N-[2-(2,3,6,8,9,10,12-hepta-O-acetyl-β-(α-D-glucopyranosyl)(1-4)-D-glucopyranosyloxy)ethyl] [5,6]-azafulleroid | 443794-99-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[2-(2,3,6,8,9,10,12-hepta-O-acetyl-β-(α-D-glucopyranosyl)(1-4)-D-glucopyranosyloxy)ethyl] [5,6]-azafulleroid
• CAS: 443794-99-8
• 化学式: C₈₈H₃₉NO₁₈
• 分子量: 1398.27
• InChiKey: GUUBXBUMPNROIG-DJXVNPNISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.73
• 重原子数：
  107.0
• 可旋转键数：
  15.0
• 环数：
  33.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  225.95
• 氢给体数：
  0.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  N-[2-(2,3,6,8,9,10,12-hepta-O-acetyl-β-(α-D-glucopyranosyl)(1-4)-D-glucopyranosyloxy)ethyl] [5,6]-azafulleroid 在 sodium methylate 作用下， 以 甲醇 、 氯仿 为溶剂， 以100%的产率得到N-[2-(β(α-D-glucopyranosyl)(1-4)-D-glucopyranosyloxy)ethyl]-[5,6]-azafulleroid
  参考文献：
  名称：

  Detection of 1270 nm emission from singlet oxygen and photocytotoxic property of sugar-Pendant [60] fullerenes

  摘要：

  Sugar-pendant [60] fullerene derivatives have been prepared from carbohydrate-linked azides la-e. Both monosugar (4a-e) and bissugar derivatives (5a-e) produce singlet oxygen (O-1(2)) under laser irradiation (355 nm) proved by the direct observation of O-1(2) emission at 1270 nm. Monosugar derivatives exhibit photocytotoxicity varying by the attached sugar molecule. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00595-x
• 作为产物：
  描述：

  足球烯 、 2-azidoethyl 2,3,4,2',3',4',6'-hepta-O-acetyl-β-D-maltopyranose 以 氯苯 为溶剂， 反应 12.0h， 生成 N-[2-(2,3,6,8,9,10,12-hepta-O-acetyl-β-(α-D-glucopyranosyl)(1-4)-D-glucopyranosyloxy)ethyl] [5,6]-azafulleroid
  参考文献：
  名称：

  Detection of 1270 nm emission from singlet oxygen and photocytotoxic property of sugar-Pendant [60] fullerenes

  摘要：

  Sugar-pendant [60] fullerene derivatives have been prepared from carbohydrate-linked azides la-e. Both monosugar (4a-e) and bissugar derivatives (5a-e) produce singlet oxygen (O-1(2)) under laser irradiation (355 nm) proved by the direct observation of O-1(2) emission at 1270 nm. Monosugar derivatives exhibit photocytotoxicity varying by the attached sugar molecule. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00595-x