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Quercetin 3-β-D-glucoside

SIGMA/17793 - ≥90% (HPLC)

Synonym: 3,3′,4′,5,7-Pentahydroxyflavone 3-β-glucoside; Isoquercitrin

CAS Number: 482-35-9
Empirical Formula (Hill Notation): C21H20O12
Molecular Weight: 464.38
MDL Number: MFCD00017746
Linear Formula: C21H20O12
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-17793-10MG-F 10 mg
 $57.50
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45-17793-50MG-F 50 mg
 $210.00
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application(s) metabolomics
vitamins, nutraceuticals, and natural products
assay ≥90% (HPLC)
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
Quality Level 100 
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
storage temp. −20°C
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.
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.
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Purity ≥90% (HPLC)
Storage Temp. −20°C
UNSPSC 12352205

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