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Quebecol

From Wikipedia, the free encyclopedia
Quebecol
Names
IUPAC name
2,3,3-Tri-(3-methoxy-4-hydroxyphenyl)-1-propanol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • 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,13H2,1-3H3 ☒N
    Key: YYZUHPNBYRRBOR-UHFFFAOYSA-N ☒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,13H2,1-3H3
    Key: YYZUHPNBYRRBOR-UHFFFAOYAE
  • COC1=C(C=CC(=C1)C(CO)C(C2=CC(=C(C=C2)O)OC)C3=CC(=C(C=C3)O)OC)O
Properties
C24H26O7
Molar mass 426.465 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Quebecol is a polyphenolic chemical compound that has been isolated from maple syrup.[1] 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.[2] A total synthesis of the compound was reported in 2013.[3]

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

References

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  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.