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紫杉醇,Paclitaxel;from Taxus yannanensis, powder, ≥97%

Empirical Formula (Hill Notation): C47H51NO14 CAS号: 33069-62-4 分子量: 853.91 Beilstein: 1420457 MDL编号: MFCD00869953 PubChem化学物质编号: 24899998 NACRES: NA.77
制造商品牌: 西格玛 Sigma-Aldrich
货号(SKU): T1912
CAS号: 33069-62-4
MDL号: MFCD00869953
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说明

一般描述

Chemical structure: taxoide
 

应用

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.
 

生化/生理作用

紫杉醇是一种有效的抗肿瘤和抗有丝分裂的紫杉烷类药物,可与β-微管蛋白的N端结合,并使微管稳定,使细胞周期停滞在G2/M期。微管损伤可通过JNK依赖性途径和JNK非依赖性途径诱导凋亡,这可能与蛋白激酶A(PKA)或Raf-1激酶的激活有关,导致Bcl-2磷酸化。经由CYP2CB的主要代谢物为6α-羟基紫杉醇(6α-OHP)。
 

特点和优势

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

注意

紫杉醇可在甲醇中进行酯交换反应,并在水溶液中发生水解。
 

制备说明

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.
 
 

属性

质量水平

200

生物来源

Taxus yannanensis

形式

powder

颜色

white

mp

213 °C (dec.) (lit.)

溶解性

DMSO: 50 mg/mL (can be stored frozen for several months)
acetonitrile: soluble
ethanol: soluble
methanol: soluble (undergoes transesterification)

抗生素抗菌谱

neoplastics

作用机制

DNA synthesis | interferes

创始人

Bristol-Myers Squibb

储存温度

2-8°C

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

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

Gene Information

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)

 

安全信息

警示用语:

Danger

危险分类

Eye Dam. 1 - Muta. 1A - Repr. 1A - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 1 - STOT SE 3

靶器官

Respiratory system

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, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

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 ≥ 33 | 欧洲Eur. ≥ 27 | 東京Tokyo ≥ 9 | 香港与北京 ≥ 16
商品标签 [tags]