Testosterone - wikipedia Testosterone This article is about testosterone as a hormone. For its use as a medication, see Testosterone ( medication ). For other uses, see Testosterone ( disambiguation ). Testosterone Names IUPAC name ( 8R, 9S, 10R, 13S, 14S, 17S ) - 17 - hydroxy - 10, 13 - dimethyl - 1, 2, 6, 7, 8, 9, 11, 12, 14, 15, 16, 17 - dodecahydrocyclopenta ( a ) phenanthren - 3 - one Other names Androst - 4 - en - 17β - ol - 3 - one Identifiers CAS Number 58 - 22 - 0 3D model ( JSmol ) Interactive image ChEBI CHEBI : 17347 ChEMBL ChEMBL386630 ChemSpider 5791 DrugBank DB00624 ECHA InfoCard 100.000. 336 KEGG D00075 PubChem CID 6013 UNII 3XMK78S47O InChI InChI = 1S / C19H28O2 / c1 - 18 - 9 - 7 - 13 ( 20 ) 11 - 12 ( 18 ) 3 - 4 - 14 - 15 - 5 - 6 - 17 ( 21 ) 19 ( 15, 2 ) 10 - 8 - 16 ( 14 ) 18 / h11, 14 - 17, 21H, 3 - 10H2, 1 - 2H3 / t14 -, 15 -, 16 -, 17 -, 18 -, 19 - / m0 / s1 Key : MUMGGOZAMZWBJJ - DYKIIFRCSA - N SMILES O = C4 C = C2 / ( C @ ) ( ( C@H ) 1CC ( C @ @ ) 3 ( ( C @ @ H ) ( O ) CC ( C@H ) 3 ( C @ @ H ) 1CC2 ) C ) ( C ) CC4 Properties Chemical formula C H O Molar mass 288.42 g / mol Melting point 155 Pharmacology ATC code G03BA03 ( WHO ) License data EU EMA : by INN Routes of administration Transdermal ( gel, cream, solution, patch ), by mouth ( as testosterone undecanoate ), in the cheek, intranasal ( gel ), intramuscular injection ( as esters ), subcutaneous pellets Pharmacokinetics : Bioavailability Oral : very low ( due to extensive first pass metabolism ) Protein binding 97.0 -- 99.5 % ( to SHBG and albumin ) Metabolism Liver ( mainly reduction and conjugation ) Biological half - life 2 -- 4 hours Excretion Urine ( 90 % ), feces ( 6 % ) Except where otherwise noted, data are given for materials in their standard state ( at 25 ° C ( 77 ° F ), 100 kPa ). Y verify ( what is ? ) Infobox references Testosterone is the primary male sex hormone and an anabolic steroid. In male humans, testosterone plays a key role in the development of male reproductive tissues such as testes and prostate, as well as promoting secondary sexual characteristics such as increased muscle and bone mass, and the growth of body hair. In addition, testosterone is involved in health and well - being, and the prevention of osteoporosis. Insufficient levels of testosterone in men may lead to abnormalities including frailty and bone loss. Testosterone is a steroid from the androstane class containing a keto and hydroxyl groups at the three and seventeen positions respectively. It is biosynthesized in several steps from cholesterol and is converted in the liver to inactive metabolites. It exerts its action through binding to and activation of the androgen receptor. In humans and most other vertebrates, testosterone is secreted primarily by the testicles of males and, to a lesser extent, the ovaries of females. On average, in adult males, levels of testosterone are about 7 to 8 times as great as in adult females. As the metabolism of testosterone in males is greater, the daily production is about 20 times greater in men. Females are also more sensitive to the hormone. In addition to its role as a natural hormone, testosterone is used as a medication, for instance in the treatment of low testosterone levels in men and breast cancer in women. Since testosterone levels decrease as men age, testosterone is sometimes used in older men to counteract this deficiency. It is also used illicitly to enhance physique and performance, for instance in athletes. For more information on testosterone as a medication, see the testosterone ( medication ) article. Contents 1 Biological effects 1.1 Before birth 1.2 Early infancy 1.3 Before puberty 1.4 Pubertal 1.5 Adult 1.5. 1 Health risks 1.5. 2 Sexual arousal 1.5. 3 Mammalian studies 1.5. 3.1 Males 1.5. 3.2 Females 1.5. 4 Romantic relationships 1.5. 5 Fatherhood 1.5. 6 Motivation 1.5. 7 Aggression and criminality 1.6 Brain 2 Biological activity 2.1 Steroid hormone activity 2.2 Neurosteroid activity 3 Biochemistry 3.1 Biosynthesis 3.1. 1 Regulation 3.2 Distribution 3.3 Metabolism 3.4 Levels 4 Medical use 5 History 6 Other animals 7 See also 8 References 9 Further reading Biological effects In general, androgens such as testosterone promote protein synthesis and thus growth of tissues with androgen receptors. Testosterone can be described as having virilising and anabolic effects ( though these categorical descriptions are somewhat arbitrary, as there is a great deal of mutual overlap between them ). Anabolic effects include growth of muscle mass and strength, increased bone density and strength, and stimulation of linear growth and bone maturation. Androgenic effects include maturation of the sex organs, particularly the penis and the formation of the scrotum in the fetus, and after birth ( usually at puberty ) a deepening of the voice, growth of facial hair ( such as the beard ) and axillary ( underarm ) hair. Many of these fall into the category of male secondary sex characteristics. Testosterone effects can also be classified by the age of usual occurrence. For postnatal effects in both males and females, these are mostly dependent on the levels and duration of circulating free testosterone. Before birth Effects before birth are divided into two categories, classified in relation to the stages of development. The first period occurs between 4 and 6 weeks of the gestation. Examples include genital virilisation such as midline fusion, phallic urethra, scrotal thinning and rugation, and phallic enlargement ; although the role of testosterone is far smaller than that of dihydrotestosterone. There is also development of the prostate gland and seminal vesicles. During the second trimester, androgen level is associated with gender formation. This period affects the femininization or masculinization of the fetus and can be a better predictor of feminine or masculine behaviours such as sex typed behaviour than an adult 's own levels. A mother 's testosterone level during pregnancy is correlated with her daughter 's sex - typical behavior as an adult, and the correlation is even stronger than with the daughter 's own adult testosterone level. Early infancy Early infancy androgen effects are the least understood. In the first weeks of life for male infants, testosterone levels rise. The levels remain in a pubertal range for a few months, but usually reach the barely detectable levels of childhood by 4 -- 6 months of age. The function of this rise in humans is unknown. It has been theorized that brain masculinization is occurring since no significant changes have been identified in other parts of the body. The male brain is masculinized by the aromatization of testosterone into estrogen, which crosses the blood -- brain barrier and enters the male brain, whereas female fetuses have α - fetoprotein, which binds the estrogen so that female brains are not affected. Before puberty Before puberty effects of rising androgen levels occur in both boys and girls. These include adult - type body odor, increased oiliness of skin and hair, acne, pubarche ( appearance of pubic hair ), axillary hair ( armpit hair ), growth spurt, accelerated bone maturation, and facial hair. Pubertal Pubertal effects begin to occur when androgen has been higher than normal adult female levels for months or years. In males, these are usual late pubertal effects, and occur in women after prolonged periods of heightened levels of free testosterone in the blood. The effects include : Growth of spermatogenic tissue in testicles, male fertility, penis or clitoris enlargement, increased libido and frequency of erection or clitoral engorgement. Growth of jaw, brow, chin, nose, and remodeling of facial bone contours, in conjunction with human growth hormone. Completion of bone maturation and termination of growth. This occurs indirectly via estradiol metabolites and hence more gradually in men than women. Increased muscle strength and mass, shoulders become broader and rib cage expands, deepening of voice, growth of the Adam 's apple. Enlargement of sebaceous glands. This might cause acne, subcutaneous fat in face decreases. Pubic hair extends to thighs and up toward umbilicus, development of facial hair ( sideburns, beard, moustache ), loss of scalp hair ( androgenetic alopecia ), increase in chest hair, periareolar hair, perianal hair, leg hair, armpit hair. Adult Testosterone is necessary for normal sperm development. It activates genes in Sertoli cells, which promote differentiation of spermatogonia. It regulates acute HPA ( hypothalamic -- pituitary -- adrenal axis ) response under dominance challenge. Androgen including testosterone enhances muscle growth. Testosterone also regulates the population of thromboxane A receptors on megakaryocytes and platelets and hence platelet aggregation in humans. Adult testosterone effects are more clearly demonstrable in males than in females, but are likely important to both sexes. Some of these effects may decline as testosterone levels might decrease in the later decades of adult life. Health risks Testosterone does not appear to increase the risk of developing prostate cancer. In people who have undergone testosterone deprivation therapy, testosterone increases beyond the castrate level have been shown to increase the rate of spread of an existing prostate cancer. Conflicting results have been obtained concerning the importance of testosterone in maintaining cardiovascular health. Nevertheless, maintaining normal testosterone levels in elderly men has been shown to improve many parameters that are thought to reduce cardiovascular disease risk, such as increased lean body mass, decreased visceral fat mass, decreased total cholesterol, and glycemic control. High androgen levels are associated with menstrual cycle irregularities in both clinical populations and healthy women. Sexual arousal See also : Hormones and sexual arousal When testosterone and endorphins in ejaculated semen meet the cervical wall after sexual intercourse, females receive a spike in testosterone, endorphin, and oxytocin levels, and males after orgasm during copulation experience an increase in endorphins and a marked increase in oxytocin levels. This adds to the hospitable physiological environment in the female internal reproductive tract for conceiving, and later for nurturing the conceptus in the pre-embryonic stages, and stimulates feelings of love, desire, and paternal care in the male ( this is the only time male oxytocin levels rival a female 's ) Testosterone levels follow a nyctohemeral rhythm that peaks early each day, regardless of sexual activity. There are positive correlations between positive orgasm experience in women and testosterone levels where relaxation was a key perception of the experience. There is no correlation between testosterone and men 's perceptions of their orgasm experience, and also no correlation between higher testosterone levels and greater sexual assertiveness in either sex. Sexual arousal and masturbation in women produce small increases in testosterone concentrations. The plasma levels of various steroids significantly increase after masturbation in men and the testosterone levels correlate to those levels. Mammalian studies Studies conducted in rats have indicated that their degree of sexual arousal is sensitive to reductions in testosterone. When testosterone - deprived rats were given medium levels of testosterone, their sexual behaviors ( copulation, partner preference, etc. ) resumed, but not when given low amounts of the same hormone. Therefore, these mammals may provide a model for studying clinical populations among humans suffering from sexual arousal deficits such as hypoactive sexual desire disorder. In every mammalian species examined demonstrated a marked increase in a male 's testosterone level upon encountering a novel female. The reflexive testosterone increases in male mice is related to the male 's initial level of sexual arousal. In non-human primates, it may be that testosterone in puberty stimulates sexual arousal, which allows the primate to increasingly seek out sexual experiences with females and thus creates a sexual preference for females. Some research has also indicated that if testosterone is eliminated in an adult male human or other adult male primate 's system, its sexual motivation decreases, but there is no corresponding decrease in ability to engage in sexual activity ( mounting, ejaculating, etc. ). Sperm competition theory : Testosterone levels are shown to increase as a response to previously neutral stimuli when conditioned to become sexual in male rats. This reaction engages penile reflexes ( such as erection and ejaculation ) that aid in sperm competition when more than one male is present in mating encounters, allowing for more production of successful sperm and a higher chance of reproduction. Males In men, higher levels of testosterone are associated with periods of sexual activity. Testosterone also increased in heterosexual men after having had a brief conversation with a woman. The increase in testosterone levels was associated with the degree that the women thought the men were trying to impress them. Men who watch a sexually explicit movie have an average increase of 35 % in testosterone, peaking at 60 -- 90 minutes after the end of the film, but no increase is seen in men who watch sexually neutral films. Men who watch sexually explicit films also report increased motivation, competitiveness, and decreased exhaustion. A link has also been found between relaxation following sexual arousal and testosterone levels. Men 's levels of testosterone, a hormone known to affect men 's mating behaviour, changes depending on whether they are exposed to an ovulating or nonovulating woman 's body odour. Men who are exposed to scents of ovulating women maintained a stable testosterone level that was higher than the testosterone level of men exposed to nonovulation cues. Testosterone levels and sexual arousal in men are heavily aware of hormone cycles in females. This may be linked to the ovulatory shift hypothesis, where males are adapted to respond to the ovulation cycles of females by sensing when they are most fertile and whereby females look for preferred male mates when they are the most fertile ; both actions may be driven by hormones. Men with lower thresholds for sexual arousal have a greater likelihood to attend to sexual information and that testosterone may work by enhancing their attention to the relevant stimuli. Females Androgens may modulate the physiology of vaginal tissue and contribute to female genital sexual arousal. Women 's level of testosterone is higher when measured pre-intercourse vs pre-cuddling, as well as post-intercourse vs post-cuddling. There is a time lag effect when testosterone is administered, on genital arousal in women. In addition, a continuous increase in vaginal sexual arousal may result in higher genital sensations and sexual appetitive behaviors. When females have a higher baseline level of testosterone, they have higher increases in sexual arousal levels but smaller increases in testosterone, indicating a ceiling effect on testosterone levels in females. Sexual thoughts also change the level of testosterone but not level of cortisol in the female body, and hormonal contraceptives may affect the variation in testosterone response to sexual thoughts. Testosterone may prove to be an effective treatment in female sexual arousal disorders, and is available as a dermal patch. There is no FDA approved androgen preparation for the treatment of androgen insufficiency ; however, it has been used off - label to treat low libido and sexual dysfunction in older women. Testosterone may be a treatment for postmenopausal women as long as they are effectively estrogenized. Romantic relationships Falling in love decreases men 's testosterone levels while increasing women 's testosterone levels. There has been speculation that these changes in testosterone result in the temporary reduction of differences in behavior between the sexes. However, it is suggested that after the `` honeymoon phase '' ends -- about four years into a relationship -- this change in testosterone levels is no longer apparent. Men who produce less testosterone are more likely to be in a relationship and / or married, and men who produce more testosterone are more likely to divorce ; however, causality can not be determined in this correlation. Marriage or commitment could cause a decrease in testosterone levels. Single men who have not had relationship experience have lower testosterone levels than single men with experience. It is suggested that these single men with prior experience are in a more competitive state than their non-experienced counterparts. Married men who engage in bond - maintenance activities such as spending the day with their spouse / and or child have no different testosterone levels compared to times when they do not engage in such activities. Collectively, these results suggest that the presence of competitive activities rather than bond - maintenance activities are more relevant to changes in testosterone levels. Men who produce more testosterone are more likely to engage in extramarital sex. Testosterone levels do not rely on physical presence of a partner for men engaging in relationships ( same - city vs. long - distance ), men have similar testosterone levels across the board. Physical presence may be required for women who are in relationships for the testosterone -- partner interaction, where same - city partnered women have lower testosterone levels than long - distance partnered women. Fatherhood Fatherhood also decreases testosterone levels in men, suggesting that the resulting emotional and behavioral changes promote paternal care. The way testosterone levels change when a child is in distress is indicative of fathering styles. If the levels reduce, then there is more empathy by the father than in fathers whose levels go up. Motivation Testosterone levels play a major role in risk - taking during financial decisions. Even in an intellectual activity such as a chess tournament or a final examination, prior testosterone levels can accurately predict which individuals will be motivated to do their best. Aggression and criminality See also : Aggression § Testosterone, and Biosocial criminology Most studies support a link between adult criminality and testosterone, although the relationship is modest if examined separately for each sex. Nearly all studies of juvenile delinquency and testosterone are not significant. Most studies have also found testosterone to be associated with behaviors or personality traits linked with criminality such as antisocial behavior and alcoholism. Many studies have also been done on the relationship between more general aggressive behavior / feelings and testosterone. About half the studies have found a relationship and about half no relationship. Testosterone is only one of many factors that influence aggression and the effects of previous experience and environmental stimuli have been found to correlate more strongly. A few studies indicate that the testosterone derivative estradiol ( one form of estrogen ) might play an important role in male aggression. Studies have also found that testosterone facilitates aggression by modulating vasopressin receptors in the hypothalamus. The sexual hormone can encourage fair behavior. For the study subjects took part in a behavioral experiment where the distribution of a real amount of money was decided. The rules allowed both fair and unfair offers. The negotiating partner could subsequently accept or decline the offer. The fairer the offer, the less probable a refusal by the negotiating partner. If no agreement was reached, neither party earned anything. Test subjects with an artificially enhanced testosterone level generally made better, fairer offers than those who received placebos, thus reducing the risk of a rejection of their offer to a minimum. Two later studies have empirically confirmed these results. However men with high testosterone were significantly 27 % less generous in an ultimatum game while men with the lowest testosterone were 560 % more generous. The Annual NY Academy of Sciences has also found anabolic steroid use which increase testosterone to be higher in teenagers, and this was associated with increased violence. Studies have also found administered testosterone to increase verbal aggression and anger in some participants. Testosterone is significantly correlated with aggression and competitive behaviour and is directly facilitated by the latter. There are two theories on the role of testosterone in aggression and competition. The first one is the challenge hypothesis which states that testosterone would increase during puberty thus facilitating reproductive and competitive behaviour which would include aggression. Thus it is the challenge of competition among males of the species that facilitates aggression and violence. Studies conducted have found direct correlation between testosterone and dominance especially among the most violent criminals in prison who had the highest testosterone levels. The same research also found fathers ( those outside competitive environments ) had the lowest testosterone levels compared to other males. The second theory is similar and is known as `` evolutionary neuroandrogenic ( ENA ) theory of male aggression ''. Testosterone and other androgens have evolved to masculinize a brain in order to be competitive even to the point of risking harm to the person and others. By doing so, individuals with masculinized brains as a result of pre-natal and adult life testosterone and androgens enhance their resource acquiring abilities in order to survive, attract and copulate with mates as much as possible. The masculinization of the brain is not just mediated by testosterone levels at the adult stage, but also testosterone exposure in the womb as a fetus. Higher pre-natal testosterone indicated by a low digit ratio as well as adult testosterone levels increased risk of fouls or aggression among male players in a soccer game. Studies have also found higher pre-natal testosterone or lower digit ratio to be correlated with higher aggression in males. The rise in testosterone levels during competition predicted aggression in males but not in females. Subjects who interacted with hand guns and an experimental game showed rise in testosterone and aggression. Natural selection might have evolved males to be more sensitive to competitive and status challenge situations and that the interacting roles of testosterone are the essential ingredient for aggressive behaviour in these situations. Testosterone produces aggression by activating subcortical areas in the brain, which may also be inhibited or suppressed by social norms or familial situations while still manifesting in diverse intensities and ways through thoughts, anger, verbal aggression, competition, dominance and to physical violence. Testosterone mediates attraction to cruel and violent cues in men by promoting extended viewing of violent stimuli. Testosterone specific structural brain characteristic can predict aggressive behaviour in individuals. Estradiol is known to correlate with aggression in male mice. Moreover, the conversion of testosterone to estradiol regulates male aggression in sparrows during breeding season. Rats who were given anabolic steroids that increase testosterone were also more physical aggressive to provocation as a result of `` threat sensitivity ''. Brain The brain is also affected by this sexual differentiation ; the enzyme aromatase converts testosterone into estradiol that is responsible for masculinization of the brain in male mice. In humans, masculinization of the fetal brain appears, by observation of gender preference in patients with congenital diseases of androgen formation or androgen receptor function, to be associated with functional androgen receptors. There are some differences between a male and female brain ( possibly the result of different testosterone levels ), one of them being size : the male human brain is, on average, larger. Men were found to have a total myelinated fiber length of 176,000 km at the age of 20, whereas in women the total length was 149,000 km ( approx. 15 % less ). No immediate short term effects on mood or behavior were found from the administration of supraphysiologic doses of testosterone for 10 weeks on 43 healthy men. A correlation between testosterone and risk tolerance in career choice exists among women. Attention, memory, and spatial ability are key cognitive functions affected by testosterone in humans. Preliminary evidence suggests that low testosterone levels may be a risk factor for cognitive decline and possibly for dementia of the Alzheimer 's type, a key argument in life extension medicine for the use of testosterone in anti-aging therapies. Much of the literature, however, suggests a curvilinear or even quadratic relationship between spatial performance and circulating testosterone, where both hypo - and hypersecretion ( deficient - and excessive - secretion ) of circulating androgens have negative effects on cognition. Biological activity Steroid hormone activity The effects of testosterone in humans and other vertebrates occur by way of multiple mechanisms : by activation of the androgen receptor ( directly or as DHT ), and by conversion to estradiol and activation of certain estrogen receptors. Androgens such as testosterone have also been found to bind to and activate membrane androgen receptors. Free testosterone ( T ) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5α - dihydrotestosterone ( DHT ) by the cytoplasmic enzyme 5α - reductase. DHT binds to the same androgen receptor even more strongly than testosterone, so that its androgenic potency is about 5 times that of T. The T - receptor or DHT - receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements ( HREs ), and influence transcriptional activity of certain genes, producing the androgen effects. Androgen receptors occur in many different vertebrate body system tissues, and both males and females respond similarly to similar levels. Greatly differing amounts of testosterone prenatally, at puberty, and throughout life account for a share of biological differences between males and females. The bones and the brain are two important tissues in humans where the primary effect of testosterone is by way of aromatization to estradiol. In the bones, estradiol accelerates ossification of cartilage into bone, leading to closure of the epiphyses and conclusion of growth. In the central nervous system, testosterone is aromatized to estradiol. Estradiol rather than testosterone serves as the most important feedback signal to the hypothalamus ( especially affecting LH secretion ). In many mammals, prenatal or perinatal `` masculinization '' of the sexually dimorphic areas of the brain by estradiol derived from testosterone programs later male sexual behavior. Neurosteroid activity Testosterone, via its active metabolite 3α - androstanediol, is a potent positive allosteric modulator of the GABA receptor. Testosterone has been found to act as an antagonist of the TrkA and p75, receptors for the neurotrophin nerve growth factor ( NGF ), with high affinity ( around 5 nM ). In contrast to testosterone, DHEA and DHEA sulfate have been found to act as high - affinity agonists of these receptors. Testosterone is an antagonist of the sigma σ receptor ( K = 1,014 or 201 nM ). However, the concentrations of testosterone required for binding the receptor are far above even total circulating concentrations of testosterone in adult males ( which range between 10 and 35 nM ). Biochemistry Human steroidogenesis, showing testosterone near bottom. Biosynthesis Like other steroid hormones, testosterone is derived from cholesterol ( see figure ). The first step in the biosynthesis involves the oxidative cleavage of the side - chain of cholesterol by cholesterol side - chain cleavage enzyme ( P450scc, CYP11A1 ), a mitochondrial cytochrome P450 oxidase with the loss of six carbon atoms to give pregnenolone. In the next step, two additional carbon atoms are removed by the CYP17A1 ( 17α - hydroxylase / 17, 20 - lyase ) enzyme in the endoplasmic reticulum to yield a variety of C steroids. In addition, the 3β - hydroxyl group is oxidized by 3β - hydroxysteroid dehydrogenase to produce androstenedione. In the final and rate limiting step, the C17 keto group androstenedione is reduced by 17β - hydroxysteroid dehydrogenase to yield testosterone. The largest amounts of testosterone ( > 95 % ) are produced by the testes in men, while the adrenal glands account for most of the remainder. Testosterone is also synthesized in far smaller total quantities in women by the adrenal glands, thecal cells of the ovaries, and, during pregnancy, by the placenta. In the testes, testosterone is produced by the Leydig cells. The male generative glands also contain Sertoli cells, which require testosterone for spermatogenesis. Like most hormones, testosterone is supplied to target tissues in the blood where much of it is transported bound to a specific plasma protein, sex hormone - binding globulin ( SHBG ). Regulation Hypothalamic -- pituitary -- testicular axis In males, testosterone is synthesized primarily in Leydig cells. The number of Leydig cells in turn is regulated by luteinizing hormone ( LH ) and follicle - stimulating hormone ( FSH ). In addition, the amount of testosterone produced by existing Leydig cells is under the control of LH, which regulates the expression of 17β - hydroxysteroid dehydrogenase. The amount of testosterone synthesized is regulated by the hypothalamic -- pituitary -- testicular axis ( see figure to the right ). When testosterone levels are low, gonadotropin - releasing hormone ( GnRH ) is released by the hypothalamus, which in turn stimulates the pituitary gland to release FSH and LH. These latter two hormones stimulate the testis to synthesize testosterone. Finally, increasing levels of testosterone through a negative feedback loop act on the hypothalamus and pituitary to inhibit the release of GnRH and FSH / LH, respectively. Factors affecting testosterone levels may include : Age : Testosterone levels gradually reduce as men age. This effect is sometimes referred to as andropause or late - onset hypogonadism. Exercise : Resistance training increases testosterone levels, however, in older men, that increase can be avoided by protein ingestion. Endurance training in men may lead to lower testosterone levels. Nutrients : Vitamin A deficiency may lead to sub-optimal plasma testosterone levels. The secosteroid vitamin D in levels of 400 -- 1000 IU / d ( 10 -- 25 μg / d ) raises testosterone levels. Zinc deficiency lowers testosterone levels but over-supplementation has no effect on serum testosterone. Weight loss : Reduction in weight may result in an increase in testosterone levels. Fat cells synthesize the enzyme aromatase, which converts testosterone, the male sex hormone, into estradiol, the female sex hormone. However no clear association between body mass index and testosterone levels has been found. Miscellaneous : Sleep : ( REM sleep ) increases nocturnal testosterone levels. Behavior : Dominance challenges can, in some cases, stimulate increased testosterone release in men. Drugs : Natural or man - made antiandrogens including spearmint tea reduce testosterone levels. Licorice can decrease the production of testosterone and this effect is greater in females. Distribution The plasma protein binding of testosterone is 98.0 to 98.5 %, with 1.5 to 2.0 % free or unbound. It is bound 65 % to sex hormone - binding globulin ( SHBG ) and 33 % bound weakly to albumin. Plasma testosterone level in the body ( total ) : In men : 119 -- 929 ng / dL, declining with age. Within specific age ranges, values are slightly higher in nonobese men. In women : 30 -- 70 ng / dL. Plasma protein binding of testosterone and dihydrotestosterone Compound Group Level ( nM ) Free ( % ) SHBG ( % ) CBG ( % ) Albumin ( % ) Testosterone Adult men 23.0 2.23 44.3 3.56 49.9 Adult women Follicular phase 1.3 1.36 66.0 2.26 30.4 Luteal phase 1.3 1.37 65.7 2.20 30.7 Pregnancy 4.7 0.23 95.4 0.82 3.6 Dihydrotestosterone Adult men 1.70 0.88 49.7 0.22 39.2 Adult women Follicular phase 0.65 0.47 78.4 0.12 21.0 Luteal phase 0.65 0.48 78.1 0.12 21.3 Pregnancy 0.93 0.07 97.8 0.04 21.2 Metabolism. Both testosterone and 5α - DHT are metabolized mainly in the liver. Approximately 50 % of testosterone is metabolized via conjugation into testosterone glucuronide and to a lesser extent testosterone sulfate by glucuronosyltransferases and sulfotransferases, respectively. An additional 40 % of testosterone is metabolized in equal proportions into the 17 - ketosteroids androsterone and etiocholanolone via the combined actions of 5α - and 5β - reductases, 3α - hydroxysteroid dehydrogenase, and 17β - HSD, in that order. Androsterone and etiocholanolone are then glucuronidated and to a lesser extent sulfated similarly to testosterone. The conjugates of testosterone and its hepatic metabolites are released from the liver into circulation and excreted in the urine and bile. Only a small fraction ( 2 % ) of testosterone is excreted unchanged in the urine. In the hepatic 17 - ketosteroid pathway of testosterone metabolism, testosterone is converted in the liver by 5α - reductase and 5β - reductase into 5α - DHT and the inactive 5β - DHT, respectively. Then, 5α - DHT and 5β - DHT are converted by 3α - HSD into 3α, 5α - androstanediol and 3α, 5β - androstanediol, respectively. Subsequently, 3α, 5α - androstanediol and 3α, 5β - androstanediol are converted by 17β - HSD into androsterone and etiocholanolone, which is followed by their conjugation and excretion. 3β, 5α - Androstanediol and 3β, 5β - androstanediol can also be formed in this pathway when 5α - DHT and 5β - DHT are acted upon by 3β - HSD instead of 3α - HSD, respectively, and they can then be transformed into epiandrosterone and epietiocholanolone, respectively. A small portion of approximately 3 % of testosterone is reversibly converted in the liver into androstenedione by 17β - HSD. In addition to conjugation and the 17 - ketosteroid pathway, testosterone can also be hydroxylated and oxidized in the liver by cytochrome P450 enzymes, including CYP3A4, CYP3A5, CYP2C9, CYP2C19, and CYP2D6. 6β - Hydroxylation and to a lesser extent 16β - hydroxylation are the major transformations. The 6β - hydroxylation of testosterone is catalyzed mainly by CYP3A4 and to a lesser extent CYP3A5 and is responsible for 75 to 80 % of cytochrome P450 - mediated testosterone metabolism. In addition to 6β - and 16β - hydroxytestosterone, 1β -, 2α / β -, 11β -, and 15β - hydroxytestosterone are also formed as minor metabolites. Certain cytochrome P450 enzymes such as CYP2C9 and CYP2C19 can also oxidize testosterone at the C17 position to form androstenedione. Two of the immediate metabolites of testosterone, 5α - DHT and estradiol, are biologically important and can be formed both in the liver and in extrahepatic tissues. Approximately 5 to 7 % of testosterone is converted by 5α - reductase into 5α - DHT, with circulating levels of 5α - DHT about 10 % of those of testosterone, and approximately 0.3 % of testosterone is converted into estradiol by aromatase. 5α - Reductase is highly expressed in the male reproductive organs ( including the prostate gland, seminal vesicles, and epididymides ), skin, hair follicles, and brain and aromatase is highly expressed in adipose tissue, bone, and the brain. As much as 90 % of testosterone is converted into 5α - DHT in so - called androgenic tissues with high 5α - reductase expression, and due to the several-fold greater potency of 5α - DHT as an AR agonist relative to testosterone, it has been estimated that the effects of testosterone are potentiated 2 - to 3-fold in such tissues. Levels Testosterone levels in males and females Free testosterone Stage Age range Male Female Values SI units Values SI units Child 1 -- 6 years 0.1 -- 0.6 pg / mL 0.3 -- 2.1 pmol / L 0.1 -- 0.6 pg / mL 0.3 -- 2.1 pmol / L 7 -- 9 years 0.1 -- 0.8 pg / mL 0.3 -- 2.8 pmol / L 0.1 -- 1.6 pg / mL 0.3 -- 5.6 pmol / L Puberty 10 -- 11 years 0.1 -- 5.2 pg / mL 0.3 -- 18.0 pmol / L 0.1 -- 2.9 pg / mL 0.3 -- 10.1 pmol / L 12 -- 13 years 0.4 -- 79.6 pg / mL 1.4 -- 276.2 pmol / L 0.6 -- 5.6 pg / mL 2.1 -- 19.4 pmol / L 14 -- 15 years 2.7 -- 112.3 pg / mL 9.4 -- 389.7 pmol / L 1.0 -- 6.2 pg / mL 3.5 -- 21.5 pmol / L 16 -- 17 years 31.5 -- 159 pg / mL 109.3 -- 551.7 pmol / L 1.0 -- 8.3 pg / mL 3.5 -- 28.8 pmol / L Adult ≥ 18 years 44 -- 244 pg / mL 153 -- 847 pmol / L -- -- Premenopausal -- -- 0.8 -- 9.2 pg / mL 2.8 -- 31.9 pmol / L Postmenopausal -- -- 0.6 -- 6.7 pg / mL 2.1 -- 23.2 pmol / L Bioavailable testosterone Stage Age range Male Female Values SI units Values SI units Child 1 -- 6 years 0.2 -- 1.3 ng / dL 0.007 -- 0.045 nmol / L 0.2 -- 1.3 ng / dL 0.007 -- 0.045 nmol / L 7 -- 9 years 0.2 -- 2.3 ng / dL 0.007 -- 0.079 nmol / L 0.2 -- 4.2 ng / dL 0.007 -- 0.146 nmol / L Puberty 10 -- 11 years 0.2 -- 14.8 ng / dL 0.007 -- 0.513 nmol / L 0.4 -- 19.3 ng / dL 0.014 -- 0.670 nmol / L 12 -- 13 years 0.3 -- 232.8 ng / dL 0.010 -- 8.082 nmol / L 1.1 -- 15.6 ng / dL 0.038 -- 0.541 nmol / L 14 -- 15 years 7.9 -- 274.5 ng / dL 0.274 -- 9.525 nmol / L 2.5 -- 18.8 ng / dL 0.087 -- 0.652 nmol / L 16 -- 17 years 24.1 -- 416.5 ng / dL 0.836 -- 14.452 nmol / L 2.7 -- 23.8 ng / dL 0.094 -- 0.826 nmol / L Adult ≥ 18 years ND ND -- -- Premenopausal -- -- 1.9 -- 22.8 ng / dL 0.066 -- 0.791 nmol / L Postmenopausal -- -- 1.6 -- 19.1 ng / dL 0.055 -- 0.662 nmol / L Total testosterone Stage Age range Male Female Values SI units Values SI units Infant Premature ( 26 -- 28 weeks ) 59 -- 125 ng / dL 2.047 -- 4.337 nmol / L 5 -- 16 ng / dL 0.173 -- 0.555 nmol / L Premature ( 31 -- 35 weeks ) 37 -- 198 ng / dL 1.284 -- 6.871 nmol / L 5 -- 22 ng / dL 0.173 -- 0.763 nmol / L Newborn 75 -- 400 ng / dL 2.602 -- 13.877 nmol / L 20 -- 64 ng / dL 0.694 -- 2.220 nmol / L Child 1 -- 6 years ND ND ND ND 7 -- 9 years 0 -- 8 ng / dL 0 -- 0.277 nmol / L 1 -- 12 ng / dL 0.035 -- 0.416 nmol / L Just before puberty 3 -- 10 ng / dL * 0.104 -- 0.347 nmol / L * < 10 ng / dL * < 0.347 nmol / L * Puberty 10 -- 11 years 1 -- 48 ng / dL 0.035 -- 1.666 nmol / L 2 -- 35 ng / dL 0.069 -- 1.214 nmol / L 12 -- 13 years 5 -- 619 ng / dL 0.173 -- 21.480 nmol / L 5 -- 53 ng / dL 0.173 -- 1.839 nmol / L 14 -- 15 years 100 -- 320 ng / dL 3.47 -- 11.10 nmol / L 8 -- 41 ng / dL 0.278 -- 1.423 nmol / L 16 -- 17 years 200 -- 970 ng / dL * 6.94 -- 33.66 nmol / L * 8 -- 53 ng / dL 0.278 -- 1.839 nmol / L Adult ≥ 18 years 350 -- 1080 ng / dL * 12.15 -- 37.48 nmol / L * -- -- 20 -- 39 years 400 -- 1080 ng / dL 13.88 -- 37.48 nmol / L -- -- 40 -- 59 years 350 -- 890 ng / dL 12.15 -- 30.88 nmol / L -- -- ≥ 60 years 350 -- 720 ng / dL 12.15 -- 24.98 nmol / L -- -- Premenopausal -- -- 10 -- 54 ng / dL 0.347 -- 1.873 nmol / L Postmenopausal -- -- 7 -- 40 ng / dL 0.243 -- 1.388 nmol / L Total testosterone levels in males throughout life Life stage Tanner stage Age range Mean age Levels range Mean levels Child Stage I < 10 years -- < 30 ng / dL 5.8 ng / dL Puberty Stage II 10 -- 14 years 12 years < 167 ng / dL 40 ng / dL Stage III 12 -- 16 years 13 -- 14 years 21 -- 719 ng / dL 190 ng / dL Stage IV 13 -- 17 years 14 -- 15 years 25 -- 912 ng / dL 370 ng / dL Stage V 13 -- 17 years 15 years 110 -- 975 ng / dL 550 ng / dL Adult -- ≥ 18 years -- 250 -- 1,100 ng / dL 630 ng / dL Reference ranges for blood tests, showing adult male testosterone levels in light blue at center - left. Medical use Main article : Testosterone ( medication ) Testosterone is used as a medication for the treatment of males with too little or no natural testosterone production, certain forms of breast cancer, and gender dysphoria in transgender men. This is known as hormone replacement therapy ( HRT ) or testosterone replacement therapy ( TRT ), which maintains serum testosterone levels in the normal range. Decline of testosterone production with age has led to interest in androgen replacement therapy. It is unclear if the use of testosterone for low levels due to aging is beneficial or harmful. Testosterone is included in the World Health Organization 's list of essential medicines, which are the most important medications needed in a basic health system. It is available as a generic medication. The price depends on the form of testosterone used. It can be administered as a cream or transdermal patch that is applied to the skin, by injection into a muscle, as a tablet that is placed in the cheek, or by ingestion. Common side effects from testosterone medication include acne, swelling, and breast enlargement in males. Serious side effects may include liver toxicity, heart disease, and behavioral changes. Women and children who are exposed may develop virilization. It is recommended that individuals with prostate cancer not use the medication. It can cause harm if used during pregnancy or breastfeeding. History A testicular action was linked to circulating blood fractions -- now understood to be a family of androgenic hormones -- in the early work on castration and testicular transplantation in fowl by Arnold Adolph Berthold ( 1803 -- 1861 ). Research on the action of testosterone received a brief boost in 1889, when the Harvard professor Charles - Édouard Brown - Séquard ( 1817 -- 1894 ), then in Paris, self - injected subcutaneously a `` rejuvenating elixir '' consisting of an extract of dog and guinea pig testicle. He reported in The Lancet that his vigor and feeling of well - being were markedly restored but the effects were transient, and Brown - Séquard 's hopes for the compound were dashed. Suffering the ridicule of his colleagues, he abandoned his work on the mechanisms and effects of androgens in human beings. In 1927, the University of Chicago 's Professor of Physiologic Chemistry, Fred C. Koch, established easy access to a large source of bovine testicles -- the Chicago stockyards -- and recruited students willing to endure the tedious work of extracting their isolates. In that year, Koch and his student, Lemuel McGee, derived 20 mg of a substance from a supply of 40 pounds of bovine testicles that, when administered to castrated roosters, pigs and rats, remasculinized them. The group of Ernst Laqueur at the University of Amsterdam purified testosterone from bovine testicles in a similar manner in 1934, but isolation of the hormone from animal tissues in amounts permitting serious study in humans was not feasible until three European pharmaceutical giants -- Schering ( Berlin, Germany ), Organon ( Oss, Netherlands ) and Ciba ( Basel, Switzerland ) -- began full - scale steroid research and development programs in the 1930s. Nobel Prize winner, Leopold Ruzicka of Ciba, a pharmaceutical industry giant that synthesized testosterone. The Organon group in the Netherlands were the first to isolate the hormone, identified in a May 1935 paper `` On Crystalline Male Hormone from Testicles ( Testosterone ) ''. They named the hormone testosterone, from the stems of testicle and sterol, and the suffix of ketone. The structure was worked out by Schering 's Adolf Butenandt, at the Chemisches Institut of Technical University in Gdańsk. The chemical synthesis of testosterone from cholesterol was achieved in August that year by Butenandt and Hanisch. Only a week later, the Ciba group in Zurich, Leopold Ruzicka ( 1887 -- 1976 ) and A. Wettstein, published their synthesis of testosterone. These independent partial syntheses of testosterone from a cholesterol base earned both Butenandt and Ruzicka the joint 1939 Nobel Prize in Chemistry. Testosterone was identified as 17β - hydroxyandrost - 4 - en - 3 - one ( C H O ), a solid polycyclic alcohol with a hydroxyl group at the 17th carbon atom. This also made it obvious that additional modifications on the synthesized testosterone could be made, i.e., esterification and alkylation. The partial synthesis in the 1930s of abundant, potent testosterone esters permitted the characterization of the hormone 's effects, so that Kochakian and Murlin ( 1936 ) were able to show that testosterone raised nitrogen retention ( a mechanism central to anabolism ) in the dog, after which Allan Kenyon 's group was able to demonstrate both anabolic and androgenic effects of testosterone propionate in eunuchoidal men, boys, and women. The period of the early 1930s to the 1950s has been called `` The Golden Age of Steroid Chemistry '', and work during this period progressed quickly. Research in this golden age proved that this newly synthesized compound -- testosterone -- or rather family of compounds ( for many derivatives were developed from 1940 to 1960 ), was a potent multiplier of muscle, strength, and well - being. Other animals Testosterone is observed in most vertebrates. 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Elsevier Health Sciences. pp. 160 --. ISBN 0 - 323 - 05405 - 6. Jump up ^ Dennis M. Styne ( 25 April 2016 ). Pediatric Endocrinology : A Clinical Handbook. Springer. pp. 191 --. ISBN 978 - 3 - 319 - 18371 - 8. Jump up ^ Mark A. Sperling ( 10 April 2014 ). Pediatric Endocrinology E-Book. Elsevier Health Sciences. pp. 488 --. ISBN 978 - 1 - 4557 - 5973 - 6. Jump up ^ Kathleen Deska Pagana ; Timothy J. Pagana ; Theresa N Pagana ( 19 September 2014 ). Mosby 's Diagnostic and Laboratory Test Reference - E-Book. Elsevier Health Sciences. pp. 879 --. ISBN 978 - 0 - 323 - 22592 - 2. Jump up ^ Johns Hopkins Hospital ; Branden Engorn ; Jamie Flerlage ( 1 May 2014 ). The Harriet Lane Handbook E-Book. Elsevier Health Sciences. pp. 240 --. ISBN 978 - 0 - 323 - 11246 - 8. Jump up ^ Myers JB, Meacham RB ( 2003 ). `` Androgen replacement therapy in the aging male ''. Reviews in Urology. 5 ( 4 ) : 216 -- 26. PMC 1508369. PMID 16985841. Jump up ^ Staff ( 3 March 2015 ). `` Testosterone Products : Drug Safety Communication -- FDA Cautions About Using Testosterone Products for Low Testosterone Due to Aging ; Requires Labeling Change to Inform of Possible Increased Risk of Heart Attack And Stroke ''. FDA. Retrieved 5 March 2015. Jump up ^ `` 19th WHO Model List of Essential Medicines ( April 2015 ) '' ( PDF ). WHO. April 2015. Retrieved May 10, 2015. Jump up ^ Hamilton R ( 2015 ). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab - Coat Edition. Jones & Bartlett Learning. p. 197. ISBN 978 - 1 - 284 - 05756 - 0. Jump up ^ Berthold AA ( 1849 ). `` Transplantation der Hoden '' ( Transplantation of testis ). Arch. Anat. Physiol. Wiss. ( in German ). 16 : 42 -- 6. Jump up ^ Brown - Sequard CE ( 1889 ). `` The effects produced on man by subcutaneous injections of liquid obtained from the testicles of animals ''. Lancet. 2 ( 3438 ) : 105 -- 07. doi : 10.1016 / S0140 - 6736 ( 00 ) 64118 - 1. Jump up ^ Gallagher TF, Koch FC ( November 1929 ). `` The testicular hormone ''. J. Biol. Chem. 84 ( 2 ) : 495 -- 500. Jump up ^ David KG, Dingemanse E, Freud JL ( May 1935 ). `` Über krystallinisches mannliches Hormon aus Hoden ( Testosteron ) wirksamer als aus harn oder aus Cholesterin bereitetes Androsteron '' ( On crystalline male hormone from testicles ( testosterone ) effective as from urine or from cholesterol ). Hoppe - Seyler 's Z Physiol Chem ( in German ). 233 ( 5 -- 6 ) : 281 -- 83. doi : 10.1515 / bchm2. 1935.233. 5 - 6.281. Jump up ^ Butenandt A, Hanisch G ( 1935 ). `` Umwandlung des Dehydroandrosterons in Androstendiol und Testosterone ; ein Weg zur Darstellung des Testosterons aus Cholestrin '' ( About Testosterone. Conversion of Dehydro - androsterons into androstendiol and testosterone ; a way for the structure assignment of testosterone from cholesterol ). Hoppe - Seyler 's Z Physiol Chem ( in German ). 237 ( 2 ) : 89 -- 97. doi : 10.1515 / bchm2. 1935.237. 1 - 3.89. ^ Jump up to : Freeman ER, Bloom DA, McGuire EJ ( Feb 2001 ). `` A brief history of testosterone ''. The Journal of Urology. 165 ( 2 ) : 371 -- 73. doi : 10.1097 / 00005392 - 200102000 - 00004. PMID 11176375. Jump up ^ Butenandt A, Hanisch G ( 1935 ). `` Uber die Umwandlung des Dehydroandrosterons in Androstenol - ( 17 ) - one - ( 3 ) ( Testosterone ) ; um Weg zur Darstellung des Testosterons auf Cholesterin ( Vorlauf Mitteilung ). ( The conversion of dehydroandrosterone into androstenol - ( 17 ) - one - 3 ( testosterone ) ; a method for the production of testosterone from cholesterol ( preliminary communication ) ) ''. Chemische Berichte ( in German ). 68 ( 9 ) : 1859 -- 62. doi : 10.1002 / cber. 19350680937. Jump up ^ Ruzicka L, Wettstein A ( 1935 ). `` Uber die kristallinische Herstellung des Testikelhormons, Testosteron ( Androsten - 3 - ol - 17 - ol ) ( The crystalline production of the testicle hormone, testosterone ( Androsten - 3 - ol - 17 - ol ) ) ''. Helvetica Chimica Acta ( in German ). 18 : 1264 -- 75. doi : 10.1002 / hlca. 193501801176. Jump up ^ Hoberman JM, Yesalis CE ( Feb 1995 ). `` The history of synthetic testosterone ''. Scientific American. 272 ( 2 ) : 76 -- 81. doi : 10.1038 / scientificamerican0295 - 76. PMID 7817189. Jump up ^ Kenyon AT, Knowlton K, Sandiford I, Koch FC, Lotwin, G ( February 1940 ). `` A comparative study of the metabolic effects of testosterone propionate in normal men and women and in eunuchoidism ''. Endocrinology. 26 ( 1 ) : 26 -- 45. doi : 10.1210 / Endo - 26 - 1 - 26. Jump up ^ Schwarz S, Onken D, Schubert A ( Jul 1999 ). `` The steroid story of Jenapharm : from the late 1940s to the early 1970s ''. Steroids. 64 ( 7 ) : 439 -- 45. doi : 10.1016 / S0039 - 128X ( 99 ) 00003 - 3. PMID 10443899. Jump up ^ de Kruif P ( 1945 ). The Male Hormone. New York : Harcourt, Brace. Jump up ^ Guerriero G ( 2009 ). `` Vertebrate sex steroid receptors : evolution, ligands, and neurodistribution ''. Annals of the New York Academy of Sciences. 1163 : 154 -- 68. doi : 10.1111 / j. 1749 - 6632.2009. 04460. x. PMID 19456336. Jump up ^ Bryan MB, Scott AP, Li W ( 2008 ). `` Sex steroids and their receptors in lampreys ''. Steroids. 73 ( 1 ) : 1 -- 12. doi : 10.1016 / j. steroids. 2007.08. 011. PMID 17931674. Jump up ^ Nelson RF ( 2005 ). An introduction to behavioral endocrinology. Sunderland, Mass : Sinauer Associates. p. 143. ISBN 0 - 87893 - 617 - 3. Jump up ^ De Loof A ( October 2006 ). `` Ecdysteroids : the overlooked sex steroids of insects ? Males : the black box ''. Insect Science. 13 ( 5 ) : 325 -- 338. doi : 10.1111 / j. 1744 - 7917.2006. 00101. x. Jump up ^ Mechoulam R, Brueggemeier RW, Denlinger DL ( September 1984 ). `` Estrogens in insects ''. Journal Cellular and Molecular Life Sciences. 40 ( 9 ) : 942 -- 44. doi : 10.1007 / BF01946450. Further reading Fargo KN, Pak TR, Foecking EM, Jones KJ ( 2010 ). `` Molecular Biology of Androgen Action : Perspectives on Neuroprotective and Neurotherapeutic Effects. ''. In Pfaff DW, Etgen AM. Molecular Mechanisms of Hormone Actions on Behavior. Elsevier Inc. pp. 1219 -- 1246. doi : 10.1016 / B978 - 008088783 - 8.00036 - X. ISBN 978 - 0 - 12 - 374939 - 0. Dowd, Nancy E. ( 2013 ). `` Sperm, testosterone, masculinities and fatherhood ''. Nevada Law Journal, special issue : Men, Masculinities, and Law : A Symposium on Multidimensional Masculinities Theory. William S. Boyd School of Law. 13 ( 2 ) : 8. Chemistry portal Molecular and cellular biology portal Pharmacy and Pharmacology portal Hormones Endocrine glands Hypothalamic - pituitary Hypothalamus GnRH TRH Dopamine CRH GHRH Somatostatin ( GHIH ) MCH Posterior pituitary Oxytocin Vasopressin Anterior pituitary FSH LH TSH Prolactin POMC CLIP ACTH MSH Endorphins Lipotropin GH Adrenal axis Adrenal cortex aldosterone cortisol cortisone DHEA DHEA - S androstenedione Adrenal medulla epinephrine norepinephrine Thyroid Thyroid hormone Calcitonin Thyroid axis Parathyroid PTH Gonadal axis Testis testosterone AMH inhibin Ovary estradiol progesterone activin and inhibin relaxin Placenta hCG HPL estrogen progesterone Pancreas glucagon insulin amylin somatostatin pancreatic polypeptide Pineal gland melatonin N, N - dimethyltryptamine 5 - methoxy - N, N - dimethyltryptamine Other Thymus Thymosins Thymosin α1 Beta thymosins Thymopoietin Thymulin Digestive system Stomach gastrin ghrelin Duodenum CCK Incretins GIP GLP - 1 secretin motilin VIP Ileum enteroglucagon peptide YY Liver / other Insulin - like growth factor IGF - 1 IGF - 2 Adipose tissue leptin adiponectin resistin Skeleton Osteocalcin Kidney renin EPO calcitriol prostaglandin Heart Natriuretic peptide ANP BNP Endogenous steroids Precursors Cholesterol 22R - Hydroxycholesterol 20α, 22R - Dihydroxycholesterol Pregnenolone 11β - Hydroxypregnenolone 17α - Hydroxypregnenolone 21 - Hydroxypregnenolone 17α, 21 - Dihydroxypregnenolone 11β, 17α, 21 - Trihydroxypregnenolone Corticosteroids Glucocorticoids 3α, 5α - Tetrahydrocorticosterone 5α - Dihydrocorticosterone 11 - Deoxycorticosterone 11 - Deoxycortisol 11 - Ketoprogesterone 21 - Deoxycortisol 21 - Deoxycortisone Corticosterone Cortisol Cortisone 17α - Hydroxypregnenolone 17α - Hydroxyprogesterone Pregnenolone Progesterone Mineralocorticoids 5α - Dihydroaldosterone 11 - Dehydrocorticosterone ( 11 - oxocorticosterone, 17 - deoxycortisone ) 11 - Deoxycortisol 11 - Deoxycorticosterone 11β - Hydroxyprogesterone ( 21 - deoxycorticosterone ) 18 - Hydroxy - 11 - deoxycorticosterone 18 - Hydroxycorticosterone 18 - Hydroxyprogesterone Aldosterone Corticosterone Cortisol Sex steroids Androgens 11 - Ketodihydrotestosterone 11 - Ketotestosterone 7β - Hydroxyepiandrosterone 11β - Hydroxyandrostenedione Adrenosterone ( 11 - ketoandrostenedione ) Androstenediol Androstenedione Androsterone Dehydroandrosterone DHEA DHEA sulfate Dihydrotestosterone Epiandrosterone Epitestosterone 16α - Hydroxyandrostenedione 16α - Hydroxy - DHEA 16α - Hydroxy - DHEA sulfate Testosterone Metabolites : 3α - Androstanediol 3α - Androstanediol glucuronide 3β - Androstanediol 3α, 5β - Androstanediol 3β, 5β - Androstanediol 5β - Androstanedione 5β - Dihydrotestosterone Androstanetriols Androstenediol sulfate Androsterone glucuronide Androsterone sulfate Dihydrotestosterone glucuronide Dihydrotestosterone sulfate Etiocholanolone Etiocholanolone glucuronide Epietiocholanolone Testosterone glucuronide Testosterone sulfate Estrogens Estranes : Estetrol Estradiol Estrone Estriol 17α - Estradiol 16β - Epiestriol ( 16β - hydroxyestradiol ) 17α - Epiestriol ( 16α - hydroxy - 17α - estradiol ) 16β, 17α - Epiestriol ( 16β - hydroxy - 17α - estradiol ) 2 - Hydroxyestradiol 2 - Hydroxyestriol 2 - Hydroxyestrone 4 - Hydroxyestradiol 4 - Hydroxyestriol 4 - Hydroxyestrone 4 - Methoxyestradiol 16α - Hydroxyestrone Others : 27 - Hydroxycholesterol 3α - Androstanediol 3β - Androstanediol 4 - Androstenedione 5 - Androstenediol DHEA DHEA sulfate 7 - Keto - DHEA 7α - Hydroxy - DHEA 16α - Hydroxy - DHEA Metabolites : 2 - Methoxyestradiol 2 - Methoxyestrone 4 - Methoxyestrone Estradiol glucuronide Estradiol sulfate Estrone glucuronide Estrone sulfate Estriol glucuronide Estriol sulfate Lipoidal estradiol ( e.g., estradiol stearate, estradiol palmitate ) Progestogens Progesterone 16α - Hydroxyprogesterone 17α - Hydroxyprogesterone 20α - Dihydroprogesterone 5α - Dihydroprogesterone 11 - Deoxycorticosterone 5α - DHDOC Metabolites : Allopregnanediol Pregnanediol Pregnanediol glucuronide Pregnanetriol Neurosteroids Cholestanes : 24S - Hydroxycholesterol Cholesterol Pregnanes : 3α - Dihydroprogesterone 3β - Dihydroprogesterone 5α - Dihydrocorticosterone 5α - Dihydroprogesterone 5β - Dihydroprogesterone Allopregnanolone Corticosterone DHC DHDOC 11 - Deoxycorticosterone Epipregnanolone Isopregnanolone Pregnanolone Pregnenolone Pregnenolone sulfate Progesterone THB THDOC Androstanes : 3α - Androstanediol 3α - Androstenol 7 - Keto - DHEA 7α - Hydroxy - DHEA 7β - Hydroxy - DHEA 7α - Hydroxyepiandrosterone 7β - Hydroxyepiandrosterone Androsterone DHEA DHEA sulfate Etiocholanolone Pheromones : 3α - Androstenol 3β - Androstenol Androstadienol Androstadienone Androstenone Androsterone Estratetraenol Others Vitamin D: 7 - Dehydrocholesterol Calcidiol / Calcifediol Calcitriol Cholecalciferol Others : 7α - Hydroxycholesterol 11α - Hydroxyprogesterone 11β - Hydroxyprogesterone Cholesterol sulfate Androgens and antiandrogens Androgens ( incl. AAS ) 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 mixtures ( 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 ( + esterified estrogens ) 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 ), lynestrenol, norgestrienone ) Tibolone Progesterone derivatives : Medroxyprogesterone acetate Progonadotropins Antiestrogens ( e.g., tamoxifen, clomifene ) GnRH agonists ( e.g., GnRH ( gonadorelin ), leuprorelin ) Gonadotropins ( e.g., LH, hCG ) Antiandrogens AR antagonists 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 ) Steroidogenesis inhibitors 5α - Reductase Alfatradiol Dutasteride ( + tamsulosin ) Epristeride Finasteride Saw palmetto extract Others Abiraterone acetate Aminoglutethimide Bifluranol Cyproterone acetate Flutamide Ketoconazole Nilutamide Seviteronel Spironolactone Antigonadotropins D 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, medroxyprogesterone acetate, megestrol acetate ) Others Androstenedione immunogens : Androvax ( androstenedione albumin ) Ovandrotone albumin ( Fecundin ) 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 Biological activity Androgen receptor modulators AR Agonists Testosterone derivatives : 4 - Androstenediol 4 - Dehydroepiandrosterone ( 4 - DHEA ) 4 - Hydroxytestosterone 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 Dihydrofluoxymesterone 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 Dihydrotestosterone and 19 - nortestosterone derivatives : 5α - Dihydrolevonorgestrel 5α - Dihydronandrolone 5α - Dihydronorethandrolone 5α - Dihydronorethisterone 5α - Dihydronormethandrone 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 : Δ - Tibolone Danazol Desogestrel Ethisterone ( ethynyltestosterone ) Etonogestrel Etynodiol Etynodiol diacetate Gestodene Gestrinone Levonorgestrel Levonorgestrel butanoate Lynestrenol Norethisterone Norethisterone acetate Norethisterone acetate oxime 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 : MK - 0773 TFM - 4AS - 1 YK - 11 Antagonists Steroidal : 7α - Thioprogesterone 7α - Thiospironolactone 7α - Thiomethylspironolactone 9, 11 - Dehydrocortexolone 17α - butyrate ( CB - 03 - 04 ) 11α - Hydroxyprogesterone 15β - Hydroxycyproterone acetate Abiraterone Abiraterone acetate Allyltestosterone Benorterone BOMT Canrenoic acid Canrenone Chlormadinone acetate Clometerone Cortexolone 17α - propionate ( CB - 03 - 01 ) Cyproterone Cyproterone acetate Delanterone Delmadinone acetate Dicirenone Dienogest Drospirenone Edogestrone Epitestosterone Galeterone Guggulsterone Medrogestone Megestrol acetate Mespirenone Metogest Mexrenone Mifepristone Nomegestrol acetate Nordinone Osaterone Osaterone acetate Oxendolone Potassium canrenoate Promegestone Prorenone Rosterolone 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 - 641988 Cimetidine Cioteronel Darolutamide DDT ( via metabolite p, p ' - DDE ) Dieldrin DIMP Endosulfan Enzalutamide EPI - 001 Fenarimol Flutamide Hydroxyflutamide Inocoterone Inocoterone acetate Ketoconazole Lavender oil LG - 105 LG - 120907 Linuron Methiocarb N - Butylbenzenesulfonamide N - Desmethylapalutamide N - Desmethylenzalutamide Nilutamide ONC1 - 13B ORM - 15341 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, magnesium, strontium, zinc ) Dehydroandrosterone Dihydrotestosterone Estradiol L - α - Amino acids ( incl. L - arginine, L - lysine, L - ornithine ) Osteocalcin SHBG Testosterone See also Receptor / signaling modulators Androgens and antiandrogens Estrogen receptor modulators Progesterone receptor modulators List of androgens / anabolic steroids Estrogen receptor modulators ER Agonists Steroidal : 2 - Hydroxyestradiol 2 - Hydroxyestrone 3 - Methyl - 19 - methyleneandrosta - 3, 5 - dien - 17β - ol 3α - Androstanediol 3α, 5α - Dihydrolevonorgestrel 3β, 5α - Dihydrolevonorgestrel 3α - Hydroxytibolone 3β - Hydroxytibolone 3β - Androstanediol 4 - Androstenediol 4 - Androstenedione 4 - Hydroxyestradiol 4 - Hydroxyestrone 4 - Methoxyestradiol 4 - Methoxyestrone 5 - Androstenediol 7 - Oxo - DHEA 7α - Hydroxy - DHEA 7α - Methylestradiol 7β - Hydroxyepiandrosterone 8, 9 - Dehydroestradiol 8, 9 - Dehydroestrone 8β - VE2 10β, 17β - Dihydroxyestra - 1, 4 - dien - 3 - one ( DHED ) 16α - Hydroxy - DHEA 16α - Hydroxyestrone 16α - Iodo - E2 16α - LE2 16β, 17α - Epiestriol ( 16β - hydroxy - 17α - estradiol ) 17α - Estradiol ( alfatradiol ) 17α - Dihydroequilenin 17α - Dihydroequilin 17α - Epiestriol ( 16α - hydroxy - 17α - estradiol ) 17β - Dihydroequilenin 17β - Dihydroequilin Abiraterone Abiraterone acetate Alestramustine Almestrone Anabolic steroids ( e.g., testosterone and esters, methyltestosterone, metandienone ( methandrostenolone ), nandrolone and esters, many others ; via estrogenic metabolites ) Atrimustine Bolandiol Bolandiol dipropionate Butolame Clomestrone Cloxestradiol Cloxestradiol acetate Conjugated estrogens DHEA DHEA - S Epiestriol ( 16β - epiestriol, 16β - hydroxy - 17β - estradiol ) Epimestrol Equilenin Equilin Equilin acetate Equilin benzoate ERA - 63 ( ORG - 37663 ) Esterified estrogens Estetrol Estradiol Estradiol esters Lipoidal estradiol Polyestradiol phosphate Estramustine Estramustine phosphate Estrapronicate Estrazinol Estriol Estriol esters Estrofurate Estromustine Estrone Estrone esters Estrone methyl ether Estropipate Etamestrol ( eptamestrol ) Ethinylestradiol Ethinylestradiol 3 - benzoate Ethinylestradiol sulfonate Ethinylestriol Ethylestradiol Etynodiol Etynodiol diacetate Hexolame Hippulin Hydroxyestrone diacetate Lynestrenol Mestranol Methylestradiol Moxestrol Mytatrienediol Nilestriol Norethisterone Noretynodrel Orestrate Pentolame Prodiame Prolame Promestriene RU - 16117 Quinestradol Quinestrol Tibolone Nonsteroidal : ( R, R ) - THC ( S, S ) - THC 2, 8 - DHHHC AC - 186 Allenestrol Allenolic acid Benzestrol Bifluranol Bisdehydrodoisynolic acid Carbestrol D - 15414 DCW234 Diarylpropionitrile Dienestrol Dienestrol diacetate Diethylstilbestrol Diethylstilbestrol esters Dimestrol ( dianisylhexene ) Doisynoestrol ( fenocycline ) Doisynolic acid Efavirenz ERB - 196 ( WAY - 202196 ) Erteberel ( SERBA - 1, LY - 500307 ) Estrobin ( DBE ) Fenestrel FERb 033 Fosfestrol ( diethylstilbestrol diphosphate ) Furostilbestrol ( diethylstilbestrol difuroate ) GTx - 758 Hexestrol Hexestrol esters ICI - 85966 ( Stilbostat ) Mestilbol Methallenestril Methestrol Methestrol dipropionate Paroxypropione Pentafluranol Phenestrol Prinaberel ( ERB - 041, WAY - 202041 ) Propylpyrazoletriol Quadrosilan SC - 4289 SERBA - 2 SKF - 82,958 Terfluranol Triphenylbromoethylene Triphenylchloroethylene Triphenyliodoethylene Triphenylmethylethylene ( triphenylpropene ) WAY - 166818 WAY - 200070 WAY - 214156 Unknown / unsorted : ERB - 26 ERA - 45 ERB - 79 Xenoestrogens : Anise - related ( e.g., anethole, anol, dianethole, dianol, photoanethole ) Chalconoids ( e.g., isoliquiritigenin, phloretin, phlorizin ( phloridzin ), wedelolactone ) Coumestans ( e.g., coumestrol, psoralidin ) Flavonoids ( incl. 7, 8 - DHF, 8 - prenylnaringenin, apigenin, baicalein, baicalin, biochanin A, calycosin, catechin, daidzein, daidzin, ECG, EGCG, epicatechin, equol, formononetin, glabrene, glabridin, genistein, genistin, glycitein, kaempferol, liquiritigenin, mirificin, myricetin, naringenin, penduletin, pinocembrin, prunetin, puerarin, quercetin, tectoridin, tectorigenin ) Lavender oil Lignans ( e.g., enterodiol, enterolactone, nyasol ( cis - hinokiresinol ) ) Metalloestrogens ( e.g., cadmium ) Pesticides ( e.g., alternariol, dieldrin, endosulfan, fenarimol, methiocarb, methoxychlor, triclocarban, triclosan ) Phytosteroids ( e.g., digitoxin ( digitalis ), diosgenin, guggulsterone ) Phytosterols ( e.g., β - sitosterol, campesterol, stigmasterol ) Resorcylic acid lactones ( e.g., zearalanone, α - zearalenol, β - zearalenol, zearalenone, zeranol ( α - zearalanol ), taleranol ( teranol, β - zearalanol ) ) Steroid - like ( e.g., deoxymiroestrol, miroestrol ) Stilbenoids ( e.g., resveratrol ) Synthetic xenoestrogens ( e.g., alkylphenols, bisphenols ( e.g., BPA, BPF, BPS ), DDT, parabens, PBBs, PHBA, phthalates, PCBs ) Others ( e.g., agnuside, rotundifuran ) Mixed ( SERMs ) 2 - Phenylbenzofuran 2 - Phenylbenzothiophene 4 ' - Hydroxynorendoxifen 27 - Hydroxycholesterol Acefluranol Acolbifene Afimoxifene Anordiol Anordrin Arzoxifene Bazedoxifene Brilanestrant Broparestrol Elacestrant Chlorotrianisene Clomifene Clomifenoxide Cyclofenil D - 15413 Droloxifene Enclomifene Endoxifen Etacstil ( GW - 5638, DPC - 974 ) Ethamoxytriphetol ( MER - 25 ) Femarelle Fispemifene GW - 7604 ICI - 55548 Idoxifene Lasofoxifene Levormeloxifene LN - 1643 LN - 2299 LY - 117018 Menerba Miproxifene Miproxifene phosphate Nafoxidine Nitromifene Ormeloxifene Ospemifene Panomifene Pipendoxifene Raloxifene Spironolactone SS1010 Tamoxifen TAS - 108 ( SR - 16234 ) Toremifene Trioxifene TZE - 5323 Y - 134 Zindoxifene Zuclomifene Antagonists ( R, R ) - THC 7β - Hydroxy - DHEA Chloroindazole Cytestrol acetate EM - 800 Epitiostanol ERA - 90 ERB - 88 Fulvestrant ( ICI - 182780 ) Glyceollins ( I, II, III, IV ) ICI - 164384 Mepitiostane Methylepitiostanol Methylpiperidinopyrazole MIBE Oxabicycloheptene sulfonate Phenytoin PHTPP Prochloraz RU - 58668 SS1020 TAS - 108 ( SR - 16234 ) ZB716 ZK - 164015 ZK - 191703 GPER Agonists 2 - Methoxyestradiol 7β - Hydroxyepiandrosterone Afimoxifene ( 4 - hydroxytamoxifen ) Atrazine Bisphenol A Daidzein DDT ( p, p ' - DDT, o ', p ' - DDE ) Equol Estradiol Ethinylestradiol Fulvestrant ( ICI - 182780 ) G - 1 Genistein GPER - L1 GPER - L2 Hydroxytyrosol Kepone Niacin Nicotinamide Nonylphenol Oleuropein PCBs ( 2, 2 ', 5 ' - PCB - 4 - OH ) Propylpyrazoletriol Quercetin Raloxifene Resveratrol Tamoxifen Tectoridin Zearalanone Zearalenol Zearalenone Zeranol ( zearalanol ) ) Antagonists CCL18 Estriol G - 15 G - 36 MIBE See also Receptor / signaling modulators Estrogens and antiestrogens Androgen receptor modulators Progesterone receptor modulators List of estrogens GABA receptor positive modulators Alcohols Brometone Butanol Chloralodol Chlorobutanol ( cloretone ) Ethanol ( alcohol ) ( alcoholic drink ) Ethchlorvynol Isobutanol Isopropanol Menthol Methanol Methylpentynol Pentanol Petrichloral Propanol tert - Butanol ( 2M2P ) tert - Pentanol ( 2M2B ) Tribromoethanol Trichloroethanol Triclofos Trifluoroethanol Barbiturates ( - ) - DMBB Allobarbital Alphenal Amobarbital Aprobarbital Barbexaclone Barbital Benzobarbital Benzylbutylbarbiturate Brallobarbital Brophebarbital Butabarbital / Secbutabarbital Butalbital Buthalital Butobarbital Butallylonal Carbubarb Crotylbarbital Cyclobarbital Cyclopentobarbital Difebarbamate Enallylpropymal Ethallobarbital Eterobarb Febarbamate Heptabarb Heptobarbital Hexethal Hexobarbital Metharbital Methitural Methohexital Methylphenobarbital Narcobarbital Nealbarbital Pentobarbital Phenallymal Phenobarbital Phetharbital Primidone Probarbital Propallylonal Propylbarbital Proxibarbital Reposal Secobarbital Sigmodal Spirobarbital Talbutal Tetrabamate Tetrabarbital Thialbarbital Thiamylal Thiobarbital Thiobutabarbital Thiopental Thiotetrabarbital Valofane Vinbarbital Vinylbital Benzodiazepines 2 - Oxoquazepam 3 - Hydroxyphenazepam Adinazolam Alprazolam Arfendazam Avizafone Bentazepam Bretazenil Bromazepam Brotizolam Camazepam Carburazepam Chlordiazepoxide Ciclotizolam Cinazepam Cinolazepam Clazolam Climazolam Clobazam Clonazepam Clonazolam Cloniprazepam Clorazepate Clotiazepam Cloxazolam CP - 1414S Cyprazepam Delorazepam Demoxepam Diazepam Diclazepam Doxefazepam Elfazepam Estazolam Ethyl carfluzepate Ethyl dirazepate Ethyl loflazepate Etizolam EVT - 201 FG - 8205 Fletazepam Flubromazepam Flubromazolam Fludiazepam Flunitrazepam Flunitrazolam Flurazepam Flutazolam Flutemazepam Flutoprazepam Fosazepam Gidazepam Halazepam Haloxazolam Iclazepam Imidazenil Irazepine Ketazolam Lofendazam Lopirazepam Loprazolam Lorazepam Lormetazepam Meclonazepam Medazepam Menitrazepam Metaclazepam Mexazolam Midazolam Motrazepam N - Desalkylflurazepam Nifoxipam Nimetazepam Nitrazepam Nitrazepate Nitrazolam Nordazepam Nortetrazepam Oxazepam Oxazolam Phenazepam Pinazepam Pivoxazepam Prazepam Premazepam Proflazepam Pyrazolam QH - II - 66 Quazepam Reclazepam Remimazolam Rilmazafone Ripazepam Ro48 - 6791 Ro48 - 8684 SH - 053 - R - CH3 - 2 ′ F Sulazepam Temazepam Tetrazepam Tolufazepam Triazolam Triflubazam Triflunordazepam ( Ro5 - 2904 ) Tuclazepam Uldazepam Zapizolam Zolazepam Zomebazam Carbamates Carisbamate Carisoprodol Clocental Cyclarbamate Difebarbamate Emylcamate Ethinamate Febarbamate Felbamate Hexapropymate Lorbamate Mebutamate Meprobamate Nisobamate Pentabamate Phenprobamate Procymate Styramate Tetrabamate Tybamate Flavonoids 6 - Methylapigenin Ampelopsin ( dihydromyricetin ) Apigenin Baicalein Baicalin Catechin EGC EGCG Hispidulin Linarin Luteolin Rc - OMe Skullcap constituents ( e.g., baicalin ) Wogonin Imidazoles Etomidate Metomidate Propoxate Kava constituents 10 - Methoxyyangonin 11 - Methoxyyangonin 11 - Hydroxyyangonin Desmethoxyyangonin 11 - Methoxy - 12 - hydroxydehydrokavain 7, 8 - Dihydroyangonin Kavain 5 - Hydroxykavain 5, 6 - Dihydroyangonin 7, 8 - Dihydrokavain 5, 6, 7, 8 - Tetrahydroyangonin 5, 6 - Dehydromethysticin Methysticin 7, 8 - Dihydromethysticin Yangonin Monoureides Acecarbromal Apronal ( apronalide ) Bromisoval Carbromal Capuride Ectylurea Neuroactive steroids Acebrochol Allopregnanolone ( brexanolone ) Alfadolone Alfaxalone 3α - Androstanediol Androstenol Androsterone Certain anabolic - androgenic steroids Cholesterol DHDOC 3α - DHP 5α - DHP 5β - DHP DHT Etiocholanolone Ganaxolone Hydroxydione Minaxolone ORG - 20599 ORG - 21465 P1 - 185 Pregnanolone ( eltanolone ) Progesterone Renanolone SAGE - 105 SAGE - 217 SAGE - 324 SAGE - 516 SAGE - 689 SAGE - 872 Testosterone THDOC Nonbenzodiazepines β - Carbolines : Abecarnil Gedocarnil Harmane SL - 651,498 ZK - 93423 Cyclopyrrolones : Eszopiclone Pagoclone Pazinaclone Suproclone Suriclone Zopiclone Imidazopyridines : Alpidem DS - 1 Necopidem Saripidem Zolpidem Pyrazolopyrimidines : Divaplon Fasiplon Indiplon Lorediplon Ocinaplon Panadiplon Taniplon Zaleplon Others : Adipiplon CGS - 8216 CGS - 9896 CGS - 13767 CGS - 20625 CL - 218,872 CP - 615,003 CTP - 354 ELB - 139 GBLD - 345 Imepitoin JM - 1232 L - 838,417 Lirequinil ( Ro41 - 3696 ) NS - 2664 NS - 2710 NS - 11394 Pipequaline ROD - 188 RWJ - 51204 SB - 205,384 SX - 3228 TGSC01AA TP - 003 TPA - 023 TP - 13 U-89843A U-90042 Viqualine Y - 23684 Phenols Fospropofol Propofol Thymol Piperidinediones Glutethimide Methyprylon Piperidione Pyrithyldione Pyrazolopyridines Cartazolate Etazolate ICI - 190,622 Tracazolate Quinazolinones Afloqualone Cloroqualone Diproqualone Etaqualone Mebroqualone Mecloqualone Methaqualone Methylmethaqualone Nitromethaqualone SL - 164 Volatiles / gases Acetone Acetophenone Acetylglycinamide chloral hydrate Aliflurane Benzene Butane Butylene Centalun Chloral Chloral betaine Chloral hydrate Chloroform Cryofluorane Desflurane Dichloralphenazone Dichloromethane Diethyl ether Enflurane Ethyl chloride Ethylene Fluroxene Gasoline Halopropane Halothane Isoflurane Kerosine Methoxyflurane Methoxypropane Nitric oxide Nitrogen Nitrous oxide Norflurane Paraldehyde Propane Propylene Roflurane Sevoflurane Synthane Teflurane Toluene Trichloroethane ( methyl chloroform ) Trichloroethylene Vinyl ether Others / unsorted 3 - Hydroxybutanal α - EMTBL AA - 29504 Avermectins ( e.g., ivermectin ) Bromide compounds ( e.g., lithium bromide, potassium bromide, sodium bromide ) Carbamazepine Chloralose Chlormezanone Clomethiazole DEABL Dihydroergolines ( e.g., dihydroergocryptine, dihydroergosine, dihydroergotamine, ergoloid ( dihydroergotoxine ) ) DS2 Efavirenz Etazepine Etifoxine Fenamates ( e.g., flufenamic acid, mefenamic acid, niflumic acid, tolfenamic acid ) Fluoxetine Flupirtine Hopantenic acid Lanthanum Lavender oil Lignans ( e.g., 4 - O - methylhonokiol, honokiol, magnolol, obovatol ) Loreclezole Menthyl isovalerate ( validolum ) Monastrol Niacin Nicotinamide ( niacinamide ) Org 25,435 Phenytoin Propanidid Retigabine ( ezogabine ) Safranal Seproxetine Stiripentol Sulfonylalkanes ( e.g., sulfonmethane ( sulfonal ), tetronal, trional ) Terpenoids ( e.g., borneol ) Topiramate Valerian constituents ( e.g., isovaleric acid, isovaleramide, valerenic acid, valerenol ) Unsorted benzodiazepine site positive modulators : α - Pinene MRK - 409 ( MK - 0343 ) TCS - 1105 TCS - 1205 See also : Receptor / signaling modulators GABA receptor modulators GABA metabolism / transport modulators Growth factor receptor modulators Angiopoietin Agonists : Angiopoietin 1 Angiopoietin 4 Antagonists : Angiopoietin 2 Angiopoietin 3 Kinase inhibitors : Altiratinib CE - 245677 Rebastinib Antibodies : Evinacumab ( against angiopoietin 3 ) Nesvacumab ( against angiopoietin 2 ) CNTF Agonists : Axokine CNTF Dapiclermin EGF ( ErbB ) EGF ( ErbB1 / HER1 ) Agonists : Amphiregulin Betacellulin EGF ( urogastrone ) Epigen Epiregulin Heparin - binding EGF - like growth factor ( HB - EGF ) Murodermin Nepidermin Transforming growth factor alpha ( TGFα ) Kinase inhibitors : Afatinib AG - 490 Agerafenib Brigatinib Canertinib Dacomitinib Erlotinib Gefitinib Grandinin Icotinib Lapatinib Neratinib Osimertinib Vandetanib WHI - P 154 Antibodies : Cetuximab Depatuxizumab Depatuxizumab mafodotin Futuximab Imgatuzumab Matuzumab Necitumumab Nimotuzumab Panitumumab Zalutumumab ErbB2 / HER2 Agonists : Unknown / none Antibodies : Ertumaxomab Pertuzumab Trastuzumab Trastuzumab duocarmazine Trastuzumab emtansine Kinase inhibitors : Afatinib AG - 490 Lapatinib Mubritinib Neratinib ErbB3 / HER3 Agonists : Neuregulins ( heregulins ) ( 1, 2, 6 ( neuroglycan C ) ) Antibodies : Duligotumab Patritumab Seribantumab ErbB4 / HER4 Agonists : Betacellulin Epigen Heparin - binding EGF - like growth factor ( HB - EGF ) Neuregulins ( heregulins ) ( 1, 2, 3, 4, 5 ( tomoregulin, TMEFF ) ) FGF FGFR1 Agonists : Ersofermin FGF ( 1, 2 ( bFGF ), 3, 4, 5, 6, 8, 10 ( KGF2 ), 20 ) Repifermin Trafermin Velafermin FGFR2 Agonists : Ersofermin FGF ( 1, 2 ( bFGF ), 3, 4, 5, 6, 7 ( KGF ), 8, 9, 10 ( KGF2 ), 17, 18, 22 ) Palifermin Repifermin Sprifermin Trafermin Antibodies : Aprutumab Aprutumab ixadotin FGFR3 Agonists : Ersofermin FGF ( 1, 2 ( bFGF ), 4, 8, 9, 18, 23 ) Sprifermin Trafermin Antibodies : Burosumab ( against FGF23 ) FGFR4 Agonists : Ersofermin FGF ( 1, 2 ( bFGF ), 4, 6, 8, 9, 19 ) Trafermin Unsorted Agonists : FGF15 / 19 HGF ( c - Met ) Agonists : Hepatocyte growth factor Potentiators : Dihexa ( PNB - 0408 ) Kinase inhibitors : Altiratinib AM7 AMG - 458 Amuvatinib BMS - 777607 Cabozantinib Crizotinib Foretinib Golvatinib INCB28060 JNJ - 38877605 K252a MK - 2461 PF - 04217903 PF - 2341066 PHA - 665752 SU - 11274 Tivantinib Volitinib Antibodies : Emibetuzumab Ficlatuzumab Flanvotumab Onartuzumab Rilotumumab Telisotuzumab Telisotuzumab vedotin IGF IGF - 1 Agonists : des ( 1 - 3 ) IGF - 1 Insulin - like growth factor - 1 ( somatomedin C ) IGF - 1 LR3 Insulin - like growth factor - 2 ( somatomedin A ) Insulin Mecasermin Mecasermin rinfabate Kinase inhibitors : BMS - 754807 Linsitinib NVP - ADW742 NVP - AEW541 OSl - 906 Antibodies : AVE - 1642 Cixutumumab Dalotuzumab Figitumumab Ganitumab Robatumumab R1507 Teprotumumab Xentuzumab ( against IGF - 1 and IGF - 2 ) IGF - 2 Agonists : Insulin - like growth factor - 2 ( somatomedin A ) Antibodies : Dusigitumab Xentuzumab ( against IGF - 1 and IGF - 2 ) Others Binding proteins : IGFBP ( 1, 2, 3, 4, 5, 6, 7 ) Cleavage products / derivatives with unknown target : Glypromate ( GPE, ( 1 - 3 ) IGF - 1 ) Trofinetide LNGF ( p75 ) Agonists : BDNF BNN - 20 BNN - 27 Cenegermin DHEA DHEA - S NGF NT - 3 NT - 4 Antagonists : ALE - 0540 Dexamethasone EVT - 901 ( SAR - 127963 ) Testosterone Antibodies : Against NGF : ABT - 110 ( PG110 ) ASP - 6294 Fasinumab Frunevetmab Fulranumab MEDI - 578 Ranevetmab Tanezumab Aptamers : Against NGF : RBM - 004 Decoy receptors : LEVI - 04 ( p75 - Fc ) PDGF Agonists : Becaplermin Platelet - derived growth factor ( A, B, C, D ) Kinase inhibitors : Agerafenib Axitinib Crenolanib Imatinib Lenvatinib Masitinib Motesanib Nintedanib Pazopanib Radotinib Quizartinib Sunitinib Sorafenib Toceranib Antibodies : Olaratumab Ramucirumab Tovetumab RET ( GFL ) GFRα1 Agonists : Glial cell line - derived neurotrophic factor ( GDNF ) Liatermin Kinase inhibitors : Vandetanib GFRα2 Agonists : Neurturin ( NRTN ) Kinase inhibitors : Vandetanib GFRα3 Agonists : Artemin ( ARTN ) Kinase inhibitors : Vandetanib GFRα4 Agonists : Persephin ( PSPN ) Kinase inhibitors : Vandetanib Unsorted Kinase inhibitors : Agerafenib SCF ( c - Kit ) Agonists : Ancestim Stem cell factor Kinase inhibitors : Agerafenib Axitinib Dasatinib Imatinib Masitinib Nilotinib Pazopanib Quizartinib Sorafenib Sunitinib Toceranib TGFβ See here instead. Trk TrkA Agonists : Amitriptyline BNN - 20 BNN - 27 Cenegermin DHEA DHEA - S Gambogic amide NGF Tavilermide Antagonists : ALE - 0540 Dexamethasone FX007 Testosterone Negative allosteric modulators : VM - 902A Kinase inhibitors : Altiratinib AZD - 6918 CE - 245677 CH - 7057288 DS - 6051 Entrectinib GZ - 389988 K252a Larotrectinib Lestaurtinib Milciclib ONO - 4474 ONO - 5390556 PLX - 7486 Rebastinib SNA - 120 ( pegylated K252a ) ) Antibodies : Against TrkA : GBR - 900 ; Against NGF : ABT - 110 ( PG110 ) ASP - 6294 Fasinumab Frunevetmab Fulranumab MEDI - 578 Ranevetmab Tanezumab Aptamers : Against NGF : RBM - 004 Decoy receptors : ReN - 1820 ( TrkAd5 ) TrkB Agonists : 3, 7 - DHF 3, 7, 8, 2 ' - THF 4 ' - DMA - 7, 8 - DHF 7, 3 ' - DHF 7, 8 - DHF 7, 8, 2 ' - THF 7, 8, 3 ' - THF Amitriptyline BDNF BNN - 20 Deoxygedunin Deprenyl Diosmetin DMAQ - B1 HIOC LM22A - 4 N - Acetylserotonin NT - 3 NT - 4 Norwogonin ( 5, 7, 8 - THF ) R7 TDP6 Antagonists : ANA - 12 Cyclotraxin B Gossypetin ( 3, 5, 7, 8, 3 ', 4 ' - HHF ) Ligands : DHEA Kinase inhibitors : Altiratinib AZD - 6918 CE - 245677 CH - 7057288 DS - 6051 Entrectinib GZ - 389988 K252a Larotrectinib Lestaurtinib ONO - 4474 ONO - 5390556 PLX - 7486 TrkC Agonists : BNN - 20 DHEA NT - 3 Kinase inhibitors : Altiratinib AZD - 6918 CE - 245677 CH - 7057288 DS - 6051 Entrectinib GZ - 389988 K252a Larotrectinib Lestaurtinib ONO - 4474 ONO - 5390556 PLX - 7486 VEGF Agonists : Placental growth factor ( PGF ) Telbermin VEGF ( A, B, C, D ( FIGF ) ) Allosteric modulators : Cyclotraxin B Kinase inhibitors : Agerafenib Altiratinib Axitinib Cabozantinib Cediranib Lapatinib Lenvatinib Motesanib Nintedanib Pazopanib Pegaptanib Rebastinib Regorafenib Semaxanib Sorafenib Sunitinib Toceranib Tivozanib Vandetanib WHI - P 154 Antibodies : Alacizumab pegol Bevacizumab Icrucumab Ramucirumab Ranibizumab Decoy receptors : Aflibercept Others Additional growth factors : Adrenomedullin Colony - stimulating factors ( see here instead ) Connective tissue growth factor ( CTGF ) Ephrins ( A1, A2, A3, A4, A5, B1, B2, B3 ) Erythropoietin ( see here instead ) Glucose - 6 - phosphate isomerase ( GPI ; PGI, PHI, AMF ) Glia maturation factor ( GMF ) Hepatoma - derived growth factor ( HDGF ) Interleukins / T - cell growth factors ( see here instead ) Leukemia inhibitory factor ( LIF ) Macrophage - stimulating protein ( MSP ; HLP, HGFLP ) Midkine ( NEGF2 ) Migration - stimulating factor ( MSF ; PRG4 ) Oncomodulin Pituitary adenylate cyclase - activating peptide ( PACAP ) Pleiotrophin Renalase Thrombopoietin ( see here instead ) Wnt signaling proteins Additional growth factor receptor modulators : Cerebrolysin ( neurotrophin mixture ) See also Receptor / signaling modulators Signaling peptide / protein receptor modulators Cytokine receptor modulators Retrieved from `` https://en.wikipedia.org/w/index.php?title=Testosterone&oldid=834223275 '' Categories : Alkenes Androgens and anabolic steroids Androstanes Estrogens GABAA receptor positive allosteric modulators Hormones of the testis Hormones of the ovary Hormones of the hypothalamus - pituitary - gonad axis Hormones of the suprarenal cortex Neuroendocrinology Human hormones Sex hormones Testosterone Hidden categories : CS1 German - language sources ( de ) Use mdy dates from February 2015 Articles without InChI source ECHA InfoCard ID from Wikidata Drug has EMA link All articles with unsourced statements Articles with unsourced statements from October 2016 Articles containing unverified chemical infoboxes Chembox image size set Articles with unsourced statements from November 2017 Articles with unsourced statements from March 2018 Talk Contents About Wikipedia Afrikaans Alemannisch Asturianu Azərbaycanca تۆرکجه বাংলা Беларуская Беларуская ( тарашкевіца ) ‎ Български Bosanski Brezhoneg Català Чӑвашла Čeština Dansk Deutsch Eesti Ελληνικά Español Esperanto Euskara فارسی Français Gaeilge Galego 한국어 Հայերեն हिन्दी Hrvatski Igbo Bahasa Indonesia Íslenska Italiano עברית Kiswahili Kurdî Latina Latviešu Lietuvių Magyar Македонски മലയാളം Bahasa Melayu Nederlands 日本 語 Norsk Norsk nynorsk Occitan ଓଡ଼ିଆ پنجابی Polski Português Română Русский Scots Simple English SiSwati Slovenčina Slovenščina کوردی Српски / srpski Srpskohrvatski / српскохрватски Basa Sunda Suomi Svenska தமிழ் ไทย Türkçe Українська Tiếng Việt 中文 63 more Edit links This page was last edited on 4 April 2018, at 15 : 35. 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Question: where does testosterone come from in the male body
Answer: the testicles of males