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Syringetin
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<h2 id="metabolism">Metabolism</h2> <p>Syringetin is formed from <a href="/facts/Laricitrin/urPzFdba">laricitrin</a> by the action of the enzyme laricitrin 5′-<i>O</i>-methyltransferase<a class="footnote-ref" id="fnref:6" href="#fn:6"><sup>6</sup></a><a class="footnote-ref" id="fnref:7" href="#fn:7"><sup>7</sup></a> (<a href="/facts/Myricetin_O-methyltransferase/2zh2koDo">myricetin <i>O</i>-methyltransferase</a>).<a class="footnote-ref" id="fnref:8" href="#fn:8"><sup>8</sup></a> </p> <h3>Glycosides</h3> <ul><li>Syringetin-3-O-galactoside<a class="footnote-ref" id="fnref:9" href="#fn:9"><sup>9</sup></a><a class="footnote-ref" id="fnref:10" href="#fn:10"><sup>10</sup></a></li> <li>Syringetin-3-O-glucoside<a class="footnote-ref" id="fnref:11" href="#fn:11"><sup>11</sup></a><a class="footnote-ref" id="fnref:12" href="#fn:12"><sup>12</sup></a></li> <li>Syringetin 3-rhamnoside (CAS number 93126-00-2)</li> <li>Syringetin-3-O-rutinoside<a class="footnote-ref" id="fnref:13" href="#fn:13"><sup>13</sup></a> found in <i><a href="/facts/Larix_sibirica/vuxezYxC">Larix sibirica</a></i><a class="footnote-ref" id="fnref:14" href="#fn:14"><sup>14</sup></a></li> <li>Syringetin 3-O-(6′′-acetyl)-β-glucopyranoside found in <i><a href="/facts/Picea_abies/bkoBYHHv">Picea abies</a></i> (Norway spruce)<a class="footnote-ref" id="fnref:15" href="#fn:15"><sup>15</sup></a></li></ul> <h2 id="references">References</h2> <ol> <li id="fn:1"><p>Mattivi, Fulvio; Guzzon, Raffaele; Vrhovsek, Urska; Stefanini, Marco; Velasco, Riccardo (2006). "Metabolite profiling of grape: Flavonols and anthocyanins". Journal of Agricultural and Food Chemistry. 54 (20): 7692–7702. Bibcode:2006JAFC...54.7692M. doi:10.1021/jf061538c. PMID 17002441. S2CID 21407928. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:1" class="footnote-back-ref">↩</a></p></li> <li id="fn:2"><p>Guo, Jian; Yu, Dong-Lei; Xu, Lizhen; Zhu, Min; Yang, Shi-Lin (1998). "Flavonol glycosides from Lysimachia congestiflora". Phytochemistry. 48 (8): 1445–1447. Bibcode:1998PChem..48.1445G. doi:10.1016/s0031-9422(97)01025-x. S2CID 85252109. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:2" class="footnote-back-ref">↩</a></p></li> <li id="fn:3"><p>Lätti, Anja K.; Jaakola, Laura; Riihinen, Kaisu R.; Kainulainen, Pirjo S. (2010). "Anthocyanin and flavonol variation in bog bilberries (Vaccinium uliginosum L.) in Finland". Journal of Agricultural and Food Chemistry. 58 (1): 427–433. Bibcode:2010JAFC...58..427L. doi:10.1021/jf903033m. PMID 20000402. S2CID 28304488. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:3" class="footnote-back-ref">↩</a></p></li> <li id="fn:4"><p>Hsu, Ya-Ling; Liang, Hsin-Lin; Hung, Chih-Hsing; Kuo, Po-Lin (2009). "Syringetin, a flavonoid derivative in grape and wine, induces human osteoblast differentiation through bone morphogenetic protein-2/extracellular signal-regulated kinase 1/2 pathway". Molecular Nutrition & Food Research. 53 (11): 1452–1461. doi:10.1002/mnfr.200800483. PMID 19784998. S2CID 42240173. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:4" class="footnote-back-ref">↩</a></p></li> <li id="fn:5"><p>Hsu, Ya-Ling; Liang, Hsin-Lin; Hung, Chih-Hsing; Kuo, Po-Lin (2009). "Syringetin, a flavonoid derivative in grape and wine, induces human osteoblast differentiation through bone morphogenetic protein-2/extracellular signal-regulated kinase 1/2 pathway". Molecular Nutrition & Food Research. 53 (11): 1452–1461. doi:10.1002/mnfr.200800483. PMID 19784998. S2CID 42240173. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:5" class="footnote-back-ref">↩</a></p></li> <li id="fn:6"><p>Mattivi, Fulvio; Guzzon, Raffaele; Vrhovsek, Urska; Stefanini, Marco; Velasco, Riccardo (2006). "Metabolite profiling of grape: Flavonols and anthocyanins". Journal of Agricultural and Food Chemistry. 54 (20): 7692–7702. Bibcode:2006JAFC...54.7692M. doi:10.1021/jf061538c. PMID 17002441. S2CID 21407928. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:6" class="footnote-back-ref">↩</a></p></li> <li id="fn:7"><p>"Laricitrin 5′-O-methyltransferase activity". AmiGO 2. Gene Ontology Consortium. 2009-02-28. Retrieved 2021-04-04. <a href="http://amigo.geneontology.org/amigo/term/GO:0070448" target="_blank">http://amigo.geneontology.org/amigo/term/GO:0070448</a> <a href="#fnref:7" class="footnote-back-ref">↩</a></p></li> <li id="fn:8"><p>Foerster, Hartmut (2006-11-03). "MetaCyc pathway: Syringetin biosynthesis". MetaCyc. SRI International. Retrieved 2021-04-04. <a href="https://metacyc.org/META/NEW-IMAGE?object=PWY-5391" target="_blank">https://metacyc.org/META/NEW-IMAGE?object=PWY-5391</a> <a href="#fnref:8" class="footnote-back-ref">↩</a></p></li> <li id="fn:9"><p>Mattivi, Fulvio; Guzzon, Raffaele; Vrhovsek, Urska; Stefanini, Marco; Velasco, Riccardo (2006). "Metabolite profiling of grape: Flavonols and anthocyanins". Journal of Agricultural and Food Chemistry. 54 (20): 7692–7702. Bibcode:2006JAFC...54.7692M. doi:10.1021/jf061538c. PMID 17002441. S2CID 21407928. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:9" class="footnote-back-ref">↩</a></p></li> <li id="fn:10"><p>Matsuda, F.; Suzuki, M.; Sawada, Y. (2016-01-19). "Syringetin-3-O-galactoside; LC-ESI-QTOF; MS2; CE:Ramp 5-60 V; [M+H]+". MassBank. Retrieved 2021-04-04. <a href="http://www.massbank.jp/RecordDisplay?id=PR100366" target="_blank">http://www.massbank.jp/RecordDisplay?id=PR100366</a> <a href="#fnref:10" class="footnote-back-ref">↩</a></p></li> <li id="fn:11"><p>Tohge, T. (2016-01-19). "Syringetin-3-O-glucoside; LC-ESI-QTOF; MS". MassBank. Retrieved 2021-04-04. <a href="http://www.massbank.jp/RecordDisplay?id=PR020084" target="_blank">http://www.massbank.jp/RecordDisplay?id=PR020084</a> <a href="#fnref:11" class="footnote-back-ref">↩</a></p></li> <li id="fn:12"><p>Slimestad, Rune; Hostettmann, Kurt (1996). "Characterisation of phenolic constituents from juvenile and mature needles of Norway spruce by means of high performance liquid chromatography–mass spectrometry". Phytochemical Analysis. 7 (1): 42–48. Bibcode:1996PChAn...7...42S. doi:10.1002/(SICI)1099-1565(199601)7:1<42::AID-PCA282>3.0.CO;2-K. S2CID 95953333. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:12" class="footnote-back-ref">↩</a></p></li> <li id="fn:13"><p>Slimestad, Rune; Hostettmann, Kurt (1996). "Characterisation of phenolic constituents from juvenile and mature needles of Norway spruce by means of high performance liquid chromatography–mass spectrometry". Phytochemical Analysis. 7 (1): 42–48. Bibcode:1996PChAn...7...42S. doi:10.1002/(SICI)1099-1565(199601)7:1<42::AID-PCA282>3.0.CO;2-K. S2CID 95953333. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:13" class="footnote-back-ref">↩</a></p></li> <li id="fn:14"><p>Tyukavkina, N. A.; Medvedeva, S. A.; Ivanova, S. Z. (1974). "New flavonol glycosides from the needles of Larix sibirica". Chemistry of Natural Compounds. 10 (2): 170–172. Bibcode:1974CNatC..10..170T. doi:10.1007/BF00563605. S2CID 4819832. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:14" class="footnote-back-ref">↩</a></p></li> <li id="fn:15"><p>Slimestad, Rune; Andersen, Øyvind M.; Francis, George W.; Marston, Andrew; Hostettmann, Kurt (1995). "Syringetin 3-O-(6′′-acetyl)-β-glucopyranoside and other flavonols from needles of Norway spruce, Picea abies". Phytochemistry. 40 (5): 1537–1542. doi:10.1016/0031-9422(95)00383-I. S2CID 84506810. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:15" class="footnote-back-ref">↩</a></p></li> </ol>