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Paclitaxel

Name: Paclitaxel
Brand: MM

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

Synonym(s):

Paclitaxel, Taxus sp., Baccatin III N-benzyl-β-phenylisoserine Ester, TAXOL^®

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About This Item

Empirical Formula (Hill Notation):

C₄₇H₅₁NO₁₄

CAS Number:

33069-62-4

Molecular Weight:

853.91

UNSPSC Code:

41116107

NACRES:

NA.77

MDL number:

MFCD00869953

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, desiccated, protect from light

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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

Preparation Note

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.

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

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hcodes

H341,H360FD,H372

pictograms

GHS08

signalword

Danger

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

flash_point_f

Not applicable

flash_point_c