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Paclitaxel semi-synthetic for system suitability

SIAL/Y0000739 - European Pharmacopoeia (EP) Reference Standard

Synonym: Paclitaxel

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-Y0000739 1.01 mg
 $220.00
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API family paclitaxel
application(s) pharmaceutical (small molecule)
format neat
grade pharmaceutical primary standard
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
manufacturer/tradename EDQM
mp 213 °C (dec.) (lit.)
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
storage temp. 2-8°C
Application: Paclitaxel semi-synthetic for system suitability EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.
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.
General description: This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia .
Other Notes: Sales restrictions may apply.
Packaging: The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue .
mp 213 °C (dec.) (lit.)
Storage Temp. 2-8°C
UNSPSC 41116107

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