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Paclitaxel

SIGMA/T7402 - from Taxus brevifolia, ≥95% (HPLC), powder

CAS Number: 33069-62-4
Empirical Formula (Hill Notation): C47H51NO14
Molecular Weight: 853.91
MDL Number: MFCD00869953
Linear Formula: C47H51NO14
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-T7402-1MG 1 mg
$48.90
1/EA
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45-T7402-5MG 5 mg
$165.00
1/EA
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45-T7402-25MG 25 mg
$571.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T7402-1MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T7402-25MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T7402-5MG

 

antibiotic activity spectrum viruses
assay ≥95% (HPLC)
biological source Taxus brevifolia
color white
form powder
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
mode of action DNA synthesis | interferes
mp 213 °C (dec.) (lit.)
originator Bristol-Myers Squibb
Quality Level 200 
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
solubility DMSO: 50 mg/mL (can be stored frozen for several months)
  ethanol: soluble
  methanol: soluble 50 mg/mL, clear, colorless (undergoes transesterification)
storage temp. 2-8°C
Application: Paclitaxel has been used as a component of the dechorionation buffer for Gryllus bimaculatus eggs. Paclitaxel has also been used for studying its effect on the movement of all-trans retinoic acid (ATRA) differentiated NB4 cells.
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).
Caution: Paclitaxel undergoes transesterification in methanol and hydrolyzes in aqueous solutions.
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 .
Features and Benefits: This compound was developed by Bristol-Myers Squibb . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here .
General description: Chemical structure: taxoide
Packaging: 1, 5, 25 mg in glass insert
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
Preparation Note: Paclitaxel is soluble in methanol at 50 mg/ml and yields a clear, colorless solution. It is also soluble in DMSO (50 mg/ml) and ethanol.
Purity ≥95% (HPLC)
mp 213 °C (dec.) (lit.)
Storage Temp. 2-8°C
UNSPSC 12161501

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