3-sulfate of echinocystic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-sulfate of echinocystic acid
• 英文别名: echinocystic acid 3-O-sulfate；echinocystic acid 3-sulfate；3-O-sulfoechinocystic acid；(4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• 化学式: C₃₀H₄₈O₇S
• 分子量: 552.773
• InChiKey: PEYMPFXFOUIQGT-VUYAZHOMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  38
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  130
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 3-sulfate of echinocystic acid 以 乙醚 为溶剂， 以7 mg的产率得到(4aR,5R,6aS,6bR,8aR,10S,12aR,12bR,14bS)-5-Hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester
  参考文献：
  名称：

  Triterpene glycosides ofHedera helix III. Structure of the triterpene sulfates and their glycosides

  摘要：

  From the leaves of English ivy Hedera helix L. we have isolated the known 3-sulfates of oleanolic and echinocystic acids and their 28-O-alpha-L-rhamnopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->6)-O-beta-D-glucopyranosyl esters and the new 3-sulfate of 28-O-beta-gentiobiosyl oleanolate - helicoside L-8a. The structures of the compounds isolated were deduced from the results of chemical transformations and NMR spectroscopy.

  DOI：

  10.1007/bf02238213
• 作为产物：
  描述：

  刺囊酸 在 SO₃-DMSO 作用下， 以 二甲基亚砜 为溶剂， 以85 mg的产率得到3-sulfate of echinocystic acid
  参考文献：
  名称：

  Synthesis of triterpenoid sulfates using the SO3—dimethyl sulfoxide complex

  摘要：

  The 3-sulfates of oleanolic, echinocystic, and betulinic acids have been synthesized with the use of the SO3-dimethyl sulfoxide sulfating complex.

  DOI：

  10.1007/bf02238214

文献信息

• Synthesis of triterpenoid sulfates using the SO3—dimethyl sulfoxide complex
  作者：V. I. Grishkovets

  DOI：10.1007/bf02238214

  日期：1999.1

  The 3-sulfates of oleanolic, echinocystic, and betulinic acids have been synthesized with the use of the SO3-dimethyl sulfoxide sulfating complex.
• Triterpene glycosides ofHedera helix III. Structure of the triterpene sulfates and their glycosides
  作者：V. I. Grishkovets、A. E. Kondratenko、A. S. Shashkov、V. Ya. Chirva

  DOI：10.1007/bf02238213

  日期：1999.1

  From the leaves of English ivy Hedera helix L. we have isolated the known 3-sulfates of oleanolic and echinocystic acids and their 28-O-alpha-L-rhamnopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->6)-O-beta-D-glucopyranosyl esters and the new 3-sulfate of 28-O-beta-gentiobiosyl oleanolate - helicoside L-8a. The structures of the compounds isolated were deduced from the results of chemical transformations and NMR spectroscopy.