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78666 Fluka

Taxifolin

analytical standard

Synonym: (2R,3R)-3,3′,4′,5,7-Pentahydroxyflavanone, (2R,3R)-Dihydroquercetin

  • CAS Number 480-18-2

  • Empirical Formula (Hill Notation) C15H12O7

  • Molecular Weight 304.25

  •  Beilstein Registry Number 5299277

  •  EC Number 207-543-4

  •  MDL number MFCD00006845

  •  PubChem Substance ID 24887336

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Description

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 78666.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

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Safety & Documentation

Safety Information

WGK Germany 
3

Protocols & Articles

Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.1 During the oxi...
BioFiles 2007, 2.2, 2.
Keywords: Adhesion, Anti-inflammatory agents, Applications, Cancer, Cardiovascular, Catalysis, Diabetes, Diseases, Gene expression, Metabolism, Neurodegenerative Diseases, Peroxidations, Phosphorylations, Prebiotics, Probiotics, Reductions, Transcription, Transduction, Vitamins

Peer-Reviewed Papers

References

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[Determination of taxifolin in Polygonum orientale of different storage period]. Tan YN, Tong MM, Zhang YY, et al. Zhongguo Zhong Yao Za Zhi 38(17), 2779-81, (2013)

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[Flavonoids from Humulus lupulus]. Zhang WK, Wang SB, Fu CY, et al. Zhongguo Zhong Yao Za Zhi 38(10), 1539-42, (2013)

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[Estimating ability of dihydroquercetin to inhibit oxidation of fibrinogen by ozone]. Rogovskiĭ VS, Rozenfel'd MA, Razumovskiĭ SD, et al. Eksp. Klin. Farmakol. 76(3), 23-6, (2013)

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[Chemical constituents of ethyl acetate extract from Polygonum perfoliatum]. Cheng HB, Liu XQ, and Chen KL Zhong Yao Cai 35(7), 1088-90, (2012)

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[Effects of different processing on active components in fructus polygoni orientalis by HPLC analysis]. Zhou XY, Su BH, Zhang YY, et al. Zhong Yao Cai 35(4), 540-2, (2012)

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Study of skin anti-ageing and anti-inflammatory effects of dihydroquercetin, natural triterpenoids, and their synthetic derivatives. Lee CW, Park NH, Kim JW, et al. Bioorg. Khim. 38(3), 374-81, (2012)

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[Effect of the liposomal form of taxifolin complexes with metals of variable valence on skin regeneration after chemical burn]. Shubina VS and Shatalin IuV Tsitologiia 54(3), 251-60, (2012)

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Taxifolin enhances andrographolide-induced mitotic arrest and apoptosis in human prostate cancer cells via spindle assembly checkpoint activation. Zhang ZR, Al Zaharna M, Wong MM, et al. PLoS ONE 8(1), e54577, (2013)

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Production, composition and toxicology studies of Enzogenol® Pinus radiata bark extract. Frevel MA, Pipingas A, Grigsby WJ, et al. Food Chem. Toxicol. 50(12), 4316-24, (2012)

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In vitro effects of myricetin, morin, apigenin, (+)-taxifolin, (+)-catechin, (-)-epicatechin, naringenin and naringin on cytochrome b5 reduction by purified NADH-cytochrome b5 reductase. Çelik H, Koşar M, and Arinç E Toxicology 308, 34-40, (2013)

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Biotransformation of flavonols and taxifolin in hepatocyte in vitro systems as determined by liquid chromatography with various stationary phases and electrospray ionization-quadrupole time-of-flight mass spectrometry. Vacek J, Papoušková B, Kosina P, et al. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 899, 109-15, (2012)

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Dihydroquercetin: More than just an impurity? Weidmann AE Eur. J. Pharmacol. 684(1-3), 19-26, (2012)

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The thermal and enzymatic taxifolin-alphitonin rearrangement. Elsinghorst PW, Cavlar T, Müller A, et al. J. Nat. Prod. 74(10), 2243-9, (2011)

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Taxifolin suppresses UV-induced skin carcinogenesis by targeting EGFR and PI3K. Oi N, Chen H, Ok Kim M, et al. Cancer Prev. Res. (Phila.) 5(9), 1103-14, (2012)

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The influence of Cd²⁺, Hg²⁺ and Pb²⁺ on taxifolin binding to bovine serum albumin by spectroscopic methods: with the viewpoint of toxic ions/drug interference. Peng M, Shi S, and Zhang Y Environ. Toxicol. Pharmacol. 33(2), 327-33, (2012)

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A theoretical study on cellular antioxidant activity of selected flavonoids. Rong Y, Wang Z, Wu J, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 93, 235-9, (2012)

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Chemical constituents comparison between Rhizoma Smilacis Glabrae and Rhizoma Smilacis Chinae by HPLC-DAD-MS/MS. Zhang QF, Guo YX, Zheng G, et al. Nat. Prod. Res. 27(3), 277-81, (2013)

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Quercetin, quercetin glycosides and taxifolin differ in their ability to induce AhR activation and CYP1A1 expression in HepG2 cells. Vrba J, Kren V, Vacek J, et al. Phytother Res. 26(11), 1746-52, (2012)

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Quercitrin and taxifolin stimulate osteoblast differentiation in MC3T3-E1 cells and inhibit osteoclastogenesis in RAW 264.7 cells. Satué M, Arriero Mdel M, Monjo M, et al. Biochem. Pharmacol. 86(10), 1476-86, (2013)

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Dual inhibition of chaperoning process by taxifolin: molecular dynamics simulation study. Verma S, Singh A, and Mishra A J. Mol. Graph. Model. 37, 27-38, (2012)

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Development of HPLC fingerprint for species differentiation and quality assessment of Rhizoma Smilacis Glabrae. Zhang QF, Cheung HY, and Zeng LB J. Nat. Med. 67(1), 207-11, (2013)

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Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica). Loers G, Yashunsky DV, Nifantiev NE, et al. J. Nat. Prod. 77(7), 1554-61, (2014)

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Efficacy of glucosamine alendronate alone & in combination with dihydroquercetin for treatment of osteoporosis in animal model. Muraleva NA, Ofitserov EN, Tikhonov VP, et al. Indian J. Med. Res. 135, 221-7, (2012)

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Inhibition of melanin production by a combination of Siberian larch and pomegranate fruit extracts. Diwakar G, Rana J, and Scholten JD Fitoterapia 83(6), 989-95, (2012)

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Identification and assay of 3'-O-methyltaxifolin by UPLC-MS in rat plasma. Wang X, Zhou H, and Zeng S J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 911, 34-42, (2012)

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Lipophilicity of flavonoid complexes with iron(II) and their interaction with liposomes. Kim YA, Tarahovsky YS, Yagolnik EA, et al. Biochem. Biophys. Res. Commun. 431(4), 680-5, (2013)

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Influence of antioxidant complex on the adhesion of leukocytes in chronic venous insufficiency of lower limbs in rats. Plotnikov M, Ivanov I, Sidehmenova A, et al. Indian J. Pharmacol. 44(6), 710-3, (2012)

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Antioxidant composition causes antiexsudorific effect in the model of chronic venous insufficiency. Ivanov IS, Sidekhmenova AV, Aliev OI, et al. Bull. Exp. Biol. Med. 152(1), 25-7, (2011)

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Skin regeneration after chemical burn under the effect of taxifolin-based preparations. Shubina VS and Shatalin YV Bull. Exp. Biol. Med. 154(1), 152-7, (2012)

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