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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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Adolf Friedrich Johann Butenandt
Adolf Friedrich Johann Butenandt (; 24 March 1903 – 18 January 1995) was a German biochemist. He was awarded the Nobel Prize in Chemistry in 1939 for his "work on sex hormones." He initially rejected the award in accordance with government policy, but accepted it in 1949 after World War II. He was President of the Max Planck Society from 1960 to 1972. He was also the first, in 1959, to discover the structure of the sex pheromone of silkworms which he named as bombykol. Biography Born in Lehe, near Bremerhaven, he started his studies at the University of Marburg. For his PhD he joined the working group of the Nobel laureate Adolf Windaus at the University of Göttingen and he finished his studies with a PhD in chemistry in 1927. His doctoral research was on the chemistry of the insecticidal toxin found in the roots of ''Derris elliptica'' which he isolated and characterized. After his Habilitation he became lecturer in Göttingen 1931. He became a professor ordinarius at the Tec ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Steroid Hormone
A steroid hormone is a steroid that acts as a hormone. Steroid hormones can be grouped into two classes: corticosteroids (typically made in the adrenal cortex, hence ''cortico-'') and sex steroids (typically made in the gonads or placenta). Within those two classes are five types according to the receptors to which they bind: glucocorticoids and mineralocorticoids (both corticosteroids) and androgens, estrogens, and progestogens (sex steroids). Vitamin D derivatives are a sixth closely related hormone system with homologous receptors. They have some of the characteristics of true steroids as receptor ligands. Steroid hormones help control metabolism, inflammation, immune functions, salt and water balance, development of sexual characteristics, and the ability to withstand injury and illness. The term steroid describes both hormones produced by the body and artificially produced medications that duplicate the action for the naturally occurring steroids. Synthesis The nat ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
17β-hydroxysteroid Dehydrogenase
A hydroxysteroid is a molecule derived from a steroid with a hydrogen replaced with a hydroxy group. When the hydroxy group is specifically at the C3 position, hydroxysteroids are referred to as sterols, with an example being cholesterol. See also * Hydroxysteroid dehydrogenase Hydroxysteroid dehydrogenases (HSDs) are a group of alcohol oxidoreductases that catalyze the dehydrogenation of hydroxysteroids. These enzymes also catalyze the reverse reaction, acting as ketosteroid reductases (KSRs). There are four types, cl ... * Ketosteroid External links * Alcohols Steroids {{steroid-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Estratetraenol
Estratetraenol, also known as estra-1,3,5(10),16-tetraen-3-ol, is an endogenous steroid found in women that has been described as having pheromone-like activities in primates, including humans. Estratetraenol is synthesized from androstadienone by aromatase likely in the ovaries, and is related to the estrogen sex hormones, yet has no known estrogenic effects. It was first identified from the urine of pregnant women. Estratetraenyl acetate, or estra-1,3,5(10),16-tetraen-3-yl acetate, is a more potent synthetic derivative of estratetraenol. Estratetraenol is an estrane (C18) steroid and an analogue of estradiol where the C17β hydroxyl group has been removed and a double bond In chemistry, a double bond is a covalent bond between two atoms involving four bonding electrons as opposed to two in a single bond. Double bonds occur most commonly between two carbon atoms, for example in alkenes. Many double bonds exist betw ... has been formed between the C16 and C17 positions. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Androstenone
Androstenone (5α-androst-16-en-3-one) is a 16-androstene class steroidal pheromone. It is found in boar's saliva, celery cytoplasm, and truffle fungus. Androstenone was the first mammalian pheromone to be identified. It is found in high concentrations in the saliva of male pigs, and, when inhaled by a female pig that is in heat, results in the female assuming the mating stance. Androstenone is the active ingredient in 'Boarmate', a commercial product made by DuPont sold to pig farmers to test sows for timing of artificial insemination. Biosynthesis Androstenone is synthesized from androstadienone by 5α-reductase, and can be converted into 3α-androstenol or 3β-androstenol by 3-ketosteroid reductase. Properties Depending upon the subject, it is reported to be an unpleasant, sweaty, urinous smell, a woody smell, or even a pleasant floral smell. There are two different genotypes that allow an individual to smell androstenone. The first genotype, which consists of two ful ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Androstenol
Androstenol, also known as 5α-androst-16-en-3α-ol (shortened to 3α,5α-androstenol or 3α-androstenol), is a 16-androstene class steroidal pheromone and neurosteroid in humans and other mammals, notably pigs. It possesses a characteristic musk-like odor. Androstenol, or a derivative, is found in black truffles. This was offered as an explanation for how pigs locate them deep in the ground: Androstenol is produced in the saliva of male pigs. However, experiments in France using pigs to scent truffles, truffle scent extract, and purified androstenol showed that pigs responded to the first two (actually trying to eat dirt containing the truffle extract), but ignored the androstenol. A positional isomer of androstenol, 3β-androstenol (5α-androst-16-en-3β-ol), is also endogenous to humans (as well as to pigs), behaving as a pheromone and contributing to axillary odor. Biosynthesis In humans and boars, androstenol is biosynthesized in the testes. Pregnenolone is metabolized int ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 ERβ, 3 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 inc ...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) - Human ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Androgenic
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 includes the embryological development of the primary male sex organs, and the development of male secondary sex characteristics at puberty. Androgens are synthesized in the testes, the ovaries, and the adrenal glands. Androgens increase in both males and females during puberty. The major androgen in males is testosterone. Dihydrotestosterone (DHT) and androstenedione are of equal importance in male development. DHT ''in utero'' causes differentiation of the penis, scrotum and prostate. In adulthood, DHT contributes to balding, prostate growth, and sebaceous gland activity. Although androgens are commonly thought of only as male sex hormones, females also have them, but at lower levels: they function in libido and sexual arousal. Also, andr ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
