Merck
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T7191

Sigma-Aldrich

Paclitaxel

from semisynthetic, ≥97%

Empirical Formula (Hill Notation):
C47H51NO14
CAS Number:
Molecular Weight:
853.91
Beilstein:
1420457
Numer MDL:
Identyfikator substancji w PubChem:
NACRES:
NA.77

pochodzenie biologiczne

semisynthetic

Poziom jakości

100

próba

≥97%

zanieczyszczenia

natural taxane impurities, none detected (except ≤0.5% paclitaxel degradation products.)

mp

213 °C (dec.) (lit.)

rozpuszczalność

DMSO: soluble 50 mg/mL
methanol: soluble 50 mg/mL, clear, colorless
H2O: soluble (hydrolyzes)
ethanol: soluble

spektrum działania antybiotyku

neoplastics

Tryb działania

DNA synthesis | interferes

inicjator

Bristol-Myers Squibb

temp. przechowywania

−20°C

SMILES string

[H][C@@]12C[C@H](O)[C@@]3(C)C(=O)[C@H](OC(C)=O)C4=C(C)[C@H](C[C@@](O)([C@@H](OC(=O)c5ccccc5)[C@]3([H])[C@@]1(CO2)OC(C)=O)C4(C)C)OC(=O)[C@H](O)[C@@H](NC(=O)c6ccccc6)c7ccccc7

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-MZXODVADSA-N

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Opis ogólny

Chemical structure: taxoide

Zastosowanie

Paclitaxel has been used to study its effects on tumor regression in mouse models of pancreatic ductal adenocarcinoma[1]. Paclitaxel has also been used as an internal standard for chromatographic assays of docetaxel[2]. Furthermore, paclitaxel has been used to analyze its effects on Caenorhabditis elegans embryos[3].

Opakowanie

1, 5, 25 mg in glass insert

Działania biochem./fizjol.

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).
Paclitaxel is highly lipophilic. It serves as a substrate for p-glycoprotein, a multi-drug resistance protein. Paclitaxel is thus, less localized to the brain. Apart from its cytocidal action, paclitaxel is known to stimulate tumor invasion process.[4]

Cechy i korzyści

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.

Przestroga

Paclitaxel undergoes transesterification in methanol and hydrolyzes in aqueous solutions.

Uwaga dotycząca przygotowania

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

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

Klasyfikacja zagrożeń

Eye Dam. 1 - Muta. 1A - Repr. 1A - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 1 - STOT SE 3

Organy docelowe

Respiratory system

Kod klasy składowania

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Środki ochrony indywidualnej

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificate of Analysis

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Certificate of Origin

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