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Paclitaxel

Catalog No. 86346 Name Sigma Aldrich
CAS Number 33069-62-4 Website http://www.sigmaaldrich.com
M. F. C47H51NO14 Telephone 1-800-521-8956
M. W. 853.90614 Fax
Purity ≥95% (HPLC) Email
Storage Chembase ID: 137569

SYNONYMS

IUPAC name
(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl benzoate
IUPAC Traditional name
taxol

DATABASE IDS

MDL Number MFCD00869953
CAS Number 33069-62-4
Beilstein Number 1420457

PROPERTIES

Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
GHS Precautionary statements P261-P280-P305 + P351 + P338-P342 + P311
Risk Statements 37/38-41-42/43-62-68
RTECS DA8340700
Safety Statements 22-26-36/37/39-45
Storage Temperature -20°C
German water hazard class 3
GHS Pictograms GHS05
GHS Pictograms GHS07
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H315-H317-H318-H334-H335-H341-H361
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
Biological Source from Taxus brevifolia
Empirical Formula (Hill Notation) C47H51NO14
Impurities ≤4% water
Purity ≥95% (HPLC)
Gene Information human ... BCL2(596)
Melting Point 213 °C (dec.)(lit.)
Solubility methanol: soluble50 mg/mL, clear, colorless

DETAILS

Description (English)
Caution
Paclitaxel undergoes transesterification in methanol and hydrolyzes in aqueous solutions.
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).
Description (简体中文)
Caution
Paclitaxel undergoes transesterification in methanol and hydrolyzes in aqueous solutions.
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).

REFERENCES