Taxiresinol

CAS# 40951-69-7

Taxiresinol

Catalog No. BCN4637----Order now to get a substantial discount!

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Taxiresinol: 5mg $748 In Stock
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Quality Control of Taxiresinol

Number of papers citing our products

Chemical structure

Taxiresinol

3D structure

Chemical Properties of Taxiresinol

Cas No. 40951-69-7 SDF Download SDF
PubChem ID 45360012 Appearance Powder
Formula C19H22O6 M.Wt 346.38
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 4-[4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]benzene-1,2-diol
SMILES COC1=C(C=CC(=C1)CC2COC(C2CO)C3=CC(=C(C=C3)O)O)O
Standard InChIKey SNZZAHRDXCGWEM-UHFFFAOYSA-N
Standard InChI InChI=1S/C19H22O6/c1-24-18-7-11(2-4-16(18)22)6-13-10-25-19(14(13)9-20)12-3-5-15(21)17(23)8-12/h2-5,7-8,13-14,19-23H,6,9-10H2,1H3
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 Taxiresinol

The branch of Taxus wallichiana

Biological Activity of Taxiresinol

Description1. Taxiresinol shows notable anticancer activity in the in vitro bioassays against colon, liver, ovarian and breast cancer cell lines. 2. Taxiresinol and (7' R)-7'-hydroxylariciresinol can protect the hepatocytes from apoptosis via an inhibition of TNF- alpha production by activated macrophages and a direct inhibition of apoptosis induced by TNF- alpha in D-GalN/LPS-treated mice. 3. Taxiresinol possesses significant antinociceptive activity against p -benzoquinone-induced abdominal contractions. 4. Taxiresinol shows anti-inflammatory activity, it can significantly inhibit carrageenan-induced hind paw edema in mice. 5. Taxiresinol has antiallergic activity, it show inhibitory activity on induced histamine release from the human basophilic cell line, KU812.
TargetsTNF-α | Immunology & Inflammation related

Taxiresinol Dilution Calculator

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Taxiresinol Molarity Calculator

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Preparing Stock Solutions of Taxiresinol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.887 mL 14.435 mL 28.87 mL 57.7401 mL 72.1751 mL
5 mM 0.5774 mL 2.887 mL 5.774 mL 11.548 mL 14.435 mL
10 mM 0.2887 mL 1.4435 mL 2.887 mL 5.774 mL 7.2175 mL
50 mM 0.0577 mL 0.2887 mL 0.5774 mL 1.1548 mL 1.4435 mL
100 mM 0.0289 mL 0.1444 mL 0.2887 mL 0.5774 mL 0.7218 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 Taxiresinol

Absolute configuration and anticancer activity of taxiresinol and related lignans of Taxus wallichiana.[Pubmed:14604656]

Bioorg Med Chem. 2003 Nov 17;11(23):4945-8.

Absolute configuration of Taxiresinol 1, a lignan from the heartwood of Taxus wallichiana has been determined as 8R, 8'R, and 7'R with the help of chemical correlation method and X-ray crystallography. The anticancer activity of Taxiresinol 1 and other two lignans 2, 3 were also studied. Taxiresinol 1 showed notable anticancer activity in the in vitro bioassays against colon, liver, ovarian and breast cancer cell lines.

Antiallergic activity of aqueous extracts and constituents of Taxus yunnanensis.[Pubmed:17077536]

Biol Pharm Bull. 2006 Nov;29(11):2310-2.

The H2O, H2O/MeOH (1:1) extracts from the wood of Taxus yunnanensis showed a remarkable inhibitory effect on induced histamine release from the human basophilic cell line, KU812. The eleven constituents purified from the wood extracts of Taxus yunnanensis were tested by an in vitro histamine release inhibition assay. Among them, secoisolarciresinol and Taxiresinol were found to show inhibitory activities. A new neolignan, 2-[2-hydroxy-5-(3-hydroxypropyl)-3-methoxyphenyl]-1-(4-hydroxy-3-methoxyphenyl)pr opane-1,3-diol, was isolated from the wood of Taxus yunnanensis.

Anti-inflammatory and antinociceptive activity of taxoids and lignans from the heartwood of Taxus baccata L.[Pubmed:14611890]

J Ethnopharmacol. 2003 Dec;89(2-3):265-70.

Four taxoids (taxusin, baccatin VI, baccatin III and 1beta-hydroxybaccatin I) and five lignans (lariciresinol, Taxiresinol, 3'-demethylisolariciresinol-9'-hydroxyisopropylether, isolariciresinol and 3-demethylisolariciresinol) were isolated from the heartwood of Taxus baccata L. (Taxaceae) growing in Turkey through chromatographic techniques. In vivo anti-inflammatory and antinociceptive activity of these compounds were investigated. All the compounds were shown to possess significant antinociceptive activity against p-benzoquinone-induced abdominal contractions, while only lignan derivatives significantly inhibited carrageenan-induced hind paw edema in mice.

Hepatoprotective effect of taxiresinol and (7'R)-7'-hydroxylariciresinol on D-galactosamine and lipopolysaccharide-induced liver injury in mice.[Pubmed:14765289]

Planta Med. 2004 Jan;70(1):29-33.

The hepatoprotective effect of Taxiresinol ( 1) and (7' R)-7'-hydroxylariciresinol ( 2), two tetrahydrofuran-type lignans isolated from the wood of Taxus yunnanensis, were investigated on D-galactosamine ( D-GalN)/lipopolysaccharide (LPS)-induced hepatic liver injury in mice. Pre-administration of 1 or 2 at doses of 50 and 10 mg/kg ( i. p.) at 12 and 1 h before D-GalN/LPS injection significantly inhibited hepatocyte DNA fragmentation and apoptotic body formation. Pre-treatment of these two lignans further suppressed hepatic necrosis which occur at later stage of D-GalN/LPS intoxication as demonstrated by the significant and dose-dependent reduction in serum glutamic pyruvic transaminase (sGPT) and serum glutamic oxaloacetic transaminase (sGOT) at 8 h after intoxication. The elevation of serum tumor necrosis factor-alpha (TNF- alpha) level by D-GalN/LPS toxication was significantly inhibited by 1 or 2 at doses of 50 and 10 mg/kg. Moreover, both of these lignans significantly protected hepatocytes from D-GalN/TNF- alpha-induced cell death in primary cultured mouse hepatocytes. These results suggested that 1 and 2 had protected the hepatocytes from apoptosis via an inhibition of TNF- alpha production by activated macrophages and a direct inhibition of apoptosis induced by TNF- alpha in D-GalN/LPS-treated mice.

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