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Description | Epiandrosterone is a steroid hormone with weak androgenic activity, derived from 5 α-androstane. It is a dehydroepiandrosterone metabolite and an androgen. It is a precursor of testosterone and estradiol with hypolipidemic and anabolic activities. |
Chemical Properties | white to off-white crystalline powder. Musky odor when heated. |
Uses | Epiandrosterone is used for weight loss, to improve athletic performance, to reduce sexual problems, and for many other uses, but there is no good scientific evidence to support its use. Epiandrosterone might also be unsafe. Epiandrosterone is a steroid hormone that is present in normal human urine as a minor constituent , it is a less active 3β-isomer of the androgen Androsterone (A635535). Controlled Substance. |
Definition | ChEBI: Epiandrosterone is a 3beta-hydroxy steroid that is (5alpha)-androstane substituted by a beta-hydroxy group at position 3 and an oxo group at position 17. It has a role as an androgen and a human metabolite. It is a 17-oxo steroid, a 3beta-hydroxy steroid and an androstanoid. It derives from a 5alpha-androstane. |
Application | Epiandrosterone presents some neurological activity since it can bind to the ?-aminobutyric acid (GABA)/benzodiazepine-receptor complex (GABA-RC), acting as a negative non-competitive modulator of GABA-RC, and signaling through the N-methyl-D-aspartate receptor. It can also inhibit the pentose phosphate pathway, dilating blood vessels pre-contracted by partial depolarization. Epiandrosterone can inhibit the thromboxane A2 synthesis in activated platelets, decrease plasma plasminogen activator inhibitor type 1, reduce tissue plasminogen activator antigen, improve insulin-like growth factor 1 serum levels, and increase the synthesis of cyclic guanosine monophosphate and nitric oxide. In vitro assays demonstrate that this compound inhibits Junin virus replication vitro anti-adenovirus (AdV) activity. Epiandrosterone affects glucose oxidation and interleukin-1 beta in in vitro pancreatic islets. |
Preparation | 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. |
Side effects | When taken by mouth: Epiandrosterone is POSSIBLY UNSAFE for most people when taken by mouth. Side effects include infertility, behavioral changes, hair loss, and breast development (in men). Epiandrosterone can also lead to liver damage and heart disease. |
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