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580553

Sigma-Aldrich

(±)-Taxifolin hydrate

An antioxidant flavonoid that scavenges superoxide (1.5 x 10⁵ M⁻¹ s⁻¹) and suppresses the cytotoxicity of superoxide and hydrogen peroxide in Chinese hamster V79 cells.

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Synonym(s):
3,3′,4′,5,7-Pentahydroxydihydroflavone Hydrate, Dihydroquercetin Hydrate, 3,3′,4′,5,7-Pentahydroxyflavanone hydrate, Dihydroquercetin hydrate
Empirical Formula (Hill Notation):
C15H12O7 · xH2O
CAS Number:
24198-97-8
Molecular Weight:
304.25 (anhydrous basis)
MDL number:
MFCD11044454
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white to off-white

solubility

ethanol: 20 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

O.O[C@@H]1[C@H](Oc2cc(O)cc(O)c2C1=O)c3ccc(O)c(O)c3

InChI

1S/C15H12O7.H2O/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;1H2/t14-,15+;/m0./s1

InChI key

DNQPGSVMBPSRIR-LDXVYITESA-N

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General description

An antioxidant flavonoid that scavenges superoxide (1.5 x 105 M-1 s-1) and suppresses the cytotoxicity of superoxide and hydrogen peroxide in Chinese hamster V79 cells.
An antioxidant flavonoid that suppresses the cytotoxicity of superoxide ions and hydrogen peroxide in Chinese hamster V79 cells.

Biochem/physiol Actions

Cell permeable: no
Flavonoid, antioxidant. Inhibits lipogenesis in cancer cells, most likely by targeting fatty acid synthase activity.
Primary Target
An antioxidant flavonoid that scavenges superoxide
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Harmful (C)

Other Notes

Kostyuk, V.A., et al. 1998. Arch. Biochem. Biophys. 355, 43.
Bors, W., et al. 1995. Free Radic. Biol. Med. 19, 45.
Nakayama, T., et al. 1994. Cancer Res. 54, 1991s.
Nakayama, T., et al. 1993. Biochem. Pharmacol. 45, 265.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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