Quercitrin

{{Refimprove|date=December 2009}} {{distinguish|quercetin|quercitron}} {{Chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 412196077 | ImageFile=Quercitrin.png | ImageSize=250px | ImageFile2=Quercitrin 3D BS.png | ImageSize2=250px | IUPACName=3′,4′,5,7-Tetrahydroxy-3-(α-L-rhamnopyranosyloxy)flavone | SystematicName=2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2''S'',3''R'',4''R'',5''R'',6''S'')-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4''H''-1-benzopyran-4-one | OtherNames=Quercetin 3-''O''-a-L-rhamnoside Thujin Quercetin 3-rhamnoside Quercetin-3-rhamnoside Quercetin-3-L-rhamnoside |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|correct|CAS}} | CASNo=522-12-3 | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI = 17558 | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 82242 | PubChem=5280459 | UNII_Ref = {{fdacite|changed|FDA}} | UNII = 2Y8906LC5P | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C01750 | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 4444112 | SMILES = C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O | InChI = 1/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7-,15-,17+,18+,21-/m0/s1 | InChIKey = OXGUCUVFOIWWQJ-HQBVPOQABA | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7-,15-,17+,18+,21-/m0/s1 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = OXGUCUVFOIWWQJ-HQBVPOQASA-N }} |Section2={{Chembox Properties | Formula=C21H20O11 | MolarMass= 448.38 g/mol | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= }} |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt= }} }} '''Quercitrin''' is a glycoside formed from the flavonoid quercetin and the deoxy sugar rhamnose.

Austrian chemist Heinrich Hlasiwetz (1825-1875) is remembered for his chemical analysis of quercitrin.

It has also been investigated as a potential dietary supplement.<ref name="pmid36500458">{{cite journal| author=Audah KA, Ettin J, Darmadi J, Azizah NN, Anisa AS, Hermawan TDF | display-authors=etal| title=Indonesian Mangrove Sonneratia caseolaris Leaves Ethanol Extract Is a Potential Super Antioxidant and Anti Methicillin-Resistant Staphylococcus aureus Drug. | journal=Molecules | year= 2022 | volume= 27 | issue= 23 | page=8369| pmid=36500458 | doi=10.3390/molecules27238369 | doi-access=free| pmc=9735687 }} </ref>

== Occurrence == Quercitrin is a constituent of the dye quercitron. It can be found in Tartary buckwheat (''Fagopyrum tataricum'')<ref>Tartary Buckwheat (Fagopyrum tataricum Gaertn.) as a Source of Dietary Rutin and Quercitrin. Nina Fabjan, Janko Rode, Iztok Jože Košir, Zhuanhua Wang, Zheng Zhang and Ivan Kreft, J. Agric. Food Chem., 2003, 51 (22), pp. 6452–6455, {{doi|10.1021/jf034543e}}</ref> and in oaks species like the North American white oak (''Quercus alba'') and English oak (''Quercus robur'').<ref>Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry. Pirjo Mämmelä, Heikki Savolainen, Lasse Lindroos, Juhani Kangas and Terttu Vartiainen, Journal of Chromatography A, Volume 891, Issue 1, 1 September 2000, Pages 75-83, {{doi|10.1016/S0021-9673(00)00624-5}}</ref> It is also found in ''Nymphaea odorata'' or ''Taxillus kaempferi''.<ref name=Konishi>The constituents of Taxillus kaempferi and the host, Pinus thunbergii. I. Catechins and flavones of Taxillus kaempferi. Konishi T, Nishio T, Kiyosawa S, Fujiwara Y and Konoshima T, Yakugaku Zasshi., February 1996, volume 116, issue 2, pages 148-157 (article in Japanese), {{doi|10.1248/yakushi1947.116.2_148}}</ref> == Metabolism == The enzyme quercitrinase catalyzes the chemical reaction between quercitrin and H2O to yield L-rhamnose and quercetin.

== References == {{reflist}}

Category:Quercetin glycosides Category:Flavonol rhamnosides