Miquelianin

Miquelianin

Chemical structure of miquelianin
Names
IUPAC name (2S,3S,4S,5R,6S)-6-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Other names Quercetin 3-O-glucuronide Quercetol glucuronide Quercetin 3-glucuronide Quercetol 3-O-glucuronide quercetin 3-O-β-D-glucuronopyranoside Querciturone
Identifiers
CAS Number	22688-79-5
ChEBI	CHEBI:66395 Y
ChEMBL	ChEMBL520546
ChemSpider	4438874
Jmol 3D model	Interactive image
PubChem	5274585
SMILES C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
Properties
Chemical formula	C21H18O13
Molar mass	478.36 g·mol−1
Density	1.961 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Miquelianin (quercetin 3-O-glucuronide) is a flavonol glucuronide, a type of phenolic compound present in wine, in species of St John's wort, like Hypericum hirsutum, in Nelumbo nucifera (Indian lotus) or in green beans.

It is also a rat plasma quercetin metabolite. It shows an antioxidant effect in human plasma. In vitro studies indicate that miquelianin is able to reach the central nervous system from the small intestine.

See also

• Phenolic content in wine