(R)-2-(Tetrahydro-pyran-2-yloxy)-3-{(2R,3R,4S,5S,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-[(2S,3R,4S,5S,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-propan-1-ol | 832720-01-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: (R)-2-(Tetrahydro-pyran-2-yloxy)-3-{(2R,3R,4S,5S,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-[(2S,3R,4S,5S,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-propan-1-ol
• CAS: 832720-01-1
• 化学式: C₇₆H₉₂O₂₁
• 分子量: 1341.55
• InChiKey: ZXOSKYOILNKSPF-PABQFURUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.16
• 重原子数：
  97.0
• 可旋转键数：
  38.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  204.83
• 氢给体数：
  1.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  肉豆蔻酸 、 (R)-2-(Tetrahydro-pyran-2-yloxy)-3-{(2R,3R,4S,5S,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-[(2S,3R,4S,5S,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-propan-1-ol 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Synthesis of digalactosyl diacylglycerols and their structure–inhibitory activity on human lanosterol synthase

  摘要：

  Digalactosyl and monogalactocyl diacylglycerols (DGDG and MGDG), which were identified as anti-hyperlipemia active components in Colocasia esculenta (Taro), were synthesized. The inhibitory activity of DGDG, MGDG and related compounds on human lanosterol synthase was evaluated as anti-hyperlipemic activity. DGDG with two myristoyl groups at both sn-1 and sn-2 positions and with an oleoyl group at the sn-1 position showed the most potent activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.013
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以97%的产率得到(R)-2-(Tetrahydro-pyran-2-yloxy)-3-{(2R,3R,4S,5S,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-[(2S,3R,4S,5S,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2-yloxy}-propan-1-ol
  参考文献：
  名称：

  Synthesis of digalactosyl diacylglycerols and their structure–inhibitory activity on human lanosterol synthase

  摘要：

  Digalactosyl and monogalactocyl diacylglycerols (DGDG and MGDG), which were identified as anti-hyperlipemia active components in Colocasia esculenta (Taro), were synthesized. The inhibitory activity of DGDG, MGDG and related compounds on human lanosterol synthase was evaluated as anti-hyperlipemic activity. DGDG with two myristoyl groups at both sn-1 and sn-2 positions and with an oleoyl group at the sn-1 position showed the most potent activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.013