Quercitrin

Quercitrin is a glycoside formed from the flavonoid quercetin and the deoxy sugar rhamnose.

Not to be confused with quercetin or quercitron.

Quercitrin

Names
IUPAC name 3′,4′,5,7-Tetrahydroxy-3-(α-L-rhamnopyranosyloxy)flavone
Systematic IUPAC name 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-1-benzopyran-4-one
Other names Quercetin 3-O-a-L-rhamnoside Thujin Quercetin 3-rhamnoside Quercetin-3-rhamnoside Quercetin-3-L-rhamnoside
Identifiers
CAS Number	522-12-3 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17558 N
ChEMBL	ChEMBL82242 N
ChemSpider	4444112 N
ECHA InfoCard	100.007.567
KEGG	C01750 Y
PubChem CID	5280459
UNII	2Y8906LC5P N
CompTox Dashboard (EPA)	DTXSID50200230
InChI InChI=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 N Key: OXGUCUVFOIWWQJ-HQBVPOQASA-N N 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 Key: OXGUCUVFOIWWQJ-HQBVPOQABA
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
Properties
Chemical formula	C21H20O11
Molar mass	448.38 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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

It has also been investigated as a potential dietary supplement.^[1]

Occurrence

Quercitrin is a constituent of the dye quercitron. It can be found in Tartary buckwheat (Fagopyrum tataricum)^[2] and in oaks species like the North American white oak (Quercus alba) and English oak (Quercus robur).^[3] It is also found in Nymphaea odorata or Taxillus kaempferi.^[4]

Metabolism

The enzyme quercitrinase catalyzes the chemical reaction between quercitrin and H₂O to yield L-rhamnose and quercetin.