(+)-Taxifolin

CAS# 17654-26-1

(+)-Taxifolin

Catalog No. BCN5972----Order now to get a substantial discount!

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Chemical structure

(+)-Taxifolin

3D structure

Chemical Properties of (+)-Taxifolin

Cas No. 17654-26-1 SDF Download SDF
PubChem ID 10185 Appearance Powder
Formula C15H12O7 M.Wt 304.25
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
SMILES C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O
Standard InChIKey CXQWRCVTCMQVQX-YSSOQSIOSA-N
Standard InChI 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-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of (+)-Taxifolin

The herb of Silybum marianum (L.) Gaertn.

Biological Activity of (+)-Taxifolin

Description(+)-Taxifolin is an inhibitor of aggregation of the 42-residue amyloid β-protein, it has preventive effects against Alzheimer's disease-like pathogenesis in vivo. It is also a weak inhibitor of cytochrome b5 reduction (IC50=9.8μM).
TargetsBeta Amyloid
In vitro

In vitro effects of myricetin, morin, apigenin, (+)-taxifolin, (+)-catechin, (-)-epicatechin, naringenin and naringin on cytochrome b5 reduction by purified NADH-cytochrome b5 reductase.[Pubmed: 23567315 ]

Toxicology. 2013 Jun 7;308:34-40.

The microsomal NADH-dependent electron transport system consisting of cytochrome b5 reductase and cytochrome b5 participates in a number of physiologically important processes including lipid metabolism as well as is involved in the metabolism of various drug and xenobiotics.
METHODS AND RESULTS:
In the present study, we assessed the inhibitory effects of eight dietary flavonoids representing five distinct chemical classes on cytochrome b5 reduction by purified cytochrome b5 reductase. From the flavonoids tested, myricetin was the most potent in inhibiting cytochrome b5 reduction with an IC50 value of 0.35μM. Myricetin inhibited b5 reductase noncompetitively with a Ki of 0.21μM with respect to cofactor NADH, and exhibited a non-linear relationship indicating non-Michaelis-Menten kinetic binding with respect to cytochrome b5. In contrast to the potent inhibitory activity of myricetin, (+)-Taxifolin was found to be a weak inhibitor (IC50=9.8μM). The remaining flavonoids were inactive within the concentration range tested (1-50μM). Analysis of structure-activity data suggested that simultaneous presence of three OH groups in ring B is a primary structural determinant for a potent enzyme inhibition.
CONCLUSIONS:
Our results suggest that inhibition of the activity of this system by myricetin or myricetin containing diets may influence the metabolism of therapeutic drugs as well as detoxification of xenobiotics.

Protocol of (+)-Taxifolin

Structure Identification
Biosci Biotechnol Biochem. 2013;77(5):1100-3. Epub 2013 May 7.

Structure-activity relationship for (+)-taxifolin isolated from silymarin as an inhibitor of amyloid β aggregation.[Pubmed: 23649236]

Silymarin, the seed extract of Silybium marianum, has preventive effects against Alzheimer's disease-like pathogenesis in vivo.
METHODS AND RESULTS:
We isolated (+)-Taxifolin (4) from silymarin as an inhibitor of aggregation of the 42-residue amyloid β-protein. Structure-activity relationship studies revealed the 3',4'-dihydroxyl groups to be critical to the anti-aggregative ability, whereas the 7-hydroxyl group and the stereochemistry at positions 2 and 3 were not important.

(+)-Taxifolin Dilution Calculator

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(+)-Taxifolin Molarity Calculator

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Preparing Stock Solutions of (+)-Taxifolin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2868 mL 16.4339 mL 32.8677 mL 65.7354 mL 82.1693 mL
5 mM 0.6574 mL 3.2868 mL 6.5735 mL 13.1471 mL 16.4339 mL
10 mM 0.3287 mL 1.6434 mL 3.2868 mL 6.5735 mL 8.2169 mL
50 mM 0.0657 mL 0.3287 mL 0.6574 mL 1.3147 mL 1.6434 mL
100 mM 0.0329 mL 0.1643 mL 0.3287 mL 0.6574 mL 0.8217 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on (+)-Taxifolin

Structure-activity relationship for (+)-taxifolin isolated from silymarin as an inhibitor of amyloid beta aggregation.[Pubmed:23649236]

Biosci Biotechnol Biochem. 2013;77(5):1100-3.

Silymarin, the seed extract of Silybium marianum, has preventive effects against Alzheimer's disease-like pathogenesis in vivo. We isolated (+)-Taxifolin (4) from silymarin as an inhibitor of aggregation of the 42-residue amyloid beta-protein. Structure-activity relationship studies revealed the 3',4'-dihydroxyl groups to be critical to the anti-aggregative ability, whereas the 7-hydroxyl group and the stereochemistry at positions 2 and 3 were not important.

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