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10-Deacetyl-7-xylosyl paclitaxel

CAS# 90332-63-1

10-Deacetyl-7-xylosyl paclitaxel

Catalog No. BCN2947----Order now to get a substantial discount!

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Chemical structure

10-Deacetyl-7-xylosyl paclitaxel

3D structure

Chemical Properties of 10-Deacetyl-7-xylosyl paclitaxel

Cas No. 90332-63-1 SDF Download SDF
PubChem ID 46783796 Appearance Powder
Formula C50H57NO17 M.Wt 944.0
Type of Compound Diterpenoids Storage Desiccate at -20°C
Synonyms 10-Deacetyl-7-xylosyltaxol; 10-Deacetylpaclitaxel 7-Xyloside; 10-Deacetyltaxol 7-Xyloside
Solubility H2O : < 0.1 mg/mL (insoluble)
SMILES CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)OC8C(C(C(CO8)O)O)O)C)O
Standard InChIKey ORKLEZFXASNLFJ-ODBGVJAMSA-N
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 10-Deacetyl-7-xylosyl paclitaxel

The barks of Taxus baccata

Biological Activity of 10-Deacetyl-7-xylosyl paclitaxel

Description1. 10-Deacetyl-7-xylosyl paclitaxel has long been used in Chinese clinics to treat cancer, it may target mitochondrial permeability transition pore (mPTP).

10-Deacetyl-7-xylosyl paclitaxel Dilution Calculator

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10-Deacetyl-7-xylosyl paclitaxel Molarity Calculator

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Preparing Stock Solutions of 10-Deacetyl-7-xylosyl paclitaxel

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.0593 mL 5.2966 mL 10.5932 mL 21.1864 mL 26.4831 mL
5 mM 0.2119 mL 1.0593 mL 2.1186 mL 4.2373 mL 5.2966 mL
10 mM 0.1059 mL 0.5297 mL 1.0593 mL 2.1186 mL 2.6483 mL
50 mM 0.0212 mL 0.1059 mL 0.2119 mL 0.4237 mL 0.5297 mL
100 mM 0.0106 mL 0.053 mL 0.1059 mL 0.2119 mL 0.2648 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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Background on 10-Deacetyl-7-xylosyl paclitaxel

10-Deacetyl-7-xylosyl paclitaxel is a Paclitaxel derivative with improved pharmacological features and higher water solubility. IC50 value: Target: Microtubule inhibitor 10-Deacetyl-7-xylosyl paclitaxel induced mitotic cell cycle arrest and apoptosis as measured by flow cytometry, DNA laddering, and transmission electron microscopy. Pro-apoptotic Bax and Bad protein expression was up-regulated and anti-apoptotic Bcl-2 and Bcl-XL expression down-regulated, which lead to a disturbance of the mitochondrial membrane permeability and to the activation of caspase-9. In turn, caspase-9 activated downstream caspases-3 and -6, but not caspase-8. Bid was also activated by caspase-3. Reversely, treatment with a caspase-10-specific inhibitor could not protect PC-3 cells from 7-xylosyl-10-deacetyl-paclitaxel-triggered apoptosis. Moreover, 7-xylosyl-10-deacetylpaclitaxel had no effect on the expression of CD95 and NF-kappaB proteins, indicating that apoptosis was induced through the mitochondrial-dependent pathway in PC-3 cells.

References:
[1]. Jiang S, et al. Activation of the mitochondria-driven pathway of apoptosis in human PC-3 prostate cancer cells by a novel hydrophilic paclitaxel derivative, 7-xylosyl-10-deacetylpaclitaxel. Int J Oncol. 2008 Jul;33(1):103-11.

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References on 10-Deacetyl-7-xylosyl paclitaxel

Transport of a hydrophilic paclitaxel derivative, 7-xylosyl-10-deacetylpaclitaxel, by human intestinal epithelial Caco-2 cells.[Pubmed:20414861]

Planta Med. 2010 Oct;76(14):1592-5.

7-Xylosyl-10-deacetylpaclitaxel is an active compound used in traditional Chinese medicine to treat cancer. However, pharmacokinetic studies yielded low plasma concentrations of 7-xylosyl-10-deacetylpaclitaxel after its oral administration in preclinical trials. Therefore, we investigated whether the observed low oral bioavailability of this compound is due to poor absorption. We studied the transepithelial flux of 7-xylosyl-10-deacetylpaclitaxel using the human colonic cell line Caco-2 as a model and found out that its flux (at a concentration range of 0.5-20 microM) across the Caco-2 cell layer was linear with time for up to 3 hr. The apparent maximal concentration (K (M)) of the active efflux component was 93.4 microM. Verapamil (50 microM) and tetrandrine (25 microM) significantly decreased the active transport component. These data support the conclusion that rapid passive diffusion of 7-xylosyl-10-deacetylpaclitaxel through the intestinal epithelium is partially counteracted by the action of an outwardly directed efflux pump, presumably P-glycoprotein. The relatively high apparent permeability coefficient ( P(app)) for the apical to basolateral 7-xylosyl-10-deacetylpaclitaxel transport (16.3 +/- 6.3 x 10 (-6) cm/s; n = 3) suggests that the drug may still be effectively absorbed in the intestinal tract.

Description

10-Deacetyl-7-xylosyl paclitaxel is a Paclitaxel (a microtubule stabilizing agent; enhances tubulin polymerization) derivative with improved pharmacological features.

Keywords:

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