多烯紫杉醇,Docetaxel;purum, ≥97.0% (HPLC)

别名:多西紫杉醇;Taxotere; Empirical Formula (Hill Notation): C43H53NO14 CAS号: 114977-28-5 分子量: 807.88 MDL编号: MFCD00800737 PubChem化学物质编号: 329747367 NACRES: NA.25
制造商品牌: 西格玛 Sigma-Aldrich
货号(SKU): 01885
CAS号: 114977-28-5
MDL号: MFCD00800737
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¥376.00

说明

多烯紫杉醇是一种细胞毒性、半合成的第二代紫杉烷,来源于欧洲紫杉的针叶,带有浆果赤霉素环,是一种蒽环类抗生素。它与紫杉醇有关,但在结构上与紫杉醇的不同之处在于侧链的 3' 位置和浆果赤霉素环的 10' 位置。

多烯紫杉醇已用于:
测试其对胃癌细胞溶酶体自噬通量的影响
与硬脂酸 (SDA) 联合使用可提高其功效并增强人前列腺癌细胞中的细胞死亡
作为前列腺和宫颈癌细胞中的微管稳定剂
与前列腺癌干细胞 (PCSC) 中的 γ-分泌酶抑制剂 (GSI) 联合测试其对 Notch 信号通路的影响

生化/生理作用
多西他赛 (DOC) 是一种抗微管药物,是一种标准抗癌药物,用于包括前列腺癌和乳腺癌在内的多种癌症的一线化疗。它通过作用于与肿瘤细胞相关的血管内皮生长因子 (VEGF),在体外和体内都引起更强的抑制血管生成的作用。参与许多关键的细胞过程,如细胞周期、血管生成和基因表达;多西紫杉醇与许多信号通路相互作用,如表皮生长因子受体(EGFR)通路、Ras通路等。
多西他赛是与紫杉醇相关的紫杉烷类抗癌剂。它结合并稳定微管的β-微管蛋白亚基,防止有丝分裂纺锤体解聚,从而导致细胞周期停滞和细胞凋亡。

一般描述

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.
 

应用

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

生化/生理作用

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 is a taxane anti-cancer agent related to paclitaxel. It binds to and stabilizes the β−tubulin subunit of microtubules, preventing depolymerization of the mitotic spindle thus leading to cell cycle arrest and apoptosis.
 
 

属性

质量水平

200

等级

purum

测定

≥97.0% (HPLC)

形式

powder or crystals

杂质

~6% water

mp

186-192 °C (dec.)

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

InChI key

ZDZOTLJHXYCWBA-VCVYQWHSSA-N

Gene Information

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)

 

安全信息

象形图

Exclamation markHealth hazard

警示用语:

Danger

危险分类

Eye Irrit. 2 - Lact. - Muta. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1

储存分类代码

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

个人防护装备

Eyeshields, Gloves, type N95 (US)

商品规格
属性名称属性值
储存温度 Storage temp.2-8°C冷藏
全球实时库存 Availability √美国St. Louis ≥ 30 | 欧洲Eur. ≥ 10 | 東京Tokyo ≥ 9 | 香港与北京 ≥ 30