A flavonoid
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Quercetin-7-O-β-D-Glucopyranoside

Item No. 27641

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-7-(β-D-glucopyranosyloxy)-3,5-dihydroxy-4H-1-benzopyran-4-one
CAS Number
491-50-9
Synonyms
  • Quercetin 7-Glucoside
  • Quercimeritrin
  • Quercimeritroside
Molecular Formula
C21H20O12
Formula Weight
464.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 0.3 mg/ml
λmax
256, 372 nm
SMILES
O[C@H]1[C@H](OC2=CC(O)=C(C(C(O)=C(C3=CC(O)=C(O)C=C3)O4)=O)C4=C2)O[C@H](CO)[C@@H](O)[C@@H]1O
InChi Code
InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)31-8-4-11(25)14-12(5-8)32-20(18(29)16(14)27)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1
InChi Key
BBFYUPYFXSSMNV-HMGRVEAOSA-N
Origin
Plant/Sophora japonica L.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Quercetin-7-O-β-D-glucopyranoside is a flavonoid originally isolated from G. hirsutum that has diverse biological activities, including antioxidant, anti-inflammatory, and anti-angiogenic properties.1 It has antioxidant activity in a oxygen radical absorbance capacity (ORAC) assay and decreases tert-butyl hydroperoxide-induced reactive oxygen species (ROS) production in L-929 cells when used at concentrations of 0.25 and 1 µg/ml.2 Quercetin-7-O-β-D-glucopyranoside (15 and 30 µg/ml) reduces protein levels of inducible nitric oxide synthase (iNOS) and COX-2 in LPS-stimulated RAW 264.7 cells. It decreases angiogenesis in isolated rat aortic rings and proliferation of human umbilical vein endothelial cells (HUVECs) but has no effect on tube formation or chemotaxis of HUVECs when used at a concentration of 100 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tebayashi, S.-I., Matsuyama, S., Suzuki, T., et al. Quercimeritrin: The third oviposition stimulant of the azuki bean weevil from the host azuki bean. J. Pest. Scien. 20(3), 299-305 (1995).

    2. Legault, J., Perron, T., Mshvildadze, V., et al. Antioxidant and anti-inflammatory activities of quercetin 7-O-β-D-glucopyranoside from the leaves of Brasenia schreberi. J. Med. Food 14(10), 1127-1134 (2011).

    3. Lin, C., Wu, M., and Dong, J. Anti-angiogenic activity of quercetin and its derivatives. Lett. Drug. Des. Discov. 1(4), 329-333 (2012).