Chemistry:5-Methyl-7-methoxyisoflavone

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5-Methyl-7-methoxyisoflavone
5-Methyl-7-methoxyisoflavone.svg
Names
IUPAC name
7-Methoxy-5-methylisoflavone
Preferred IUPAC name
7-Methoxy-5-methyl-3-phenyl-4H-1-benzopyran-4-one
Other names
Methoxyisoflavone
Identifiers
3D model (JSmol)
ChemSpider
Properties
C17H14O3
Molar mass 266.296 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

5-Methyl-7-methoxyisoflavone, commonly referred to simply as methoxyisoflavone, is a chemical compound marketed as a bodybuilding supplement. However, there is no meaningful clinical evidence to support its usefulness.[1][2] A study published in 2006 examined the effect of methoxyflavone on training adaptations and markers of muscle anabolism and catabolism. No measurable effects were observed in athletic performance or in levels of testosterone and cortisol.[3]

Consumption of 5-methyl-7-methoxyisoflavone can produce false positive results in urinary tests for cannabinoid use.[4][5]

References

  1. "Methoxyisoflavone". NYU Langone Medical Center. July 2012. http://www.med.nyu.edu/content?ChunkIID=212798. "There is no meaningful evidence to indicate that methoxyisoflavone is useful as a sports supplement." 
  2. "Methoxyisoflavone". EBSCO CAM Review Board. http://therapy.epnet.com/nat/GetContent.asp?siteid=EBSCO&chunkiid=212798. 
  3. Wilborn, Colin D; Taylor, Lemuel W; Campbell, Bill I; Kerksick, Chad; Rasmussen, Chris J; Greenwood, Michael; Kreider, Richard B (2006). "Effects of Methoxyisoflavone, Ecdysterone, and Sulfo-Polysaccharide Supplementation on Training Adaptations in Resistance-Trained Males". Journal of the International Society of Sports Nutrition 3 (2): 19. doi:10.1186/1550-2783-3-2-19. 
  4. Lecompte, Yannick; Perrin, Martine; Daude, Bernard; Arpino, Patrick (2012). "Méthoxyisoflavone et dépistage du cannabis dans les urines : mise en évidence d’une réaction croisée peu connue" (in fr). Annales de Toxicologie Analytique 24 (1): 49–58. doi:10.1051/ata/2012002. 
  5. Lecompte, Yannick; Rosset, Martine; Richeval, Camille; Humbert, Luc; Arpino, Patrick (2014). "UPLC-ESI-Q-TOF-MSE identification of urinary metabolites of the emerging sport nutrition supplement methoxyisoflavone in human subjects". Journal of Pharmaceutical and Biomedical Analysis 96: 127–134. doi:10.1016/j.jpba.2014.03.031. 

External links

  • Hu, Wei-Xiao; Qian, Hong-Sheng; Rao, Guo-Wu (2004). "Structure of 5-methyl-7-methoxy-isoflavone". Journal of Chemical Crystallography 34 (11): 793. doi:10.1007/s10870-004-7655-y.