Taxol

Pricing Availability Delivery Time Qty
Cat.No. 1097 - Taxol | C47H51NO14 | CAS No. 33069-62-4
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: ≥99% (HPLC)
Datasheet
Citations (17)
Literature

Biological Activity

Antitumor agent; promotes and stabilizes tubulin polymerization, causing cell cycle arrest. Induces autocatalytic activation of caspase-10 in CCRF-HSB-2 cells, triggering apoptosis.

Compound Libraries

Taxol is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 853.92
Formula C47H51NO14
Storage Store at +4°C
Purity ≥99% (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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 85.39 100mM with gentle warming
ethanol 21.35 25

Preparing Stock Solutions

The following data is based on the product molecular weight 853.92. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
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

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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 taxol binding site on the microtubule. J.Biol.Chem. 274 37990 PMID: 10608867

Merck Index 12 7117 PMID:


If you know of a relevant reference for Taxol, please let us know.

Keywords: Promotes assembly inhibits inhibitors disassembly microtubules Tau Tubulin Mitosis taxanes chemotherapeutics Paclitaxel Microtubules

17 Citations for Taxol

Citations are publications that use Tocris products. Selected citations for Taxol include:

Zhang (2017) The BTK Inhibitor, Ibrutinib (PCI-32765) Overcomes Paclitaxel Resistance in ABCB1 and ABCC10 Overexpressing Cells and Tumors. Mol Cancer Ther 16 1021 PMID: 28265007

Masocha (2015) Astrocyte activation in the anterior cingulate cortex and altered glutamatergic gene expression during paclitaxel-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

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

Parvathy and Masocha (2015) Coadministration of indomethacin and minocycline attenuates established paclitaxel-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

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

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

Lin et al (2012) Paclitaxel 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

Gärtner et al (2012) N-cadherin specifies first asymmetry in developing neurons. Springerplus 31 1893 PMID: 22354041

Lim et al (2009) Alpha-tocopheryl succinate potentiates the paclitaxel-induced apoptosis through enforced caspase 8 activation in human H460 lung cancer cells. Exp Mol Med 41 737 PMID: 19561399

Pennati et al (2005) Potentiation of paclitaxel-induced apoptosis by the novel cyclin-dependent kinase inhibitor NU6140: a possible role for survivin down-regulation. Mol Cancer Ther 4 1328 PMID: 16170024


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Pathways for Taxol

Protocols

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