| 111466-37-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• CAS: 111466-37-6
• 化学式: C₃₇H₃₈O₁₂
• 分子量: 674.702
• InChiKey: LLMOYBYCVKZDGW-SAHWCFJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.91
• 重原子数：
  49.0
• 可旋转键数：
  9.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  132.76
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  在 sodium cyanoborohydride 、 三氟乙酸 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 25.5h， 生成 3',4',5,7-Tetra-O-methyl-(+)-epicatechin
  参考文献：
  名称：

  A-type proanthocyanidins from peanut skins

  摘要：

  Six A-type proanthocyanidins were isolated from the water-soluble fraction of peanut skins. On the basis of spectral data, reductive cleavage with sodium cyanoborohydride, and chiral HPLC analysis, three new compounds, epicatechin-(2 beta-->O-->7, 4 beta --> 6)-catechin, epicatechin-(2 beta --> O --> 7, 4 beta --> 6)-ent-catechin and epicatechin-(2 beta --> O --> 7, 4 beta --> 6)-ent-epicatechin were unambiguously identified, together with the three known compounds, psoanthocyanidin A-1, proanthocyanidin A-2 and epicatechin-(2 beta-->O-->7, 4 beta-->8)-ent-epicatechin. (13)C NMR chemical shift rules to distinguish between [2-->O-->7, 4-->8] and [2-->O -->7,4-->6] double-linked heptamethyl ethers of A-type proanthocyanidins are proposed. Bioassay experiments showed that these six compounds possess substantial activity against hyaluronidase. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00736-5
• 作为产物：
  描述：

  重氮甲烷 、 epicatechin-(2β->O->7,4β->8)-ent-epicatechin 以 甲醇 、 乙醚 为溶剂， 反应 96.0h， 以86 mg的产率得到
  参考文献：
  名称：

  A-type proanthocyanidins from peanut skins

  摘要：

  Six A-type proanthocyanidins were isolated from the water-soluble fraction of peanut skins. On the basis of spectral data, reductive cleavage with sodium cyanoborohydride, and chiral HPLC analysis, three new compounds, epicatechin-(2 beta-->O-->7, 4 beta --> 6)-catechin, epicatechin-(2 beta --> O --> 7, 4 beta --> 6)-ent-catechin and epicatechin-(2 beta --> O --> 7, 4 beta --> 6)-ent-epicatechin were unambiguously identified, together with the three known compounds, psoanthocyanidin A-1, proanthocyanidin A-2 and epicatechin-(2 beta-->O-->7, 4 beta-->8)-ent-epicatechin. (13)C NMR chemical shift rules to distinguish between [2-->O-->7, 4-->8] and [2-->O -->7,4-->6] double-linked heptamethyl ethers of A-type proanthocyanidins are proposed. Bioassay experiments showed that these six compounds possess substantial activity against hyaluronidase. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00736-5

文献信息

• Nonaka, Gen-Ichiro; Morimoto, Satoshi; Kinjo, Jun-Ei, Chemical and pharmaceutical bulletin, 1987, vol. 35, # 1, p. 149 - 155
  作者：Nonaka, Gen-Ichiro、Morimoto, Satoshi、Kinjo, Jun-Ei、Nohara, Toshihiro、Nishioka, Itsuo

  DOI：——

  日期：——