A flavonoid with diverse biological activities
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Myricetin 3-galactoside

Item No. 36467

Technical Information
Formal Name
3-(β-D-galactopyranosyloxy)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
15648-86-9
Synonyms
  • Myricetin 3-O-β-galactopyranoside
  • Myricetin 3-O-β-D-galactopyranoside
  • Myricetin 3-O-galactoside
  • Myricetin 3-β-D-galactoside
Molecular Formula
C21H20O13
Formula Weight
Purity
≥98%
A solid
Acetone: SolubleChloroform: SolubleDichloromethane: SolubleDMSO: SolubleEthyl Acetate: Soluble
SMILES
O=C(C(O[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1O)O)O)CO)=C(C2=CC(O)=C(C(O)=C2)O)OC3=CC(O)=C4)C3=C4O
InChi Code
InChI=1S/C21H20O13/c22-5-12-15(28)17(30)18(31)21(33-12)34-20-16(29)13-8(24)3-7(23)4-11(13)32-19(20)6-1-9(25)14(27)10(26)2-6/h1-4,12,15,17-18,21-28,30-31H,5H2/t12-,15+,17+,18-,21+/m1/s1
InChi Key
FOHXFLPXBUAOJM-MGMURXEASA-N
Origin
Plant/Myrica rubra
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Myricetin 3-galactoside is a flavonoid that has been found in M. communis and has diverse biological activities.1,2 It inhibits xanthine oxidase in a cell-free assay when used at a concentration of 100 µg/ml.1 Myricetin 3-galactoside is cytotoxic to K562 cells (IC50 = 220 µg/ml) and inhibits hydrogen peroxide-induced malondialdehyde (MDA) formation in the same cells when used at concentrations of 110, 220, and 440 µg/ml.1 In vivo, myricetin 3-galactoside (0.26 and 0.78 mg/kg) reduces carrageenan-induced paw edema in wild-type but not nos2-/- mice.2 It also reduces formalin-induced paw licking in mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hayder, N., Bouhlel, I., Skandrani, I., et alIn vitro antioxidant and antigenotoxic potentials of myricetin-3-o-galactoside and myricetin-3-o-rhamnoside from Myrtus communis: modulation of expression of genes involved in cell defence system using cDNA microarray. Toxicol. In Vitro 22(3), 567-581 (2008).

    2. de Oliveira Azevedo, A., Campos, J.J., de Souza, G.G., et alAntinociceptive and anti-inflammatory effects of myricetin 3-O-β-galactoside isolated from Davilla elliptica: Involvement of the nitrergic system. J. Nat. Med. 69(4), 487-493 (2015).