7-Epitaxol

CAS# 105454-04-4

7-Epitaxol

Catalog No. BCN2514----Order now to get a substantial discount!

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Quality Control of 7-Epitaxol

Number of papers citing our products

Chemical structure

7-Epitaxol

3D structure

Chemical Properties of 7-Epitaxol

Cas No. 105454-04-4 SDF Download SDF
PubChem ID 184492 Appearance Cryst.
Formula C47H51NO14 M.Wt 853.91
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility DMSO : ≥ 106.6 mg/mL (124.84 mM)
*"≥" means soluble, but saturation unknown.
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)O)C)OC(=O)C
Standard InChIKey RCINICONZNJXQF-LYTKHFMESA-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 7-Epitaxol

The barks of Taxus chinensis (Pilger) Rehd.

Biological Activity of 7-Epitaxol

Description7-Epitaxol is the major derivative of taxol found in cells and taxol (paclitaxel) is a well-known natural-source cancer drug.
In vitro

Taxol is converted to 7-epitaxol, a biologically active isomer, in cell culture medium.[Pubmed: 2886648]

J Pharmacol Exp Ther. 1987 Aug;242(2):692-8.

The hydrolysis products of taxol have been isolated by high-performance liquid chromatography and identified by nuclear magnetic resonance and mass spectroscopy. In contrast to taxol, the major hydrolysis product, baccatin III, has little cytotoxic activity and does not promote in vitro microtubule assembly.
METHODS AND RESULTS:
In cell culture medium, the concentration of taxol decreases with time and 7-Epitaxol, which exhibits properties comparable to those of taxol both on cells and on in vitro microtubuli polymerization, is formed. Baccatin III is found in small quantities in the cell medium, although it is barely detectable within the cells.
CONCLUSIONS:
It is concluded that 7-Epitaxol is the major derivative of taxol found in cells and that its presence does not alter, in a major way, the overall biological activity of taxol.

Protocol of 7-Epitaxol

Structure Identification
Anticancer Agents Med Chem. 2015;15(3):400-5.

Mesenchymal stromal cells uptake and release paclitaxel without reducing its anticancer activity.[Pubmed: 24942547]

To improve the drug delivery efficiency on target cells, many strategies have been developed including Mesenchymal Stromal Cells (MSCs) approaches. In a previous study, we found that bone-marrow-derived MSCs (BM-MSCs) were able to incorporate and release the anti-tumor and anti-angiogenic drug, Paclitaxel (PTX).
METHODS AND RESULTS:
In this study, we evaluated the stability of PTX in standard cell culture conditions by analyzing the metabolites produced by MSCs after their incorporation of the drug. We are able to show that MSCs do not release either 3-OH-PTX or 6-OH-PTX metabolites (having a lower anticancer activity) but release an active PTX molecule together with the isomer 7-Epitaxol, is known to maintain the whole biological activity.
CONCLUSIONS:
This confirms that the simple procedure of MSCs priming with a drug (without any genetic cell manipulation), in our case PTX, does not modify the activity of the molecule and provides a new biological-device to carry and deliver PTX in tumor sites, by contributing to improve drug efficacy and target selectivity in cancer therapy.

7-Epitaxol Dilution Calculator

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7-Epitaxol Molarity Calculator

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Preparing Stock Solutions of 7-Epitaxol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.1711 mL 5.8554 mL 11.7108 mL 23.4217 mL 29.2771 mL
5 mM 0.2342 mL 1.1711 mL 2.3422 mL 4.6843 mL 5.8554 mL
10 mM 0.1171 mL 0.5855 mL 1.1711 mL 2.3422 mL 2.9277 mL
50 mM 0.0234 mL 0.1171 mL 0.2342 mL 0.4684 mL 0.5855 mL
100 mM 0.0117 mL 0.0586 mL 0.1171 mL 0.2342 mL 0.2928 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 7-Epitaxol

Taxol is converted to 7-epitaxol, a biologically active isomer, in cell culture medium.[Pubmed:2886648]

J Pharmacol Exp Ther. 1987 Aug;242(2):692-8.

The hydrolysis products of taxol have been isolated by high-performance liquid chromatography and identified by nuclear magnetic resonance and mass spectroscopy. In contrast to taxol, the major hydrolysis product, baccatin III, has little cytotoxic activity and does not promote in vitro microtubule assembly. In cell culture medium, the concentration of taxol decreases with time and 7-Epitaxol, which exhibits properties comparable to those of taxol both on cells and on in vitro microtubuli polymerization, is formed. Baccatin III is found in small quantities in the cell medium, although it is barely detectable within the cells. It is concluded that 7-Epitaxol is the major derivative of taxol found in cells and that its presence does not alter, in a major way, the overall biological activity of taxol.

Mesenchymal stromal cells uptake and release paclitaxel without reducing its anticancer activity.[Pubmed:24942547]

Anticancer Agents Med Chem. 2015;15(3):400-5.

To improve the drug delivery efficiency on target cells, many strategies have been developed including Mesenchymal Stromal Cells (MSCs) approaches. In a previous study, we found that bone-marrow-derived MSCs (BM-MSCs) were able to incorporate and release the anti-tumor and anti-angiogenic drug, Paclitaxel (PTX). In this study, we evaluated the stability of PTX in standard cell culture conditions by analyzing the metabolites produced by MSCs after their incorporation of the drug. We are able to show that MSCs do not release either 3-OH-PTX or 6-OH-PTX metabolites (having a lower anticancer activity) but release an active PTX molecule together with the isomer 7-Epitaxol, is known to maintain the whole biological activity. This confirms that the simple procedure of MSCs priming with a drug (without any genetic cell manipulation), in our case PTX, does not modify the activity of the molecule and provides a new biological-device to carry and deliver PTX in tumor sites, by contributing to improve drug efficacy and target selectivity in cancer therapy.

Description

7-epi-Taxol is an active metabolite of taxol, with activity comparable to that of taxol against cell replication, promoting microtubule bundle formation and against microtubule depolymerization.

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