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<span id="openzim-page-title" class="mw-page-title-main"><span class="mw-page-title-main">Quebecol</span></span>
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<table class="infobox ib-chembox">
<caption>Quebecol
</caption>
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<td colspan="2" style="text-align:center; padding:2px;">
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<th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Names
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<td colspan="2" style="text-align:left;"><a href="Chemical_nomenclature" title="Chemical nomenclature">IUPAC name</a>
<div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">2,3,3-Tri-(3-methoxy-4-hydroxyphenyl)-1-propanol</div>
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<th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Identifiers
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<td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div>
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<td><style data-mw-deduplicate="TemplateStyles:r1126788409">
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</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=1360605-46-4">1360605-46-4</a></span><sup> <span typeof="mw:File"><span></span></span><span style="display:none">Y</span></sup></li></ul></div>
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<td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div>
</td>
<td><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=COC1%3DC%28C%3DCC%28%3DC1%29C%28CO%29C%28C2%3DCC%28%3DC%28C%3DC2%29O%29OC%29C3%3DCC%28%3DC%28C%3DC3%29O%29OC%29O">Interactive image</a></span></li></ul></div>
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<td><a href="ChEMBL" title="ChEMBL">ChEMBL</a>
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<td><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembl/explore/compound/ChEMBL2426727">ChEMBL2426727</a></span></li></ul></div>
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<td><a href="ChemSpider" title="ChemSpider">ChemSpider</a>
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<td><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.29784847.html">29784847</a></span><sup> <span typeof="mw:File"><span></span></span><span style="display:none">Y</span></sup></li></ul></div>
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<td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div>
</td>
<td><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/56838437">56838437</a></span></li></ul></div>
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<td><a href="Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a>
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<td><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/XE6U6NUC3D">XE6U6NUC3D</a></span><sup> <span typeof="mw:File"><span></span></span><span style="display:none">Y</span></sup></li></ul></div>
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<td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div>
</td>
<td><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID301018794">DTXSID301018794</a> </span></li></ul></div>
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<td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;">
<div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div>
<ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">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<sup> <span typeof="mw:File"><span></span></span><span style="display:none">N</span></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: YYZUHPNBYRRBOR-UHFFFAOYSA-N<sup> <span typeof="mw:File"><span></span></span><span style="display:none">N</span></sup></div></div></li><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">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</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: YYZUHPNBYRRBOR-UHFFFAOYAE</div></div></li></ul>
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<td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;">
<div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div>
<ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">COC1=C(C=CC(=C1)C(CO)C(C2=CC(=C(C=C2)O)OC)C3=CC(=C(C=C3)O)OC)O</div></li></ul>
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<th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Properties
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<td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="Chemical_formula" title="Chemical formula">Chemical formula</a></div>
</td>
<td><span title="Carbon">C</span><sub>24</sub><span title="Hydrogen">H</span><sub>26</sub><span title="Oxygen">O</span><sub>7</sub>
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<td><a href="Molar_mass" title="Molar mass">Molar mass</a>
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<td><span class="nowrap">426.465</span> g·mol<sup>−1</sup>
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<td colspan="2" style="text-align:left; background:#f8eaba; color:inherit; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div>
<div style="margin-top: 0.3em;"><div style="text-align:center;"><span typeof="mw:File"><span></span></span><span style="display:none">N</span> <span class="reflink nourlexpansion"><a class="external text external" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=448799106&page2=Quebecol">verify</a></span> (what is <sup><span typeof="mw:File"><span></span></span><span style="display:none">Y</span><span typeof="mw:File"><span></span></span><span style="display:none">N</span></sup> ?)
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<div style="margin-top: 0.3em; text-align: center;">Infobox references</div>
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<p><b>Quebecol</b> is a <a href="Natural_phenol" class="mw-redirect" title="Natural phenol">polyphenolic</a> <a href="Chemical_compound" title="Chemical compound">chemical compound</a> that has been isolated from <a href="Maple_syrup" title="Maple syrup">maple syrup</a>.<sup id="cite_ref-Li_1-0" class="reference"><a href="#cite_note-Li-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> It has the chemical formula C<sub>24</sub>H<sub>26</sub>O<sub>7</sub> and the systematic name 2,3,3-tri-(3-methoxy-4-hydroxyphenyl)-1-propanol. Analysis of maple <a href="Sap" title="Sap">sap</a> 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.<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
A total synthesis of the compound was reported in 2013.<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup>
</p><p>The chemical compound is named after the <a href="Provinces_and_territories_of_Canada" title="Provinces and territories of Canada">Canadian province</a> of <a href="Quebec" title="Quebec">Quebec</a> which is the world’s largest producer of maple syrup.
</p>
<div class="mw-heading mw-heading2"><h2 id="References">References</h2></div>
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</style><cite id="CITEREFLiSeeram2011" class="citation journal cs1">Li, Liya; Seeram, Navindra P. (2011). "Quebecol, a novel phenolic compound isolated from Canadian maple syrup". <i>Journal of Functional Foods</i>. <b>3</b> (2): <span class="nowrap">125–</span>128. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.jff.2011.02.004">10.1016/j.jff.2011.02.004</a>.</cite></span>
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<li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><cite id="CITEREFJohnson2011" class="citation news cs1">Johnson, Tim (4 April 2011). <a rel="nofollow" class="external text" href="https://archive.today/20120724024244/http://www.burlingtonfreepress.com/article/20110404/NEWS02/110403015/Quebecol-fancy-name-healthful-compound-found-Canadian-syrup">"Quebecol: A fancy name for healthful compound found in Canadian syrup"</a>. <i>Burlington Free Press</i>. Archived from <a rel="nofollow" class="external text" href="http://www.burlingtonfreepress.com/article/20110404/NEWS02/110403015/Quebecol-fancy-name-healthful-compound-found-Canadian-syrup">the original</a> on 24 July 2012.</cite></span>
</li>
<li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text"><cite id="CITEREFCardinalVoyer2013" class="citation journal cs1">Cardinal, Sébastien; Voyer, Normand (2013). "Total synthesis of quebecol". <i>Tetrahedron Letters</i>. <b>54</b> (38): <span class="nowrap">5178–</span>5180. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.tetlet.2013.07.048">10.1016/j.tetlet.2013.07.048</a>.</cite></span>
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