580555

Paclitaxel

from Taxus sp., ≥97% (HPLC), solid, DNA synthesis inhibitor, Calbiochem^®

• Synonym(s): Paclitaxel, Taxus sp., Baccatin III N-benzyl-β-phenylisoserine Ester, TAXOL^®
• Empirical Formula (Hill Notation): C₄₇H₅₁NO₁₄
• CAS Number: 33069-62-4
• Molecular Weight: 853.91
• MDL number: MFCD00869953
• UNSPSC Code: 41116107
• NACRES: NA.77

Properties

• Product Name: Paclitaxel, Taxus sp., Antitumor and antileukemic agent isolated from the bark of the yew tree.
• Quality Level: 100
• description: Merck USA index - 14, 6982
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated; protect from light
• color: white
• solubility: methanol: 1 mg/mL; DMSO: 10 mg/mL
• 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

Antitumor and anti-leukemic agent isolated from the bark of the yew tree. 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.

Antitumor and antileukemic agent isolated from the bark of the yew tree. 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 tubulins 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