T1912

紫杉醇

from Taxus yannanensis, powder

• 经验公式（希尔记法）: C₄₇H₅₁NO₁₄
• CAS号: 33069-62-4
• 分子量: 853.91
• Beilstein: 1420457
• MDL號碼: MFCD00869953
• 分類程式碼代碼: 12161501
• PubChem物質ID: 24899998
• NACRES: NA.77

属性

• 生物源: Taxus yannanensis
• 品質等級: 200
• 形狀: powder
• 顏色: white
• mp: 213 °C (dec.) (lit.)
• 溶解度: DMSO: 50 mg/mL (can be stored frozen for several months); acetonitrile: soluble; ethanol: soluble; methanol: soluble (undergoes transesterification)
• 抗生素活性譜: neoplastics
• 作用方式: DNA synthesis | interferes
• 起源: Bristol-Myers Squibb
• 儲存溫度: 2-8°C
• SMILES 字串: [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 密鑰: RCINICONZNJXQF-MZXODVADSA-N
• 基因資訊: 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)

说明

一般說明

Chemical structure: taxoide

應用

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。

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。微管损伤通过依赖 JNK 的途径诱导细胞凋亡，随后通过不依赖 JNK 的途径诱导细胞凋亡，这可能与蛋白激酶 A（PKA）或 Raf-1 激酶的激活，进而导致 Bcl-2 磷酸化有关。通过 CYP2CB 的主要代谢物是 6α-羟基紫杉醇（6α-OHP）。

特點和優勢

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.

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。

準備報告

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.

安全信息

• 象形圖: GHS08
• 訊號詞: Danger
• 危險聲明: H341,H360FD,H372
• 防範說明: P202 - P260 - P264 - P280 - P308 + P313 - P405
• 危險分類: Muta. 2 - Repr. 1B - STOT RE 1
• 標靶器官: Central nervous system,Bone marrow,Cardio-vascular system
• 儲存類別代碼: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• 水污染物質分類（WGK）: WGK 3
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable
• 個人防護裝備: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges