T7402

Paclitaxel

from Taxus brevifolia, ≥95% (HPLC), powder

• Fórmula empírica (notación de Hill): C₄₇H₅₁NO₁₄
• Número de CAS: 33069-62-4
• Peso molecular: 853.91
• Beilstein: 1420457
• Número MDL: MFCD00869953
• Código UNSPSC: 12161501
• ID de la sustancia en PubChem: 24277878
• NACRES: NA.77

Propiedades

• origen biológico: Taxus brevifolia
• Análisis: ≥95% (HPLC)
• formulario: powder
• color: white
• mp: 213 °C (dec.) (lit.)
• solubilidad: DMSO: 50 mg/mL (can be stored frozen for several months); methanol: soluble 50 mg/mL, clear, colorless (undergoes transesterification); ethanol: soluble
• espectro de actividad antibiótica: viruses
• Modo de acción: DNA synthesis | interferes
• emisor: Bristol-Myers Squibb
• temp. de almacenamiento: 2-8°C
• cadena SMILES: [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
• 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
• Clave InChI: RCINICONZNJXQF-MZXODVADSA-N
• Información sobre el gen: human ... BCL2(596) , TUBA1A(7846) , TUBA1B(10376) , TUBA1C(84790) , TUBA3C(7278) , TUBA3E(112714) , TUBA4A(7277) , TUBB(203068) , TUBB1(81027) , TUBB2A(7280) , TUBB2B(347733) , TUBB3(10381) , TUBB4A(10382) , TUBB4B(10383) , TUBB6(84617) , TUBB8(347688)

Descripción

Descripción general

Chemical structure: taxoide

Aplicación

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.

Acciones bioquímicas o fisiológicas

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).

Características y beneficios

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.

This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Precaución

Paclitaxel undergoes transesterification in methanol and hydrolyzes in aqueous solutions.

Nota de preparación

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.

Información de seguridad

• Pictogramas: GHS08
• Palabra de señalización: Danger
• Frases de peligro: H341,H360FD,H371,H372
• Consejos de prudencia: P202 - P260 - P264 - P280 - P308 + P311 - P405
• Clasificaciones de peligro: Muta. 2 - Repr. 1B - STOT RE 1 - STOT SE 2
• Órganos de actuación: Central nervous system,Bone marrow,Cardio-vascular system, Eyes,Central nervous system
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges