((2R,3S)-3-(benzoyloxy)-6-(((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-3,6-dihydro-2H-pyran-2-yl)methyl benzoate | 1260029-13-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: ((2R,3S)-3-(benzoyloxy)-6-(((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-3,6-dihydro-2H-pyran-2-yl)methyl benzoate
• CAS: 1260029-13-7
• 化学式: C₄₇H₆₂O₆
• 分子量: 723.006
• InChiKey: CVKVUIDATTYZDT-BMUFGKFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.78
• 重原子数：
  53.0
• 可旋转键数：
  12.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ((2R,3S)-3-(benzoyloxy)-6-(((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-3,6-dihydro-2H-pyran-2-yl)methyl benzoate 在 甲醇 、 sodium methylate 作用下， 以 二氯甲烷 为溶剂， 生成 SAC-0522
  参考文献：
  名称：

  NOVEL VASCULAR LEAK INHIBITOR

  摘要：

  公开号：

  EP2495242B1
• 作为产物：
  描述：

  3,4,6-三-O-苯甲酰基-D-葡萄糖醛 、 胆固醇 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 以28%的产率得到((2R,3S)-3-(benzoyloxy)-6-(((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-3,6-dihydro-2H-pyran-2-yl)methyl benzoate
  参考文献：
  名称：

  NOVEL VASCULAR LEAK INHIBITOR

  摘要：

  公开号：

  EP2495242B1

文献信息

• Cholesterol-derived novel anti-apoptotic agents on the structural basis of ginsenoside Rk1
  作者：Sujin Lee、Sony Maharjan、Kyeojin Kim、Nam-Jung Kim、Hyun-Jung Choi、Young-Guen Kwon、Young-Ger Suh

  DOI：10.1016/j.bmcl.2010.09.071

  日期：2010.12

  Design and synthesis of cholesterol-derived anti-apoptotic agents were described. The synthesized cholesterol analogs designed on the structural basis of ginsenoside Rk1 inhibited the undesirable apoptosis of human endothelial cells, which are induced by a vascular injury. In particular, analogue 1 possessing 4,6di-O-acetyl-2,3-dideoxyhex-2-enopyran linked to hydroxyl group of cholesterol exhibited the most effective anti-apoptotic activities at both 5 and 10 mu g/ml. (C) 2010 Elsevier Ltd. All rights reserved.