Canolol

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
CAS Number	28343-22-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:197097;
ChemSpider	33074;
EC Number	848-947-6;
PubChem CID	35960;
UNII	ZB5OK5EX8B ;
CompTox Dashboard (EPA)	DTXSID30865427 ;
	InChI InChI=1S/C10H12O3/c1-4-7-5-8(12-2)10(11)9(6-7)13-3/h4-6,11H,1H2,2-3H3 Key: QHJGZUSJKGVMTF-UHFFFAOYSA-N;
	SMILES C=Cc1cc(OC)c(O)c(OC)c1;
Properties
Chemical formula	C10H12O3
Molar mass	180.203 g·mol−1
Hazards
	GHS labelling:[1]
Pictograms
Signal word	Danger
Hazard statements	H315, H318, H335
Precautionary statements	P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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]

References

^ 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.
^ 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.
^ 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.
^ 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. Bibcode:2012JAFC...60.7506S. doi:10.1021/jf301738y. PMID 22746294.

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