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Androstanediol
Androstanediol may refer to: * 3α-Androstanediol (5α-androstane-3α,17β-diol) – an endogenous neurosteroid, weak androgen and estrogen, and intermediate to androsterone * 3β-Androstanediol (5α-androstane-3β,17β-diol) – an endogenous estrogen and intermediate to epiandrosterone * 3α-Etiocholanediol (5β-androstane-3α,17β-diol; etiocholane-3α,17β-diol) – an endogenous intermediate to etiocholanolone * 3β-Etiocholanediol (5β-androstane-3β,17β-diol; etiocholane-3β,17β-diol) – an endogenous intermediate to epietiocholanolone See also * Etiocholanediol * Androstenediol * Androstanedione * Androstenedione * Androstanolone * Androstenolone Androstenolone may refer to: * Testosterone (androst-4-en-17β-ol-3-one), an endogenous androgen/anabolic steroid and an intermediate in the biosynthesis of estradiol * Epitestosterone (androst-4-en-17α-ol-3-one), an inactive endogenous steroid * ... Androstanes {{Chemistry index ...
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3β-Androstanediol
3β-Androstanediol, also known as 5α-androstane-3β,17β-diol, and sometimes shortened in the literature to 3β-diol, is an endogenous steroid hormone and a metabolite of androgens like dehydroepiandrosterone (DHEA) and dihydrotestosterone (DHT). Biological activity 3β-Androstanediol is a selective, high- affinity agonist of the ERβ, and hence, an estrogen. In contrast to ERβ, 3β-androstanediol does not bind to the androgen receptor (AR). 3β-Androstanediol has been reported to also bind to ERα with low nanomolar affinity, with several-fold lower affinity relative to ERβ. It has approximately 3% and 7% of the affinity of estradiol at the ERα and ERβ, respectively. Unlike 3α-androstanediol, 3β-androstanediol does not bind to the GABAA receptor. 3β-Androstanediol may be the primary endogenous ligand of ERβ in the prostate gland, and as a result of activation of the ERβ, 3β-androstanediol has antiproliferative effects against prostate cancer cells. Through the ...
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Etiocholanediol
Etiocholanediol (5β-androstanediol) may refer to: * 3α-Etiocholanediol (5β-androstane-3α,17β-diol; etiocholane-3α,17β-diol) – an endogenous intermediate to epiandrosterone * 3β-Etiocholanediol (5β-androstane-3β,17β-diol; etiocholane-3β,17β-diol) – an endogenous intermediate to epietiocholanolone See also * Androstanediol * Androstenediol * Androstanedione Androstanedione, also known as 5α-androstanedione or as 5α-androstane-3,17-dione, is a naturally occurring androstane (5α-androstane) steroid and an endogenous metabolite of androgens like testosterone, dihydrotestosterone (DHT), dehydroepian ... * Androstenedione * Androstanolone * Androstenolone {{Chemistry index ...
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Androstenolone
Androstenolone may refer to: * Testosterone (androst-4-en-17β-ol-3-one), an endogenous androgen/anabolic steroid and an intermediate in the biosynthesis of estradiol * Epitestosterone (androst-4-en-17α-ol-3-one), an inactive endogenous steroid * Dehydroepiandrosterone (DHEA, 5-DHEA) (androst-4-en-3β-ol-17-one), an endogenous weak androgen, an estrogen, a neurosteroid, and an intermediate in the biosynthesis of testosterone * 1-Testosterone (androst-4-en-17β-ol-3-one), a synthetic androgen/anabolic steroid * 4-Dehydroepiandrosterone (4-DHEA) (androst-4-en-3β-ol-17-one), an androgen prohormone * 1-Androsterone (1-DHEA) (5α-androst-1-en-3β-ol-17-one), a synthetic androgen prohormone See also * Androstanolone * Androstenediol * Androstanedione * Androstanediol Androstanediol may refer to: * 3α-Androstanediol (5α-androstane-3α,17β-diol) – an endogenous neurosteroid, weak androgen and estrogen, and intermediate to androsterone * 3β-Androstanediol (5α-androstane-3β,17β ...
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Epiandrosterone
Epiandrosterone, or isoandrosterone, also known as 3β-androsterone, 3β-hydroxy-5α-androstan-17-one, or 5α-androstan-3β-ol-17-one, is a steroid hormone with weak androgenic activity. It is a metabolite of testosterone and dihydrotestosterone (DHT). It was first isolated in 1931, by Adolf Friedrich Johann Butenandt and Kurt Tscherning. They distilled over 17,000 litres of male urine, from which they got 50 milligrams of crystalline androsterone (most likely mixed isomers), which was sufficient to find that the chemical formula was very similar to estrone. Epiandrosterone has been shown to naturally occur in most mammals including pigs. Epiandrosterone is naturally produced by the enzyme 5α-reductase from the adrenal hormone DHEA. Epiandrosterone can also be produced from the natural steroids androstanediol via 17β-hydroxysteroid dehydrogenase or from androstanedione via 3β-hydroxysteroid dehydrogenase. See also * 3β-Androstanediol * Androstenol * Androstenone * Estr ...
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Androstanolone
Androstanolone, or stanolone, also known as dihydrotestosterone (DHT) and sold under the brand name Andractim among others, is an androgen and anabolic steroid (AAS) medication and hormone which is used mainly in the treatment of low testosterone levels in men. It is also used to treat breast development and small penis in males. It is typically given as a gel for application to the skin, but can also be used as an ester by injection into muscle. Side effects of androstanolone include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire. The medication is a naturally occurring androgen and anabolic steroid and hence is an agonist of the androgen receptor (AR), the biological target of androgens like testosterone and DHT. It has strong androgenic effects and weak muscle-building effects, as well as no estrogenic effects. Androstanolone was discovered in 1935 and was introduced for medical use in 1953. It is used mostly i ...
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Androstenedione
Androstenedione, or 4-androstenedione (abbreviated as A4 or Δ4-dione), also known as androst-4-ene-3,17-dione, is an endogenous weak androgen steroid hormone and intermediate in the biosynthesis of estrone and of testosterone from dehydroepiandrosterone (DHEA). It is closely related to androstenediol (androst-5-ene-3β,17β-diol). Biological function Androstenedione is a precursor of testosterone and other androgens, as well as of estrogens like estrone, in the body. In addition to functioning as an endogenous prohormone, androstenedione also has weak androgenic activity in its own right. Androstenedione has been found to possess some estrogenic activity, similarly to other DHEA metabolites. However, in contrast to androstenediol, its affinity for the estrogen receptors is very low, with less than 0.01% of the affinity of estradiol for both the ERα and ERβ. Adrenarche In children aged 6 to 8 years old, there is a rise in androstenedione secretion along with DH ...
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Androstanedione
Androstanedione, also known as 5α-androstanedione or as 5α-androstane-3,17-dione, is a naturally occurring androstane (5α-androstane) steroid and an endogenous metabolite of androgens like testosterone, dihydrotestosterone (DHT), dehydroepiandrosterone (DHEA), and androstenedione. It is the C5 epimer of etiocholanedione (5β-androstanedione). Androstanedione is formed from androstenedione by 5α-reductase and from DHT by 17β-hydroxysteroid dehydrogenase. It has some androgen An androgen (from Greek ''andr-'', the stem of the word meaning "man") is any natural or synthetic steroid hormone that regulates the development and maintenance of male characteristics in vertebrates by binding to androgen receptors. This in ...ic activity. In female genital skin, the conversion of androstenedione into DHT through 5α-androstanedione appears to be more important than the direct conversion of testosterone into DHT. References External links Androstanedione (HMDB0000899) - Huma ...
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Androstenediol
Androstenediol, or 5-androstenediol (abbreviated as A5 or Δ5-diol), also known as androst-5-ene-3β,17β-diol, is an endogenous weak androgen and estrogen steroid hormone and intermediate in the biosynthesis of testosterone from dehydroepiandrosterone (DHEA). It is closely related to androstenedione (androst-4-ene-3,17-dione). Biological activity Androstenediol is a direct metabolite of the most abundant steroid produced by the human adrenal cortex, DHEA. It is less androgenic than the related compound, Δ4-androstenediol, and has been found to stimulate the immune system. When administered to rats, androstenediol, '' in vivo'', has approximately 1.4% of the androgenicity of DHEA, 0.54% of the androgenicity of androstenedione, and 0.21% of the androgenicity of testosterone. Androstenediol possesses potent estrogenic activity, similarly to DHEA and 3β-androstanediol. It has approximately 6% and 17% of the affinity of estradiol at the ERα and ERβ, respectively. ...
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Epietiocholanolone
Epietiocholanolone, also known as 3β-hydroxy-5β-androstan-17-one or as etiocholan-3β-ol-17-one, is an etiocholane (5β-androstane) steroid as well as an inactive metabolite of testosterone that is formed in the liver. The metabolic pathway is testosterone to 5β-dihydrotestosterone (via 5β-reductase), 5β-dihydrotestosterone to 3β,5β-androstanediol (via 3β-hydroxysteroid dehydrogenase), and 3β,5β-androstanediol to epietiocholanolone (via 17β-hydroxysteroid dehydrogenase). Epietiocholanolone can also be formed directly from 5β-androstanedione (via 3β-hydroxysteroid dehydrogenase). It is glucuronidated and sulfated in the liver and excreted in urine. See also * Androsterone * Epiandrosterone Epiandrosterone, or isoandrosterone, also known as 3β-androsterone, 3β-hydroxy-5α-androstan-17-one, or 5α-androstan-3β-ol-17-one, is a steroid hormone with weak androgenic activity. It is a metabolite of testosterone and dihydrotestosterone ... * Etiocholanolone Refer ...
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Etiocholanolone
Etiocholanolone, also known as 5β-androsterone, as well as 3α-hydroxy-5β-androstan-17-one or etiocholan-3α-ol-17-one, is an etiocholane (5β-androstane) steroid as well as an endogenous 17-ketosteroid that is produced from the metabolism of testosterone. It causes fever, immunostimulation, and leukocytosis, and is used to evaluate adrenal cortex function, bone marrow performance, and in neoplastic disease to stimulate the immune system. Etiocholanolone is also known to be an inhibitory androstane neurosteroid, acting as a positive allosteric modulator of the GABAA receptor, and possesses anticonvulsant effects. The unnatural enantiomer of etiocholanolone is more potent as a positive allosteric modulator of GABAA receptors and as an anticonvulsant than the natural form. Etiocholanolone has been studied as a pyrogenic steroid in the so-called steroid fever (or etiocholanolone fever), a condiditon similar to familial mediterranean fever (FMF). Etiocholanolone (like pregnanol ...
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