01885

Docetaxel

purum, ≥97.0% (HPLC)

• Synonym(e): Docetaxel anhydrous
• Empirische Formel (Hill-System): C₄₃H₅₃NO₁₄
• CAS-Nummer: 114977-28-5
• Molekulargewicht: 807.88
• MDL-Nummer: MFCD00800737
• UNSPSC-Code: 51101929
• PubChem Substanz-ID: 329747367
• NACRES: NA.25

Eigenschaften

• Qualität: purum
• Qualitätsniveau: 200
• Assay: ≥97.0% (HPLC)
• Form: powder or crystals
• Verunreinigungen: ~6% water
• mp (Schmelzpunkt): 186-192 °C (dec.)
• Anwendung(en): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES String: [H][C@@]12C[C@H](O)[C@@]3(C)C(=O)[C@H](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)OC(C)(C)C)c6ccccc6
• InChI: 1S/C43H53NO14/c1-22-26(55-37(51)32(48)30(24-15-11-9-12-16-24)44-38(52)58-39(3,4)5)20-43(53)35(56-36(50)25-17-13-10-14-18-25)33-41(8,34(49)31(47)29(22)40(43,6)7)27(46)19-28-42(33,21-54-28)57-23(2)45/h9-18,26-28,30-33,35,46-48,53H,19-21H2,1-8H3,(H,44,52)/t26-,27-,28+,30-,31+,32+,33-,35-,41+,42-,43+/m0/s1
• InChIKey: ZDZOTLJHXYCWBA-VCVYQWHSSA-N
• Angaben zum Gen: human ... 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)

Beschreibung

Allgemeine Beschreibung

Docetaxel is a cytotoxic, semisynthetic, second-generation taxane derived from the needles of the European yew tree , with a baccatin ring , and is an anthracycline antibiotic. It is related to paclitaxel but structurally it differs from paclitaxel on the 3′ position of the side chain and 10′ position of the baccatin ring.

Anwendung

Docetaxel has been used:

• to test its effect on lysosomal autophagic flux in gastric cancer cells
• in combination with stearidonic acid (SDA) to increase its efficacy and enhancing cell death in human prostate cancer cells
• as a microtubule-stabilizing agent in prostate and cervical cancer cells
• in combination with a γ-secretase inhibitor (GSI) in prostate cancer stem-like cells (PCSCs) to test its effect on the notch signaling pathway

Biochem./physiol. Wirkung

Docetaxel (DOC) is an anti-microtubule agent , a standard anti-cancer drug used in first-line chemotherapy treatment in many types of cancer including prostate and breast cancer. It elicits a stronger effect of inhibiting angiogenesis in both in vitro and in vivo by acting on vascular endothelial growth factor (VEGF) associated with tumor cells. Being involved in many key cellular processes such as cell cycle, angiogenesis, and gene expression; docetaxel interacts with many signaling pathways, such as the epidermal growth factor receptor (EGFR) pathway, Ras pathway, etc.

Docetaxel ist ein mit Paclitaxel verwandter anti-Krebs Wirkstoff und gehört zur Familie der Taxane. Es bindet und stabilisiert die β−Tubulin Untereinheit der Mikortubuli und verhindert dadurch die Depolymerisierung der mitotischen Spindel; daduch blockiert es den Zellzuklus und führt im Weiteren zur Apoptose.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sicherheitshinweise

• Piktogramme: GHS08,GHS07
• Signalwort: Danger
• H-Sätze: H315,H319,H341,H360D,H362,H372
• P-Sätze: P202 - P260 - P263 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Gefahreneinstufungen: Eye Irrit. 2 - Lact. - Muta. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)