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T4512

Sigma-Aldrich

(±)-Taxifolin hydrate

≥90% (HPLC)

Synonym(s):

3,3′,4′,5,7-Pentahydroxyflavanone hydrate, Dihydroquercetin hydrate

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About This Item

Empirical Formula (Hill Notation):
C15H12O7 · xH2O
CAS Number:
24198-97-8
Molecular Weight:
304.25 (anhydrous basis)
MDL number:
MFCD11044454
UNSPSC Code:
12352200
PubChem Substance ID:
24278739
NACRES:
NA.25

Assay

≥90% (HPLC)

form

powder

solubility

DMSO: 20 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°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

Gene Information

mouse ... Hexa(15211)

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General description

Taxifolin or dihydroquercetin is a naturally occurring secondary metabolic compound found in many plants such as onions, milk thistle, Douglas fir bark, and French maritime pine bark.

Application

(±)-Taxifolin hydrate has been used to evaluate its effects when co-supplemented with trehalose to improve the quality of post-thawed ram semen. It may have been used as a reference standard to analyze the bioactive components of ethanolic extract of P. orientale (POE) using high-performance liquid chromatography (HPLC).

Biochem/physiol Actions

(±)-Taxifolin exerts various pharmacological properties that include anti-inflammatory, anti-cancer, antiviral, and antimicrobial activities. It displays neuroprotective, hepatoprotective effects, and it also protects against cardiovascular diseases.
Flavonoid, antioxidant. Inhibits lipogenesis in cancer cells, most likely by targeting fatty acid synthase activity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Christudas Sunil et al.
Phytochemistry, 166, 112066-112066 (2019-07-22)
Taxifolin (3,5,7,3,4-pentahydroxy flavanone or dihydroquercetin) is a flavonoid commonly found in onion, milk thistle, French maritime pine bark and Douglas fir bark. It is also used in various commercial preparations like Legalon™, Pycnogenol®, and Venoruton®. This review focuses on taxifolin's
Yung-Jia Chiu et al.
Journal of food and drug analysis, 26(1), 369-379 (2018-02-02)
Polygonum orientale L. (Polygonaceae) fruits have various medicinal uses, but their hepatoprotective effects have not yet been studied. This study investigated the hepatoprotective activity of the ethanolic extract of P. orientale (POE) fruits against carbon tetrachloride (CCl4)-induced acute liver injury
Cong Cai et al.
Frontiers in pharmacology, 9, 1286-1286 (2018-11-30)
Osteoporosis is a highly prevalent disease which has been a major public health problem and considered to be associated with chronic low-grade systemic inflammation and oxidative damage. Taxifolin is a natural flavonoid and possesses many pharmacological activities including antioxidant and
Mustafa Numan Bucak et al.
Cryobiology, 96, 19-29 (2020-09-06)
This study aimed to evaluate the comparative effects of taxifolin hydrate and trehalose on the quality of frozen-thawed ram spermatozoa for the first time. Ejaculates collected from six mature rams were pooled, and divided to eight equal aliquots to extend

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