[(2R,3R,4S,5R,6R)-6-[(2R,3R,4S,5R,6R)-6-[[2,3-bis(phenylmethoxy)benzoyl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl 2,3-bis(phenylmethoxy)benzoate | 1148111-84-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4S,5R,6R)-6-[(2R,3R,4S,5R,6R)-6-[[2,3-bis(phenylmethoxy)benzoyl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl 2,3-bis(phenylmethoxy)benzoate
• CAS: 1148111-84-5
• 化学式: C₉₆H₉₀O₁₇
• 分子量: 1515.76
• InChiKey: VPLMTAJWVYDPBF-RQQUKKAISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.2
• 重原子数：
  113
• 可旋转键数：
  40
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  173
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R,6R)-6-[(2R,3R,4S,5R,6R)-6-[[2,3-bis(phenylmethoxy)benzoyl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl 2,3-bis(phenylmethoxy)benzoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以90%的产率得到6,6'-bis(2,3-dihydroxybenzoyl)-α,α-D-trehalose
  参考文献：
  名称：

  Brartemicin, an Inhibitor of Tumor Cell Invasion from the Actinomycete Nonomuraea sp.

  摘要：

  Brartemicin (1), a new trehalose-derived metabolite, was isolated from the culture broth of the actinomycete of the genus Nonomuraea. Its structure and absolute configuration were determined by spectroscopic analyses. The new compound inhibited the invasion of murine colon carcinoma 26-L5 cells with an IC50 value of 0.39 mu M in a concentration-dependent manner without showing cytotoxic effects.

  DOI：

  10.1021/np9000575
• 作为产物：
  描述：

  2,3-双(苄氧基)苯甲酸 、 [(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-methanol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 以56%的产率得到[(2R,3R,4S,5R,6R)-6-[(2R,3R,4S,5R,6R)-6-[[2,3-bis(phenylmethoxy)benzoyl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl 2,3-bis(phenylmethoxy)benzoate
  参考文献：
  名称：

  Brartemicin, an Inhibitor of Tumor Cell Invasion from the Actinomycete Nonomuraea sp.

  摘要：

  Brartemicin (1), a new trehalose-derived metabolite, was isolated from the culture broth of the actinomycete of the genus Nonomuraea. Its structure and absolute configuration were determined by spectroscopic analyses. The new compound inhibited the invasion of murine colon carcinoma 26-L5 cells with an IC50 value of 0.39 mu M in a concentration-dependent manner without showing cytotoxic effects.

  DOI：

  10.1021/np9000575