Canolol

Canolol
Chemical structure of canolol
Names
Preferred IUPAC name
4-Ethenyl-2,6-dimethoxyphenol
Other names
2,6-Dimethoxy-4-vinylphenol
4-Vinyl-2,6-dimethoxyphenol
4-Vinylsyringol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • C=Cc1cc(OC)c(O)c(OC)c1
Properties
C10H12O3
Molar mass 180.203 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Canolol is a phenolic compound found in crude canola oil.[1][2] It is produced by decarboxylation of sinapic acid during canola seed roasting.[3][4]

See also

References

  1. ^ Galano, Annia; Francisco-Márquez, Misaela; Alvarez-Idaboy, Juan R. (2011). "Canolol: A Promising Chemical Agent against Oxidative Stress". The Journal of Physical Chemistry B. 115 (26): 8590–8596. doi:10.1021/jp2022105. PMID 21619069.
  2. ^ Cao, X.; Tsukamoto, T.; Seki, T.; Tanaka, H.; Morimura, S.; Cao, L.; Mizoshita, T.; Ban, H.; Toyoda, T.; Maeda, H.; Tatematsu, M. (2008). "4-Vinyl-2,6-dimethoxyphenol (Canolol) suppresses oxidative stress and gastric carcinogenesis in Helicobacter pylori-infected carcinogen-treated Mongolian gerbils". International Journal of Cancer. 122 (7): 1445–1454. doi:10.1002/ijc.23245. PMID 18059022.
  3. ^ Morley, Krista L.; Grosse, Stephan; Leisch, Hannes; Lau, Peter C. K. (2013). "Antioxidant canolol production from a renewable feedstock via an engineered decarboxylase". Green Chemistry. 15 (12): 3312. doi:10.1039/C3GC40748A.
  4. ^ Shrestha, Kshitij; Stevens, Christian V.; De Meulenaer, Bruno (2012). "Isolation and Identification of a Potent Radical Scavenger (Canolol) from Roasted High Erucic Mustard Seed Oil from Nepal and Its Formation during Roasting". Journal of Agricultural and Food Chemistry. 60 (30): 7506–7512. doi:10.1021/jf301738y. PMID 22746294.
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