5-Androstenedione
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Other names | Androst-5-ene-3,17-dione; Δ5-Androstenedione; NSC-12873 |
Routes of administration | Oral |
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Formula | C19H26O2 |
Molar mass | 286.415 g·mol−1 |
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5-Androstenedione, also known as androst-5-ene-3,17-dione, is a prohormone of testosterone. The World Anti-Doping Agency prohibits its use in athletes. In the United States, it is a controlled substance.
5-Androstenedione is structurally similar to 4-androstenedione, with the exception of the position of a carbon-carbon double bond.
4-Androstenedione is naturally produced in the body by the adrenal glands and gonads. In addition to testosterone, it is also a precursor of estrone and estradiol.[1][2]
5-Androstenedione is on the World Anti-Doping Agency's list of prohibited substances,[3] and is therefore banned from use in most major sports.
References
- ^ Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, et al. (January 2011). "DrugBank 3.0: a comprehensive resource for 'omics' research on drugs". Nucleic Acids Research. 39 (Database issue): D1035–D1041. doi:10.1093/nar/gkq1126. PMC 3013709. PMID 21059682.
- ^ Wishart DS, Knox C, Guo AC, Cheng D, Shrivastava S, Tzur D, et al. (January 2008). "DrugBank: a knowledgebase for drugs, drug actions and drug targets". Nucleic Acids Research. 36 (Database issue): D901–D906. doi:10.1093/nar/gkm958. PMC 2238889. PMID 18048412.
- ^ "The World Anti-Doping Code: The 2020 Prohibited List" (PDF). World Anti-Doping Agency. Retrieved 2019-12-28.
External links
- 5-Androstenedione
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- See also
- Receptor/signaling modulators
- Androgens and antiandrogens
- Estrogen receptor modulators
- Progesterone receptor modulators
- List of androgens and anabolic steroids
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