17793

Quercetin 3-β-D-glucoside

≥90% (HPLC)

• Synonym(s): 3,3′,4′,5,7-Pentahydroxyflavone 3-β-glucoside, Isoquercitrin
• Empirical Formula (Hill Notation): C₂₁H₂₀O₁₂
• CAS Number: 482-35-9
• Molecular Weight: 464.38
• Beilstein/REAXYS Number: 100989
• MDL number: MFCD00017746
• UNSPSC Code: 12352205
• PubChem Substance ID: 57647673
• NACRES: NA.25

Properties

• assay: ≥90% (HPLC)
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: −20°C
• SMILES string: OC[C@H]1O[C@@H](OC2=C(Oc3cc(O)cc(O)c3C2=O)c4ccc(O)c(O)c4)[C@H](O)[C@@H](O)[C@@H]1O
• InChI: 1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1
• InChI key: OVSQVDMCBVZWGM-QSOFNFLRSA-N
• Gene Information: mouse ... Hexa(15211)

Description

General description

Quercetin 3-β-D-glucoside (Q3G), also known as isoquercitrin, is one of the major glycosidic forms of quercetin. It is a mono-glucoside, first isolated from the seed pods of Cercis canadensis L., it is also found in various plants, vegetables, and fruits. Q3G has the basic chemical structure of a flavonoid, with a glucose molecule attached to the C-3 of quercetin.

Application

Quercetin 3-β-D-glucoside has been used:

• as a dietary flavonoid supplement to check its binding capacity with human small ubiquitin-related modifier 1 (SUMO1) protein using surface plasmon resonance (SPR)
• as an inhibitor for Escherichia coli adenosine triphosphate (ATP) synthase
• as an anti-aggregation agent to test its activity against β-amyloid, green fluorescent protein (GFP), and chymotrypsinogen proteins

Biochem/physiol Actions

Quercetin 3-β-D-glucoside possesses strong antioxidant and anti-inflammatory activities. Being a potent oxygen-radical scavenger, it is a neuroprotective agent that improves Alzheimer′s disease (AD) condition in mice models. It has shown antiproliferative activity against colon, lung, and hepatocellular cell lines and MCF-7 human breast cancer cells in combination with apple extracts.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• ppe: Eyeshields, Gloves, type N95 (US)