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Description: Promotes assembly and inhibits disassembly of microtubules
Alternative Names: Paclitaxel
Chemical Name: [2aR-[2aα,4β,4aβ,6α,9α(αR*,βS*),11α,12α,12aα,12bα]]-β-(Benzoylamino)-α-hydroxy-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester benzenepropanoic acid
Purity: ≥98% (HPLC)
Biological Activity for Taxol
Taxol, also known as paclitaxel, promotes and stabilizes tubulin polymerization, causing cell cycle arrest. In CCRF-HSB-2 cells, Taxol induces autocatalytic activation of caspase-10, triggering apoptosis. Taxol is an antitumor agent. In a mouse model of bladder cancer Taxol decreases tumor growth. Taxol also prolongs survival of mice transplanted with human ovarian carcinoma xenografts. Taxol improves neurological outcome and magnetic resonance imaging biomarkers after traumatic brain injury in mice.
Compound Libraries for Taxol
Taxol is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.
Technical Data for Taxol
| M. Wt | 853.92 |
| Formula | C47H51NO14 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 33069-62-4 |
| PubChem ID | 441276 |
| InChI Key | RCINICONZNJXQF-VAZQATRQSA-N |
| Smiles | O=C2[C@@]3(C)C([C@@]4(OC(C)=O)[C@H](OC4)C[C@@H]3O)[C@H](OC(C7=CC=CC=C7)=O)[C@@]1(O)[C@](C)(C)C([C@H]2OC(C)=O)=C(C)[C@@H](OC([C@H](O)[C@H]([C@]5=CC=CC=C5)NC(C6=CC=CC=C6)=O)=O)C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Taxol
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| ethanol | 21.35 | 25 with gentle warming | |
| DMSO | 85.39 | 100 with gentle warming |
Preparing Stock Solutions for Taxol
The following data is based on the product molecular weight 853.92. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.17 mL | 5.86 mL | 11.71 mL |
| 5 mM | 0.23 mL | 1.17 mL | 2.34 mL |
| 10 mM | 0.12 mL | 0.59 mL | 1.17 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
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Product Datasheets for Taxol
References for Taxol
References are publications that support the biological activity of the product.
Rowinsky et al (1990) Taxol: a novel investigational antimicrotubule agent. J.Natl.Cancer Inst. 82 1247 PMID: 1973737
McGuire et al (1989) Taxol: a unique antineoplastic agent with significant activity in advanced ovarian epithelial neoplasms. Ann.Intern.Med. 111 273 PMID: 2569287
Park et al (2004) Taxol induces caspase-10-dependent apoptosis. J.Biol.Chem. 279 51057 PMID: 15452117
Rao et al (1999) Characterization of the Tax. binding site on the microtubule. J.Biol.Chem. 274 37990 PMID: 10608867
Merck Index 12 7117
Cross et al (2015) PacT improves outcome from traumatic brain injury. Brain Res. 1618 299 PMID: 26086366
Nicoletti et al (1993) Antitumor activity of Tax. (NSC-125973) in human ovarian carcinomas growing in the peritoneal cavity of nude mice. Ann.Oncol. 4 151 PMID: 8095399
If you know of a relevant reference for Taxol, please let us know.
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Keywords: Taxol, Taxol supplier, Promotes, assembly, inhibits, inhibitors, disassembly, microtubules, Tau, Tubulin, Mitosis, taxanes, chemotherapeutics, Paclitaxel, Microtubules, Autophagy, 1097, Tocris Bioscience
⚠ WARNING: This product can expose you to chemicals including Paclitaxel, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov
28 Citations for Taxol
Citations are publications that use Tocris products. Selected citations for Taxol include:
Wang et al (2019) Programmed cell death factor 4 enhances the chemosensitivity of colorectal cancer cells to Taxol. Oncol Lett 18 1402 PMID: 31423204
Ayoub (2017) Crizotinib, a MET inhibitor, inhibits growth, migration, and invasion of breast cancer cells in vitro and synergizes with chemotherapeutic agents. Onco Targets Ther 10 4869 PMID: 29042798
Zhang (2017) The BTK Inhibitor, Ibrutinib (PCI-32765) Overcomes PacT. Resistance in ABCB1 and ABCC10 Overexpressing Cells and Tumors. Mol Cancer Ther 16 1021 PMID: 28265007
Kathawala et al (2015) The small molecule tyrosine kinase inhibitor NVP-BHG712 antagonizes ABCC10-mediated PacT. resistance: a preclinical and pharmacokinetic study. Oncotarget 6 510 PMID: 25402202
Habu and Matsumoto (2013) p31(comet) inactivates the chemically induced Mad2-dependent spindle assembly checkpoint and leads to resistance to anti-mitotic drugs. Sci Rep 2 562 PMID: 24255856
He et al (2010) Leading tip drives som. translocation via forward F-actin flow during neuronal migration. J Neurosci 30 10885 PMID: 20702717
Stephan et al (2015) Biopolymer implants enhance the efficacy of adoptive T-cell therapy. PLoS One 33 97 PMID: 25503382
Goldmacher et al (2015) High-affinity accumulation of a maytansinoid in cells via weak tubulin interaction. Plant Signal Behav 10 e0117523 PMID: 25671541
Akita et al (2015) Quantitative analysis of microtubule orientation in interdigitated leaf pavement cells. Int J Mol Sci 10 e1024396 PMID: 26039484
Vergara et al (2015) Transgenic plants as low-cost platform for chemotherapeutic drugs screening. Chin J Cancer 16 2174 PMID: 25608652
Kathawala et al (2015) ATP-binding cassette subfamily B member 1 (ABCB1) and subfamily C member 10 (ABCC10) are not primary resistance factors for cabazitaxel. J Cell Sci 34 115 PMID: 25962593
Lin et al (2012) PacT. and CYC3, an aurora kinase A inhibitor, synergise in pancreatic cancer cells but not bone marrow precursor cells. Br J Cancer 107 1692 PMID: 23037716
Natrajan et al (2012) Functional characterization of the 19q12 amplicon in grade III breast cancers. Breast Cancer Res 14 R53 PMID: 22433433
Rennekamp et al (2016) σ1 receptor ligands control a switch between passive and active threat responses. Nat Chem Biol 12 552 PMID: 27239788
Masocha (2016) Gene expression profile of sodium channel subunits in the anterior cingulate cortex during experimental paclitaxel-induced neuropathic pain in mice. PeerJ 4 e2702 PMID: 27896032
Villalba-Riquelme et al (2022) Paclitaxel in vitro reversibly sensitizes the excitability of IB4(-) and IB4(+) sensory neurons from male and female rats. Br.J.Pharmacol. 179 3693 PMID: 35102580
Kyte et al (2018) Nicotine Prevents and Reverses Paclitaxel-Induced Mechanical Allodynia in a Mouse Model of CIPN. J Pharmacol Exp Ther 364 110 PMID: 29042416
Gärtner et al (2012) N-cadherin specifies first asymmetry in developing neurons. Springerplus 31 1893 PMID: 22354041
Masocha (2015) Astrocyte activation in the anterior cingulate cortex and altered glutamatergic gene expression during PacT.-induced neuropathic pain in mice. PeerJ 3 e1350 PMID: 26528412
Haghshenas et al (2015) Bioactivity characterization of Lactobacillus strains isolated from dairy products. Microbiologyopen 4 803 PMID: 26219634
Floyd et al (2013) Spatiotemporal organization of Aurora-B by APC/CCdh1 after mitosis coordinates cell spreading through FHOD1. EMBO J 126 2845 PMID: 23613471
Wang et al (2017) Centriole triplet microtubules are required for stable centriole formation and inheritance in human cells. Elife 6 PMID: 28906251
Parvathy and Masocha (2015) Coadministration of indomet. and MinCyc attenuates established PacT.-induced neuropathic thermal hyperalgesia: Involvement of cannabinoid CB1 receptors. Proc Natl Acad Sci U S A 5 10541 PMID: 26085115
Nagro et al (2014) Depletion of the central metabolite NAD leads to oncosis-mediated cell death. Nat Biotechnol 289 35182 PMID: 25355314
Hahm et al (2011) Substance P induces the reversible formation of varicosities in the dendrites of rat brainstem neurons. Brain Res 1369 36 PMID: 21044613
Lim et al (2009) Alpha-tocopheryl succinate potentiates the PacT.-induced apoptosis through enforced caspase 8 activation in human H460 lung cancer cells. Exp Mol Med 41 737 PMID: 19561399
Nieto et al (2008) Tetrodotoxin inhibits the development and expression of neuropathic pain induced by paclitaxel in mice Pain 137 520 PMID: 18037242
Pennati et al (2005) Potentiation of PacT.-induced apoptosis by the novel cyclin-dependent kinase inhibitor NU6140: a possible role for survivin down-regulation. Mol Cancer Ther 4 1328 PMID: 16170024
Do you know of a great paper that uses Taxol from Tocris? Please let us know.
Reviews for Taxol
Average Rating: 5 (Based on 2 Reviews.)
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Establishment of chemoresistant cells lines.
By
MARINA KOUTSIOUMPA on 10/13/2022
Assay Type: In Vitro
Species: Human
Taxol was used for the establishment of taxol-resistant pancreatic cancer cell lines.
Paclitaxel, docetaxel, vincristine, vinblastine, colchicine, cisplatin, and mitoxantrone screen for Human epidermal carcinoma.
By
Anonymous on 11/17/2019
Assay Type: In Vivo
Species: Mouse
Cell Line/Tissue: Human epidermal carcinoma cell line
Human epidermal carcinoma cell line was treated with Paclitaxel, docetaxel,vincristine, vinblastine, colchicine, cisplatin, and mitoxantrone which purchased from Tocris Bioscience.
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Cell Cycle and DNA Damage Research Product Guide
This product guide provides a review of the cell cycle and DNA damage research area and lists over 150 products, including research tools for:
- Cell Cycle and Mitosis
- DNA Damage Repair
- Targeted Protein Degradation
- Ubiquitin Proteasome Pathway
- Chemotherapy Targets