Methylepitiostanol, known by the nicknames Epistane, Hemapolin, Havoc, and Epi Plex, is a synthetic and orally active anabolic–androgenic steroid (AAS) of the dihydrotestosterone (DHT) group which was first described in the literature in 1974 but was never marketed for medical use. It is the 17α-methylated derivative of epitiostanol, an AAS and antiestrogen which was formerly used in the treatment of breast cancer in Japan. Similarly to mepitiostane, methylepitiostanol is an orally active variant of epitiostanol. Due to its C17α methyl group, the drug is considered to have a high potential for hepatotoxicity.
|Other names||Epistane; Hemapolin; Havoc; Epi Plex; Methylepithiostanol; Methepitiostane; 17α-Methylepitiostanol; 2α,3α-Epithio-17α-methyl-4,5α-dihydrotestosterone; 2α,3α-Epithio-17α-methyl-DHT|
|Drug class||Androgen; Anabolic steroid; Antiestrogen|
|Chemical and physical data|
|Molar mass||320.53248 g/mol g·mol−1|
|3D model (JSmol)|
Methylepitiostanol surfaced on the internet as a novel designer steroid in dietary supplements around 2009. It was identified in 2015 in over 30 products sold online that listed it as an ingredient on their product label. As of 2015, the drug is reportedly not a controlled substance. However, it may degrade in some product containers into desoxymethyltestosterone (DMT; 3-desoxy-17α-methyl-δ2-DHT), which, in contrast, is a controlled substance. Moreover, methylepitiostanol has been reported to be a prodrug of DMT.
Methylepitiostanol, also known as 2α,3α-epithio-17α-methyl-4,5α-dihydrotestosterone (2α,3α-epithio-17α-methyl-DHT) or as 2α,3α-epithio-17α-methyl-5α-androstan-17β-ol, is a synthetic androstane steroid and a 17α-alkylated derivative of DHT. It is closely related to epitiostanol (2α,3α-epithio-DHT) and mepitiostane (epitiostanol 17-methyloxycyclopentyl ether).
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- Okano, Masato; Sato, Mitsuhiko; Ikekita, Ayako; Kageyama, Shinji (November–December 2009). "Analysis of non-ketoic steroids 17α-methylepithiostanol and desoxymethyl-testosterone in dietary supplements". Drug Testing and Analysis. 1 (11–12): 518–525. doi:10.1002/dta.72. ISSN 1942-7611. PMID 20355167.
- Okano M, Sato M, Ikekita A, Kageyama S (2009). "Analysis of non-ketoic steroids 17alpha-methylepithiostanol and desoxymethyl- testosterone in dietary supplements". Drug Test Anal. 1 (11–12): 518–25. doi:10.1002/dta.72. PMID 20355167.