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T7191 Sigma

Paclitaxel

from semisynthetic (from Taxus sp.), ≥97%

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics,
biological source   from semisynthetic (from Taxus sp.)
InChI Key   RCINICONZNJXQF-MZXODVADSA-N
assay   ≥97%
impurities   natural taxane impurities, none detected (except ≤0.5% paclitaxel degradation products.)
mp   213 °C (dec.)(lit.)
solubility   DMSO: soluble50 mg/mL
  methanol: soluble50 mg/mL, clear, colorless
  H2O: soluble (hydrolyzes)
  ethanol: soluble
Mode of action   DNA synthesis | interferes
originator   Bristol-Myers Squibb
storage temp.   −20°C
Gene Information   human ... BCL2(596)

Description

Caution

Paclitaxel undergoes transesterification in methanol and hydrolyzes in aqueous solutions.

Packaging

1, 5, 25 mg in glass insert

Preparation Note

Paclitaxel is soluble in methanol at 50 mg/ml and yields a clear, colorless solution. It is also soluble in ethanol, water and DMSO.

Application

Paclitaxel has been used to study its effects on tumor regression in mouse models of pancreatic ductal adenocarcinoma. Paclitaxel has also been used as an internal standard for chromatographic assays of docetaxel. Furthermore, paclitaxel has been used to analyze its effects on Caenorhabditis elegans embryos.

Biochem/physiol Actions

Paclitaxel is a potent anti-neoplastic and anti-mitotic taxane drug, which binds to the N-terminus of β-tubulin and and stabilizes microtubules arresting the cell cycle at the G2/M phase. The microtubule damage induces apoptosis through a JNK-dependent pathway followed by a JNK-independent pathway, perhaps related to the activation of protein kinase A (PKA) or of Raf-1 kinase, resulting in phosphorylation of Bcl-2. A major metabolite via CYP2CB is 6α-hydroxypaclitaxel (6α-OHP).

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
DA8340700

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
Keywords: Absorption, Bioactive small molecules, Clinical, Metabolism

Peer-Reviewed Papers
15

References

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