(1S,2S,4S,9S,10S,15S,3R,7R,12R)-4,12-diacetyloxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-2-phenylcarbonyloxy-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl (3S,2R)-2-hydroxy-3-[4-(N-{2-(2-[2-hydroxy-1-(hydroxymethyl)ethoxy]-1-{[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl}ethoxy)-1-[(2-[2-hydroxy-1-(hydroxymethyl)ethoxy]-1-{[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl}ethoxy)methyl]ethyl}carbamoyl)butanoylamino]-3-phenylpropanoate | 1382190-46-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1S,2S,4S,9S,10S,15S,3R,7R,12R)-4,12-diacetyloxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-2-phenylcarbonyloxy-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl (3S,2R)-2-hydroxy-3-[4-(N-{2-(2-[2-hydroxy-1-(hydroxymethyl)ethoxy]-1-{[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl}ethoxy)-1-[(2-[2-hydroxy-1-(hydroxymethyl)ethoxy]-1-{[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl}ethoxy)methyl]ethyl}carbamoyl)butanoylamino]-3-phenylpropanoate
• CAS: 1382190-46-6
• 化学式: C₆₆H₉₆N₂O₂₉
• 分子量: 1381.48
• InChiKey: KORDDVHNYLTDHM-WCRQMXBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.67
• 重原子数：
  97.0
• 可旋转键数：
  40.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  467.61
• 氢给体数：
  13.0
• 氢受体数：
  29.0

反应信息

• 作为产物：
  描述：

  2,5-dioxopyrrolidin-1-yl 5-(5,11-bis((1,3-dihydroxypropan-2-yloxy)methyl)-1,15-dihydroxy-2,14-bis(hydroxymethyl)-3,6,10,13-tetraoxapentadecan-8-ylamino)-5-oxopentanoate 、 3'-N-debenzoylpaclitaxel 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 以80%的产率得到(1S,2S,4S,9S,10S,15S,3R,7R,12R)-4,12-diacetyloxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-2-phenylcarbonyloxy-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl (3S,2R)-2-hydroxy-3-[4-(N-{2-(2-[2-hydroxy-1-(hydroxymethyl)ethoxy]-1-{[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl}ethoxy)-1-[(2-[2-hydroxy-1-(hydroxymethyl)ethoxy]-1-{[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl}ethoxy)methyl]ethyl}carbamoyl)butanoylamino]-3-phenylpropanoate
  参考文献：
  名称：

  Synthesis of Paclitaxel–BGL Conjugates

  摘要：

  Four kinds of symmetrically branched oligoglyceryl trimeric (BGL003)-paclitaxel conjugates and a corresponding heptameric (BGL007) conjugate were synthesized. Molecular weights of all the compounds were less than two times that of paclitaxel. The anti-tumor activity of the most water-soluble BGL003 conjugate was examined and found to be preserved in spite of the chemical modification that is displacement of the N3'-debenzoyl residue with the BGL003 succinyl residue. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.031