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Paclitaxel

Cayman Chemical Item Number 10461

Taxol®; NSC 125973 (CAS 33069-62-4)

Paclitaxel (CAS 33069-62-4)

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Description

Paclitaxel, a potent disruptor of microtubules derived from the bark of the Pacific yew tree, is widely used as a chemotherapeutic compound. Tested against a panel of cervical (HeLa), lung (A549), breast (MCF-7), colon (HT-29), ovarian (OVG-1), and pancreatic (PC-Sh) carcinomas, paclitaxel demonstrates IC50 values ranging from 2.5-7.5 nM.1 Paclitaxel disrupts multipolar spindle formation, inducing cell cycle arrest in various human cell cancer lines (IC50s = 6.7-18.5 nM) at both prophase and G1.2 It initiates apoptosis of cancer cells through multiple mechanisms involving p53-dependent and -independent pathways, Bcl-2 family members, cyclin-dependent kinases, and c-Jun N-terminal kinases/stress-activated protein kinases.3

1 Liebmann, J.E., Cook, J.A., Lipschultz, C., et al. Cytotoxic studies of paclitaxel (Taxol®) in human tumour cell lines. Br J Cancer 68 1104-1109 (1993).

2 Woods, C.M., Zhu, J., McQueney, P.A., et al. Taxol-induced mitotic block triggers rapid onset of a p53-independent apoptotic pathway. Mol Med 1(5) 506-526 (1995).

3 Wang, T., Wang, H., and Soong, Y. Paclitaxel-induced cell death: Where the cell cycle and apoptosis come together. Cancer 88 2619-2628 (2000).

Synonyms
  • Taxol®
  • NSC 125973
Formal Name β-​(benzoylamino)-​α-​hydroxy-​6,​12b-​bis(acetyloxy)-​12-​(benzoyloxy)-​2aR,​3,​4S,​4aS,​5,​6R,​9S,​10,​11S,​12S,​12aR,​12bS-​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
CAS Number 33069-62-4
Molecular Formula C47H51NO14
Formula Weight 853.9
Formulation A crystalline solid
Purity ≥98%
λmax 228 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(N([H]​)​[C@@H]​(C1=CC=CC=C1)​[C@@H]​(O)​C(O[C@@H]​2C(C)​=C([C@@H]​(OC(C)​=O)​C([C@@]​3(C)​C4[C@]​(OC(C)​=O)​(CO5)​[C@H]​5C[C@@H]​3O)​=O)​C(C)​(C)​[C@]​(O)​([C@H]​4OC(C6=CC=CC=C6)​=O)​C2)​=O)​C7=CC=CC=C7

Background Reading

Wang, T., Wang, H., and Soong, Y. Paclitaxel-induced cell death: Where the cell cycle and apoptosis come together. Cancer 88 2619-2628 (2000).

Liebmann, J.E., Cook, J.A., Lipschultz, C., et al. Cytotoxic studies of paclitaxel (Taxol®) in human tumour cell lines. Br J Cancer 68 1104-1109 (1993).

Woods, C.M., Zhu, J., McQueney, P.A., et al. Taxol-induced mitotic block triggers rapid onset of a p53-independent apoptotic pathway. Mol Med 1(5) 506-526 (1995).
Size Price Quantity Subtotal
5 mg $19.00 $0.00
25 mg $86.00 $0.00
50 mg $152.00 $0.00
100 mg $266.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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