Canolol
{{Chembox
| ImageFile = Canolol.svg
| ImageSize = 150px
| ImageAlt = Chemical structure of canolol
| PIN = 4-Ethenyl-2,6-dimethoxyphenol
| OtherNames = 2,6-Dimethoxy-4-vinylphenol
4-Vinyl-2,6-dimethoxyphenol
4-Vinylsyringol
|Section1={{Chembox Identifiers
| CASNo = 28343-22-8
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = ZB5OK5EX8B
| ChemSpiderID = 33074
| PubChem = 35960
| SMILES = C=Cc1cc(OC)c(O)c(OC)c1
}}
|Section2={{Chembox Properties
| C=10
| H=12
| O=3
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|Section3={{Chembox Hazards
| MainHazards =
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Canolol is a phenolic compound found in crude canola oil.{{cite journal | doi = 10.1021/jp2022105 | title = Canolol: A Promising Chemical Agent against Oxidative Stress | date = 2011 | last1 = Galano | first1 = Annia | last2 = Francisco-Márquez | first2 = Misaela | last3 = Alvarez-Idaboy | first3 = Juan R. | journal = The Journal of Physical Chemistry B | volume = 115 | issue = 26 | pages = 8590–8596 | pmid = 21619069 }}{{cite journal | pmid = 18059022 | date = 2008 | last1 = Cao | first1 = X. | last2 = Tsukamoto | first2 = T. | last3 = Seki | first3 = T. | last4 = Tanaka | first4 = H. | last5 = Morimura | first5 = S. | last6 = Cao | first6 = L. | last7 = Mizoshita | first7 = T. | last8 = Ban | first8 = H. | last9 = Toyoda | first9 = T. | last10 = Maeda | first10 = H. | last11 = Tatematsu | first11 = M. | title = 4-Vinyl-2,6-dimethoxyphenol (Canolol) suppresses oxidative stress and gastric carcinogenesis in Helicobacter pylori-infected carcinogen-treated Mongolian gerbils | journal = International Journal of Cancer | volume = 122 | issue = 7 | pages = 1445–1454 | doi = 10.1002/ijc.23245 }} It is produced by decarboxylation of sinapic acid during canola seed roasting.{{cite journal | doi = 10.1039/C3GC40748A | title = Antioxidant canolol production from a renewable feedstock via an engineered decarboxylase | date = 2013 | last1 = Morley | first1 = Krista L. | last2 = Grosse | first2 = Stephan | last3 = Leisch | first3 = Hannes | last4 = Lau | first4 = Peter C. K. | journal = Green Chemistry | volume = 15 | issue = 12 | page = 3312 }}{{cite journal | doi = 10.1021/jf301738y | title = Isolation and Identification of a Potent Radical Scavenger (Canolol) from Roasted High Erucic Mustard Seed Oil from Nepal and Its Formation during Roasting | date = 2012 | last1 = Shrestha | first1 = Kshitij | last2 = Stevens | first2 = Christian V. | last3 = De Meulenaer | first3 = Bruno | journal = Journal of Agricultural and Food Chemistry | volume = 60 | issue = 30 | pages = 7506–7512 | pmid = 22746294 }}
See also
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- Phenolic content in wine
- Syringaldehyde
- Syringol
- Syringic acid
- Acetosyringone
- Sinapyl alcohol
- Sinapaldehyde
- Sinapinic acid
- Sinapine
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