Bolandiol

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Bolandiol
Bolandiol.svg
Identifiers
CAS number 19793-20-5 YesY
PubChem 9835303
ChemSpider 8011024
ChEMBL CHEMBL2106664
Jmol-3D images Image 1
Properties
Molecular formula C18H28O2
Molar mass 276.41 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Bolandiol (19-norandrostenediol) is a synthetic anabolic steroid. It is hypothesized by interaction with androgen receptors, estrogen receptors, and progestin receptors.[1]

Bolandiol is on the World Anti-Doping Agency's list of prohibited substances,[2] and is therefore banned from use in most major sports. It is a potential metabolic precursor to nandrolone.[3] However, several clinical studies have concluded that bolandiol does not alter strength, body composition, or exercise performance.[4][5]

References[edit]

  1. ^ Attardi, BJ; Page, ST; Hild, SA; Coss, CC; Matsumoto, AM (2010). "Mechanism of action of bolandiol (19-nortestosterone-3beta,17beta-diol), a unique anabolic steroid with androgenic, estrogenic, and progestational activities". The Journal of steroid biochemistry and molecular biology 118 (3): 151–61. doi:10.1016/j.jsbmb.2009.11.008. PMC 2831543. PMID 19941958. 
  2. ^ "The World Anti-Doping Code: The 2012 Prohibited List". World Anti-Doping Agency. Retrieved 2012-07-17. 
  3. ^ Dehennin, L.; Bonnaire, Y.; Plou, Ph. (2002). "Human nutritional supplements in the horse: comparative effects of 19-norandrostenedione and 19-norandrostenediol on the 19-norsteroid profile and consequences for doping control". Journal of Chromatography, B: Analytical Technologies in the Biomedical and Life Sciences 766 (2): 257–263. doi:10.1016/S0378-4347(01)00506-0. 
  4. ^ Van Gammeren, D; Falk, D; Antonio, J (2001). "The effects of supplementation with 19-nor-4-androstene-3,17-dione and 19-nor-4-androstene-3,17-diol on body composition and athletic performance in previously weight-trained male athletes". European journal of applied physiology 84 (5): 426–31. doi:10.1007/s004210100395. PMID 11417430. 
  5. ^ Van Gammeren, D; Falk, D; Antonio, J (2002). "Effects of norandrostenedione and norandrostenediol in resistance-trained men". Nutrition 18 (9): 734–7. doi:10.1016/s0899-9007(02)00834-1. PMID 12297208.