing the general mood of transgender men, who have undergone transgender hormone replacement therapy replacing estrogens with androgens, do not show any substantial long-term behavioral changes.JOURNAL, Irwig MS, Testosterone therapy for transgender men, The Lancet. Diabetes & Endocrinology, 5, 4, 301â311, April 2017, 27084565, 10.1016/S2213-8587(16)00036-X, JOURNAL, Costantino A, Cerpolini S, Alvisi S, Morselli PG, Venturoli S, Meriggiola MC, A prospective study on sexual function and mood in female-to-male transsexuals during testosterone administration and after sex reassignment surgery, Journal of Sex & Marital Therapy, 39, 4, 321â335, 14 February 2013, 23470169, 10.1080/0092623X.2012.736920, 34943756, JOURNAL, Johnson JM, Nachtigall LB, Stern TA, The effect of testosterone levels on mood in men: a review, Psychosomatics, 54, 6, 509â514, 1 November 2013, 24016385, 10.1016/j.psym.2013.06.018, Numerous reports have shown androgens alone are capable of altering the structure of the brain,JOURNAL, Zuloaga DG, Puts DA, Jordan CL, Breedlove SM, The role of androgen receptors in the masculinization of brain and behavior: what we've learned from the testicular feminization mutation, Hormones and Behavior, 53, 5, 613â626, May 2008, 18374335, 2706155, 10.1016/j.yhbeh.2008.01.013, but identification of which alterations in neuroanatomy stem from androgens or estrogens is difficult, because of their potential for conversion.Evidence from neurogenesis (formation of new neurons) studies on male rats has shown that the hippocampus is a useful brain region to examine when determining the effects of androgens on behavior. To examine neurogenesis, wild-type male rats were compared with male rats that had androgen insensitivity syndrome, a genetic difference resulting in complete or partial insensitivity to androgens and a lack of external male genitalia.Neural injections of Bromodeoxyuridine (BrdU) were applied to males of both groups to test for neurogenesis. Analysis showed that testosterone and dihydrotestosterone regulated adult hippocampal neurogenesis (AHN). Adult hippocampal neurogenesis was regulated through the androgen receptor in the wild-type male rats, but not in the TMF male rats. To further test the role of activated androgen receptors on AHN, flutamide, an antiandrogen drug that competes with testosterone and dihydrotestosterone for androgen receptors, and dihydrotestosterone were administered to normal male rats. Dihydrotestosterone increased the number of BrdU cells, while flutamide inhibited these cells.Moreover, estrogens had no effect. This research demonstrates how androgens can increase AHN.JOURNAL, Hamson DK, Wainwright SR, Taylor JR, Jones BA, Watson NV, Galea LA, Androgens increase survival of adult-born neurons in the dentate gyrus by an androgen receptor-dependent mechanism in male rats, Endocrinology, 154, 9, 3294â3304, September 2013, 23782943, 10.1210/en.2013-1129, free, free, 2429/63213, Researchers also examined how mild exercise affected androgen synthesis which in turn causes AHN activation of N-methyl-D-aspartate (NMDA) receptors.NMDA induces a calcium flux that allows for synaptic plasticity which is crucial for AHN.Researchers injected both orchidectomized (ORX) (castrated) and sham castrated male rats with BrdU to determine if the number of new cells was increased. They found that AHN in male rats is increased with mild exercise by boosting synthesis of dihydrotestosterone in the hippocampus.Again it was noted that AHN was not increased via activation of the estrogen receptors.JOURNAL, Okamoto M, Hojo Y, Inoue K, Matsui T, Kawato S, McEwen BS, Soya H, Mild exercise increases dihydrotestosterone in hippocampus providing evidence for androgenic mediation of neurogenesis, Proceedings of the National Academy of Sciences of the United States of America, 109, 32, 13100â13105, August 2012, 22807478, 3420174, 10.1073/pnas.1210023109, free, 2012PNAS..10913100O, Androgen regulation decreases the likelihood of depression in males. In preadolescent male rats, neonatal rats treated with flutamide developed more depression-like symptoms compared to control rats.Again BrdU was injected into both groups of rats in order to see if cells were multiplying in the living tissue. These results demonstrate how the organization of androgens has a positive effect on preadolescent hippocampal neurogenesis that may be linked with lower depression-like symptoms.JOURNAL, Zhang JM, Tonelli L, Regenold WT, McCarthy MM, Effects of neonatal flutamide treatment on hippocampal neurogenesis and synaptogenesis correlate with depression-like behaviors in preadolescent male rats, Neuroscience, 169, 1, 544â554, August 2010, 20399256, 3574794, 10.1016/j.neuroscience.2010.03.029, Social isolation has a hindering effect in AHN whereas normal regulation of androgens increases AHN. A study using male rats showed that testosterone may block social isolation, which results in hippocampal neurogenesis reaching homeostasisâregulation that keeps internal conditions stable. A Brdu analysis showed that excess testosterone did not increase this blocking effect against social isolation; that is, the natural circulating levels of androgens cancel out the negative effects of social isolation on AHN.JOURNAL, Spritzer MD, Ibler E, Inglis W, Curtis MG, Testosterone and social isolation influence adult neurogenesis in the dentate gyrus of male rats, Neuroscience, 195, 180â190, November 2011, 21875652, 3198792, 10.1016/j.neuroscience.2011.08.034,Female-specific effects
Androgens have potential roles in relaxation of the myometrium via non-genomic, androgen receptor-independent pathways, preventing premature uterine contractions in pregnancy.JOURNAL, Makieva S, Saunders PT, Norman JE, Androgens in pregnancy: roles in parturition, Human Reproduction Update, 20, 4, 542â559, 2014, 24643344, 4063701, 10.1093/humupd/dmu008,Androgen insensitivity
Reduced ability of an XY-karyotype fetus to respond to androgens can result in one of several conditions, including infertility and several forms of intersex conditions.Miscellaneous
Yolk androgen levels in certain birds have been positively correlated to social dominance later in life. See American coot.Biological activity
Androgens bind to and activate androgen receptors (ARs) to mediate most of their biological effects.Relative potency
Determined by consideration of all biological assay methods ({{circa|1970}}):{| class="wikitable"! Androgen !! Potency (%)Non-genomic actions
Androgens have also been found to signal through membrane androgen receptors, which are distinct from the classical nuclear androgen receptor.JOURNAL, Bennett NC, Gardiner RA, Hooper JD, Johnson DW, Gobe GC, Molecular cell biology of androgen receptor signalling, The International Journal of Biochemistry & Cell Biology, 42, 6, 813â827, June 2010, 19931639, 10.1016/j.biocel.2009.11.013, JOURNAL, Wang C, Liu Y, Cao JM, G protein-coupled receptors: extranuclear mediators for the non-genomic actions of steroids, International Journal of Molecular Sciences, 15, 9, 15412â15425, September 2014, 25257522, 4200746, 10.3390/ijms150915412, free, JOURNAL, Lang F, Alevizopoulos K, Stournaras C, Targeting membrane androgen receptors in tumors, Expert Opinion on Therapeutic Targets, 17, 8, 951â963, August 2013, 23746222, 10.1517/14728222.2013.806491, 23918273,Biochemistry
File:Steroidogenesis.svg|thumb|450px|Steroidogenesis, showing the relation between several androgens, is at bottom left. Estrone and estradiol, in contrast, are estrogensestrogensBiosynthesis
Androgens are synthesized from cholesterol and are produced primarily in the gonads (testicles and ovaries) and also in the adrenal glands. The testicles produce a much higher quantity than the ovaries. Conversion of testosterone to the more potent DHT occurs in prostate gland, liver, brain and skin.{{Production rates, secretion rates, clearance rates, and blood levels of major sex hormones}}Metabolism
Androgens are metabolized mainly in the liver.Medical uses
A low testosterone level (hypogonadism) in men may be treated with testosterone administration. Prostate cancer may be treated by removing the major source of testosterone: testicle removal (orchiectomy); or agents which block androgens from accessing their receptor: antiandrogens.See also
{{col div|colwidth=40em}}- Andrology
- Endocrine system
- Exercise and androgen levels
- Androgen insensitivity syndrome
- Androgen insufficiency syndrome
- Testosterone and the cardiovascular system
- List of steroid abbreviations
- List of androgens/anabolic steroids
- List of androgens/anabolic steroids available in the United States
References
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