580556

Paclitaxel

A semi-synthetic form of Paclitaxel having no contamination by natural taxanes. Also has reduced levels of epimerization products as contaminants.

• Synonym(s): Paclitaxel, Semi-Synthetic
• Empirical Formula (Hill Notation): C₄₇H₅₁NO₁₄
• CAS Number: 33069-62-4
• Molecular Weight: 853.91
• MDL number: MFCD00869953
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Paclitaxel, Semi-Synthetic, A semi-synthetic form of Paclitaxel having no contamination by natural taxanes. Also has reduced levels of epimerization products as contaminants.
• Quality Level: 100
• description: Merck USA index - 14, 6982
• assay: ≥97% (HPLC)
• form: crystalline solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated; protect from light
• solubility: DMSO: soluble; methanol: soluble
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: N([C@H]([C@@H](O)C(=O)O[C@H]3C[C@]4([C@H](C6[C@]7([C@H](OC7)C[C@@H]([C@]6(C(=O)[C@@H](C(=C3C)C4(C)C)OC(=O)C)C)O)OC(=O)C)OC(=O)c5ccccc5)O)c2ccccc2)C(=O)c1ccccc1
• InChI: 1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38?,40-,45+,46-,47+/m0/s1
• InChI key: RCINICONZNJXQF-VAZQATRQSA-N

Description

General description

A semi-synthetic form of Paclitaxel (Cat. No. 580555) having no contamination by natural taxanes. Also has reduced levels of epimerization products as contaminants.

A semi-synthetically derived form of Paclitaxel (TAXOL^®, Cat. No. 580555) having no contamination of natural taxanes. Also has less epimerization products as contaminants. Promotes assembly of microtubules and inhibits tubulin disassembly. An effective agent in blocking HeLa and B16 cells at the G₂/M stage. Inhibits DNA synthesis and stimulates the release of tumor necrosis factor-α. Induces apoptosis in murine mammary carcinoma MCA-4 and ovarian carcinoma OCA-1 tumors.

Biochem/physiol Actions

Cell permeable: no

Primary Target
Promotes assembly of microtubules and inhibits tubulin disassembly.

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Carcinogenic / Teratogenic (D)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Other Notes

Derry, W.B., et al. 1995. Biochemistry 34, 2203.
Milas, L., et al. 1995. Cancer Chemother. Pharmacol.35, 297.
Donaldson, K.L., et al. 1994. Int. J. Cancer 57, 847.
Hornback, N.B., et al. 1994. In Vivo8, 819.
Manthey, C.L., et al. 1992. J. Immunol. 149, 2459.
Rowinsky, E.K., et al. 1992. Semin. Oncol.19, 646.
Ding, A.H., et al. 1990. Science248, 370.
Mogensen, M.M. and Tucker, J.B. 1990. J. Cell Sci.97, 101.
Slichenmeyer, W.J. and Von Hoff, D.D. 1990. J. Clin. Pharmacol. 30, 770.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Taxol is a registered trademark of Bristol-Myers Squibb Co.

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H341,H360FD,H372
• pcodes: P202 - P260 - P264 - P280 - P308 + P313 - P405
• Hazard Classifications: Muta. 2 - Repr. 1B - STOT RE 1
• target_organs: Central nervous system,Bone marrow,Cardio-vascular system
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable