19-Nor-5-androstenediol
| Clinical data | |
|---|---|
| Routes of administration | Oral |
| Identifiers | |
| |
| Synonyms | Estr-5-ene-3β,17β-diol; 19-Norandrost-5-ene-3β,17β-diol |
| PubChem (CID) | 9900246 |
| ChemSpider | 19967184 |
| UNII | 5N0V272KSA |
| ChEMBL | CHEMBL259126 |
| Chemical and physical data | |
| Formula | C28H28O2 |
| Molar mass | 276.42 g/mol |
| 3D model (Jmol) | Interactive image |
| |
| |
19-Nor-5-androstenediol, also known as estr-5-ene-3β,17β-diol, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a derivative of 19-nortestosterone (nandrolone) that was never introduced for medical use.[1][2][3] It is an androgen prohormone of nandrolone and of other 19-norandrostanes.[1][2][3]
19-Nor-5-androstenediol, 19-nor-5-androstenedione, and other 19-norandrostane prohormones were considered to be nutritional supplements and were sold over-the-counter in the United States as a result of the Dietary Supplement Health and Education Act of 1994 (DSHEA).[1][2] However, they were banned from sports in 1999 by the International Olympic Committee (IOC) and are currently on the World Anti-Doping Agency (WADA) list of prohibited substances.[1] In 2004, they became controlled substances in the U.S. as a result of the Anabolic Steroid Control Act of 2004.[1]
See also
- 5-Androstenediol
- Bolandiol (19-nor-4-androstenediol)
- Bolandione (19-nor-4-androstenedione)
- Bolenol (17α-ethyl-19-nor-5-androstenol)
- Chlorodehydromethylandrostenediol
- Chloromethylandrostenediol
- Methandriol (17α-methyl-5-androstenediol)
References
- 1 2 3 4 5 Torrado S, Roig M, Farré M, Segura J, Ventura R (2008). "Urinary metabolic profile of 19-norsteroids in humans: glucuronide and sulphate conjugates after oral administration of 19-nor-4-androstenediol". Rapid Commun. Mass Spectrom. 22 (19): 3035–42. doi:10.1002/rcm.3689. PMID 18763272.
- 1 2 3 Uralets VP, Gillette PA (2000). "Over-the-counter delta5 anabolic steroids 5-androsen-3,17-dione; 5-androsten-3beta, 17beta-diol; dehydroepiandrosterone; and 19-nor-5-androsten-3,17-dione: excretion studies in men". J Anal Toxicol. 24 (3): 188–93. PMID 10774538.
- 1 2 Earnest CP (2001). "Dietary androgen 'supplements': separating substance from hype". Phys Sportsmed. 29 (5): 63–79. doi:10.3810/psm.2001.05.781. PMID 20086575.