A flavonoid with diverse biological activities
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(±)-Taxifolin

Item No. 18647

Technical Information
Formal Name
(2R,3R)-rel-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one
CAS Number
24198-97-8
Synonyms
  • (±)-Dihydroquercetin
Molecular Formula
C15H12O7
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 3 mg/ml
λmax
290 nm
SMILES
OC1=CC(O)=C(C([C@H](O)[C@@H](C2=CC=C(O)C(O)=C2)O3)=O)C3=C1
InChi Code
InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1
InChi Key
CXQWRCVTCMQVQX-LSDHHAIUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (±)-Taxifolin is a flavonoid that has been found in M. butyracea and has diverse biological activities.1,2,3,4 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in cell-free assays.1 (±)-Taxifolin is cytotoxic to HCT116 cells (IC50 = 63.42 µM).2 It inhibits HMG-CoA reductase activity and cholesterol synthesis in HepG2 cells by 47 and 86%, respectively, when used at a concentration of 200 µM.3 In vivo, (±)-taxifolin reduces carrageenan-induced paw edema in rats (ED50 = 12.9 mg/kg).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Madsen, H.L., Andersen, C.M., Jørgensen, L.V., et alRadical scavenging by dietary flavonoids. A kinetic study of antioxidant efficiencies. Eur. Food Res. Technol. 211, 240-246 (2000).

    2. Lee, S.B., Cha, K.H., Selenge, D., et alThe chemopreventive effect of taxifolin is exerted through ARE-dependent gene regulation. Biol. Pharm. Bull. 30(6), 1074-1079 (2015).

    3. Theriault, A., Wang, Q., Van Iderstine, S.C., et alModulation of hepatic lipoprotein synthesis and secretion by taxifolin, a plant flavonoid. J. Lipid Res. 41(12), 1969-1979 (2000).

    4. Gupta, M.B., Bhalla, T.N., Gupta, G.P., et alAnti-inflammatory activity of taxifolin. Jpn. J. Pharmacol. 21(3), 377-382 (1971).

    5. Cowan, E., Kimar, P., Burch, K.J., et alTreatment of lean and diet-induced obesity (DIO) mice with a novel stable obestatin analogue alters plasma metabolite levels as detected by untargeted LC-MS metabolomics. Metabolomics 12(124), (2016).