10-Deacetyl-7-xylosyl paclitaxel

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

Product Specifications

CAS Number

[90332-63-1]

Product Name Alternative

10-Deacetyl-7-xylosyltaxol; 10-Deacetylpaclitaxel 7-Xyloside; 10-Deacetyltaxol 7-Xyloside

UNSPSC

12352005

Hazard Statement

H302

Target

ADC Payload; Microtubule/Tubulin

Type

Natural Products

Related Pathways

Antibody-drug Conjugate/ADC Related; Cell Cycle/DNA Damage; Cytoskeleton

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/10-deacetyl-7-xylosyl-paclitaxel.html

Purity

99.40

Solubility

DMSO : 33.33 mg/mL (ultrasonic)

Smiles

CC(O[C@]([C@@]1([H])C[C@@H]2O[C@@](OC[C@@H](O)[C@@H]3O)([H])[C@@H]3O)(CO1)[C@]([C@@H]([C@]4(C(C)(C)C5=C(C)[C@@H](OC([C@H](O)[C@H](C6=CC=CC=C6)NC(C7=CC=CC=C7)=O)=O)C4)O)OC(C8=CC=CC=C8)=O)([H])[C@@]2(C([C@@H]5O)=O)C)=O

Molecular Formula

C50H57NO17

Molecular Weight

943.98

Precautions

H302

References & Citations

[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.