Epothilone A

Name: Epothilone A
SKU: E6256
Availability: InStock

Product ID E6256

Cas No. 152044-53-6

Purity ≥95%

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Description

Epothilone is an anticancer chemotherapeutic that acts as an anti-mitotic compound; it binds the taxane pocket of β-tubulin, using side chains to induce formation of a short helix and preventing microtubule depolymerization. Epothilone displays activity against lung cancer and prostate cancer in clinical trials and may show benefit in treatment of neurodegenerative diseases such as Alzheimer’s disease. Typically, the degree of chemotherapeutic activity of the three epothilone subtypes follows the alphabet, where Epo A> Epo B> Epo D.

Product Info

Cas No.	152044-53-6
Purity	≥95%
Formula	C₂₆H₃₉NO₆S
Formula Wt.	493.66
Chemical Name	(1R,5S,6S,7R,10S,14S,16S)-6,10-dihydroxy-5,7,9, 9-tetramethyl-14-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-13, 17-dioxabicyclo[14.1.0]heptadecane-8,12-dione
IUPAC Name	(1R,5S,6S,7R,10S,14S,16S)-6,10-dihydroxy-5,7,9, 9-tetramethyl-14-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-13, 17-dioxabicyclo[14.1.0]heptadecane-8,12-dione
Solubility	Soluble in DMSO (≥99mg/mL) and Ethanol (≥99mg/mL). Practically insoluble in Water (<1mg/mL).
Appearance	White Crystal Powder

Shipping and Storage

Store Temp	-20°C
Ship Temp	Ambient

Downloads

MSDS	E6256 MSDS PDF
Info Sheet	E6256 Info Sheet PDF

References

Prota AE, Bargsten K, Zurwerra D, et al. Molecular mechanism of action of microtubule-stabilizing anticancer agents. Science. 2013 Feb 1;339(6119):587-90. PMID: 23287720.

Entwistle RA, Rizk RS, Cheng DM, et al. Differentiating between models of epothilone binding to microtubules using tubulin mutagenesis, cytotoxicity, and molecular modeling. ChemMedChem. 2012 Sep;7(9):1580-6. PMID: 22807375.

Edelman MJ, Shvartsbeyn M. Epothilones in development for non--small-cell lung cancer: novel anti-tubulin agents with the potential to overcome taxane resistance. Clin Lung Cancer. 2012 May;13(3):171-80. PMID: 22133291

Kelly WK. Epothilones in prostate cancer. Urol Oncol. 2011 Jul-Aug;29(4):358-65. PMID: 19914096.

Rusinska-Roszak D, Tatka H, Pawlak R, et al. Extended and clustered conformers of epothilone A. J Phys Chem B. 2011 Apr 7;115(13):3698-707. PMID: 21405036.

Lee JJ, Kelly WK. Epothilones: tubulin polymerization as a novel target for prostate cancer therapy. Nat Clin Pract Oncol. 2009 Feb;6(2):85-92. PMID: 19048010.

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Epothilone A

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