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Quebecol

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Quebecol
Names
IUPAC name 2,3,3-Tri-(3-methoxy-4-hydroxyphenyl)-1-propanol
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C24H26O7/c1-29-21-10-14(4-7-18(21)26)17(13-25)24(15-5-8-19(27)22(11-15)30-2)16-6-9-20(28)23(12-16)31-3/h4-12,17,24-28H,13H2,1-3H3Key: YYZUHPNBYRRBOR-UHFFFAOYSA-N
  • InChI=1/C24H26O7/c1-29-21-10-14(4-7-18(21)26)17(13-25)24(15-5-8-19(27)22(11-15)30-2)16-6-9-20(28)23(12-16)31-3/h4-12,17,24-28H,13H2,1-3H3Key: YYZUHPNBYRRBOR-UHFFFAOYAE
SMILES
  • COC1=C(C=CC(=C1)C(CO)C(C2=CC(=C(C=C2)O)OC)C3=CC(=C(C=C3)O)OC)O
Properties
Chemical formula C24H26O7
Molar mass 426.465 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Quebecol is a polyphenolic chemical compound that has been isolated from maple syrup. It has the chemical formula C24H26O7 and the systematic name 2,3,3-tri-(3-methoxy-4-hydroxyphenyl)-1-propanol. Analysis of maple sap before it is converted into syrup suggests that this compound is not naturally present in the sap but, instead, is formed during extraction or processing. A total synthesis of the compound was reported in 2013.

The chemical compound is named after the Canadian province of Quebec which is the world’s largest producer of maple syrup.

References

  1. Li, Liya; Seeram, Navindra P. (2011). "Quebecol, a novel phenolic compound isolated from Canadian maple syrup". Journal of Functional Foods. 3 (2): 125–128. doi:10.1016/j.jff.2011.02.004.
  2. Johnson, Tim (4 April 2011). "Quebecol: A fancy name for healthful compound found in Canadian syrup". Burlington Free Press. Archived from the original on 24 July 2012.
  3. Cardinal, Sébastien; Voyer, Normand (2013). "Total synthesis of quebecol". Tetrahedron Letters. 54 (38): 5178–5180. doi:10.1016/j.tetlet.2013.07.048.
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