Paclitaxel

SIGMA/T7191 - from semisynthetic, ≥97%

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-T7191-1MG	1 mg	$48.90 1/EA	Add To Favorites
45-T7191-5MG	5 mg	$156.00 1/EA	Add To Favorites
45-T7191-25MG	25 mg	$530.00 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: T7191-1MG

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	neoplastics
assay	≥97%
biological source	semisynthetic
impurities	natural taxane impurities, none detected (except ≤0.5% paclitaxel degradation products.)
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	100
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: soluble 50 mg/mL
	ethanol: soluble
	H₂O: soluble (hydrolyzes)
	methanol: soluble 50 mg/mL, clear, colorless
storage temp.	−20°C

Application:	Paclitaxel has been used to study its effects on tumor regression in mouse models of pancreatic ductal adenocarcinoma. Paclitaxel has also been used as an internal standard for chromatographic assays of docetaxel. Furthermore, paclitaxel has been used to analyze its effects on Caenorhabditis elegans embryos.
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).
Biochem/physiol Actions:	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.
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
Preparation Note:	Paclitaxel is soluble in methanol at 50 mg/ml and yields a clear, colorless solution. It is also soluble in ethanol, water and DMSO.

Symbol	GHS05,GHS07,GHS08
Signal word	Danger
Hazard statements	H315 - H317 - H318 - H334 - H335 - H340 - H360D - H372
Precautionary statements	P201 - P280 - P302 + P352 - P304 + P340 + P312 - 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

Purity	≥97%
mp	213 °C (dec.) (lit.)
Storage Temp.	−20°C
UNSPSC	12161501

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