Androstenediol Sulfate
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Androstenediol Sulfate
Androstenediol sulfate, also known as androst-5-ene-3β,17β-diol 3β-sulfate, is an endogenous, naturally occurring steroid and a urinary metabolites of androstenediol. It is a steroid sulfate which is formed from sulfation of androstenediol by steroid sulfotransferase and can be desulfated back into androstenediol by steroid sulfatase. See also * Steroid sulfate Steroid sulfates are endogenous sulfate esters of steroids. They are formed by steroid sulfotransferases via sulfation of endogenous steroids like cholesterol and steroid hormones. Although steroid sulfates do not bind to steroid hormone receptor ... * C19H30O5S References Androgen esters Androstanes Secondary alcohols Human metabolites Sulfate esters {{biochemistry-stub ...
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Endogenous
Endogenous substances and processes are those that originate from within a living system such as an organism, tissue, or cell. In contrast, exogenous substances and processes are those that originate from outside of an organism. For example, estradiol is an endogenous estrogen hormone produced within the body, whereas ethinylestradiol Ethinylestradiol (EE) is an estrogen medication which is used widely in birth control pills in combination with progestins. In the past, EE was widely used for various indications such as the treatment of menopausal symptoms, gynecological disord ... is an exogenous synthetic estrogen, commonly used in birth control pills. References External links *{{Wiktionary-inline, endogeny Biology ...
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Sulfatase
Sulfatases are enzymes of the esterase class that catalyze the hydrolysis of sulfate esters. These may be found on a range of substrates, including steroids, carbohydrates and proteins. Sulfate esters may be formed from various alcohols and amines. In the latter case the resultant N-sulfates can also be termed sulfamates. Sulfatases play important roles in the cycling of sulfur in the environment, in the degradation of sulfated glycosaminoglycans and glycolipids in the lysosome, and in remodelling sulfated glycosaminoglycans in the extracellular space. Together with sulfotransferases, sulfatases form the major catalytic machinery for the synthesis and breakage of sulfate esters. Occurrence and importance Sulfatases are found in lower and higher organisms. In higher organisms they are found in intracellular and extracellular spaces. Steroid sulfatase is distributed in a wide range of tissues throughout the body, enabling sulfated steroids synthesized in the adrenals and gonads ...
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Secondary Alcohols
In chemistry, an alcohol is a type of organic compound that carries at least one hydroxyl () functional group bound to a saturated carbon atom. The term ''alcohol'' originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. An important class of alcohols, of which methanol and ethanol are the simplest examples, includes all compounds which conform to the general formula . Simple monoalcohols that are the subject of this article include primary (), secondary () and tertiary () alcohols. The suffix ''-ol'' appears in the IUPAC chemical name of all substances where the hydroxyl group is the functional group with the highest priority. When a higher priority group is present in the compound, the prefix ''hydroxy-'' is used in its IUPAC name. The suffix ''-ol'' in non-IUPAC names (such as paracetamol or cholesterol) also typically indicates that the substance is an alcohol. However, some compound ...
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Androstanes
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, and ...
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Androgen Esters
An androgen or anabolic steroid ester is an ester of an androgen/ anabolic steroid (AAS) such as the natural testosterone or dihydrotestosterone (DHT) or the synthetic nandrolone (19-nortestosterone). Esterification renders AAS into metabolism-resistant prohormones of themselves, improving oral bioavailability, increasing lipophilicity, and extending the elimination half-life (which necessitates less frequent administration). In addition, with intramuscular injection, AAS esters are absorbed more slowly into the body, further improving the elimination half-life. Aside from differences in pharmacokinetics (e.g., duration), these esters essentially have the same effects as the parent drugs. They are used in androgen replacement therapy (ART), among other indications. Examples of androgen esters include testosterone esters such as testosterone cypionate, testosterone enanthate, testosterone propionate, and testosterone undecanoate and nandrolone esters such as nandrolone decanoate a ...
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C19H30O5S
The molecular formula C19H30O5S (molar mass: 370.50 g/mol, exact mass: 370.1814 u) may refer to: * Androstenediol sulfate * Androsterone sulfate Androsterone sulfate, also known as 3α-hydroxy-5α-androstan-17-one 3α-sulfate, is an endogenous, naturally occurring steroid and one of the major urinary metabolites of androgens. It is a steroid sulfate which is formed from sulfation of andro ... {{Molecular formula disambiguation Molecular formulas ...
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Steroid Sulfate
Steroid sulfates are endogenous sulfate esters of steroids. They are formed by steroid sulfotransferases via sulfation of endogenous steroids like cholesterol and steroid hormones. Although steroid sulfates do not bind to steroid hormone receptors and hence are hormonally inert, they can be desulfated by steroid sulfatase and in this way serve as precursors and circulating reservoirs for their active unsulfated counterparts. In addition, some steroid sulfates have biological activity in their own right, for instance acting as neurosteroids and modulating ligand-gated ion channels such as the GABAA and NMDA receptors among other biological targets. List of endogenous steroid sulfates Endogenous steroid sulfates include: * Cholesterol sulfate (formed from cholesterol by SULT2B1b) * Pregnenolone sulfate (formed from pregnenolone by SULT2A1 and SULT2B1a) * sulfate (formed from by SULT2A1 and SULT1E1) * Androstenediol sulfate (formed from androstenediol) * Androsterone sulfate ( ...
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Steroid Sulfatase
Steroid sulfatase (STS), or steryl-sulfatase (EC 3.1.6.2), formerly known as arylsulfatase C, is a sulfatase enzyme involved in the metabolism of steroids. It is encoded by the ''STS'' gene. Reactions This enzyme catalysis, catalyses the following chemical reaction : 3β-hydroxyandrost-5-en-17-one 3-sulfate + H2O \rightleftharpoons 3β-hydroxyandrost-5-en-17-one + sulfate Also acts on some related steryl sulfates. Function The protein encoded by this gene catalyzes the conversion of sulfated steroid precursors to the free steroid. This includes DHEA sulfate, estrone sulfate, pregnenolone sulfate, and cholesterol sulfate, all to their unconjugated forms (DHEA, estrone, pregnenolone, and cholesterol, respectively). The encoded protein is found in the endoplasmic reticulum, where it is present as a homodimer. Clinical significance A congenital deficiency in the enzyme is associated with X-linked ichthyosis, a scaly-skin disease affecting roughly 1 in every 2,000 to 6,000 mal ...
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Steroid Sulfotransferase
In enzymology, a steroid sulfotransferase () is an enzyme that catalyzes the chemical reaction :3'-phosphoadenylyl sulfate + a phenolic steroid \rightleftharpoons adenosine 3',5'-bisphosphate + steroid O-sulfate Thus, the two substrates of this enzyme are 3'-phosphoadenylyl sulfate and phenolic steroid, whereas its two products are adenosine 3',5'-bisphosphate and steroid O-sulfate. This enzyme belongs to the family of transferases, specifically the sulfotransferases, which transfer sulfur-containing groups. The systematic name of this enzyme class is 3'-phosphoadenylyl-sulfate:phenolic-steroid sulfotransferase. This enzyme is also called steroid alcohol sulfotransferase. This enzyme participates in steroid metabolism. Genes Of 62 sulfotransferase genes in the human genome, 16 represent cytoplasmic sulfotransferases, and of these 16 cytoplasmic sulfotransferases, five have been found to act as steroid sulfotransferases. These five sulfotransferase genes are SULT1A1, SU ...
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Natural Product
A natural product is a natural compound or substance produced by a living organism—that is, found in nature. In the broadest sense, natural products include any substance produced by life. Natural products can also be prepared by chemical synthesis (both semisynthesis and total synthesis) and have played a central role in the development of the field of organic chemistry by providing challenging synthetic targets. The term natural product has also been extended for commercial purposes to refer to cosmetics, dietary supplements, and foods produced from natural sources without added artificial ingredients. Within the field of organic chemistry, the definition of natural products is usually restricted to organic compounds isolated from natural sources that are produced by the pathways of primary or secondary metabolism. Within the field of medicinal chemistry, the definition is often further restricted to secondary metabolites. Secondary metabolites (or specialized metabolites ...
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Sulfation
Sulfation is the chemical reaction that entails the addition of SO3 group. In principle, many sulfations would involve reactions of sulfur trioxide (SO3). In practice, most sulfations are effected less directly. Regardless of the mechanism, the installation of a sulfate-like group on a substrate leads to substantial changes. Sulfation in industry Sulfation of calcium oxides Sulfation is a process used to remove "sulfur" from the combustion of fossil fuels. The goal is to minimize the pollution by the combusted gases. Combustion of sulfur-containing fuels releases sulfur dioxide, which, in the atmosphere, oxidizes to the equivalent of sulfuric acid, which is corrosive. To minimize the problem, the combustion is often conducted in the presence of calcium oxide or calcium carbonate, which, directly or indirectly, bind sulfur dioxide and some oxygen to give calcium sulfate. The net reaction is: :CaO + SO2 → CaSO3 :CaSO3 + 1/2 O2 → CaSO4 or the net reaction is sulfa ...
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Steroid Sulfate
Steroid sulfates are endogenous sulfate esters of steroids. They are formed by steroid sulfotransferases via sulfation of endogenous steroids like cholesterol and steroid hormones. Although steroid sulfates do not bind to steroid hormone receptors and hence are hormonally inert, they can be desulfated by steroid sulfatase and in this way serve as precursors and circulating reservoirs for their active unsulfated counterparts. In addition, some steroid sulfates have biological activity in their own right, for instance acting as neurosteroids and modulating ligand-gated ion channels such as the GABAA and NMDA receptors among other biological targets. List of endogenous steroid sulfates Endogenous steroid sulfates include: * Cholesterol sulfate (formed from cholesterol by SULT2B1b) * Pregnenolone sulfate (formed from pregnenolone by SULT2A1 and SULT2B1a) * sulfate (formed from by SULT2A1 and SULT1E1) * Androstenediol sulfate (formed from androstenediol) * Androsterone sulfate ( ...
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