Paclitaxel

SIGMA/T1912 - from Taxus yannanensis, 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


45-T1912-1MG	1 mg	$51.70 1/EA	Add To Favorites
45-T1912-5MG	5 mg	$161.00 1/EA	Add To Favorites
45-T1912-25MG	25 mg	$555.00 1/EA	Add To Favorites

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: T1912-1MG

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	neoplastics
biological source	Taxus yannanensis
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	acetonitrile: soluble
	DMSO: 50 mg/mL (can be stored frozen for several months)
	ethanol: soluble
	methanol: soluble (undergoes transesterification)
storage temp.	2-8°C

Application:	Paclitaxel has been used to study PREP2-tubulin interactions using coimmunoprecipitation assays on NIH3T3 cell extracts. This drug has also been used to stabilize tubulin obtained from pig brain.
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 bottle
Preparation Note:	Paclitaxel is soluble in DMSO at 50 mg/ml and can be stored frozen for several months. It is also soluble in methanol (undergoes transesterification), acetonitrile and ethanol. Paclitaxel is rapidly destroyed in weakly alkaline, methanolic solutions and in strongly acidic methanolic solutions (1:1 of methanol:concentrated HCl). It is also soluble in a mixture of 50% Cremophor EL and 50% anhydrous ethanol.

Symbol	GHS05,GHS07,GHS08
Signal word	Danger
Hazard statements	H315 - H317 - H318 - H334 - H335 - H340 - H360D - H372
Precautionary statements	P202 - P260 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313
Hazard Codes	Xn
Risk Statements	37/38-41-42/43-62-68
Safety Statements	22-26-36/37/39-45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

mp	213 °C (dec.) (lit.)
Storage Temp.	2-8°C
UNSPSC	12161501

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