Diosgenin

• 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: Diosgenin
• 英文别名: Functional group attached at hydroxyl group of the first ring is Gal[(4-1)Glc](2-1)Rha；(5'R,7S,9S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-ol
• 化学式: C₂₇H₄₂O₃
• 分子量: 414.629
• InChiKey: WQLVFSAGQJTQCK-LLRDPRAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Diosgenin 、 2-O-acetyl-1,3,4,5-tetra-O-benzoyl-β-D-fructopyranose 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以85%的产率得到diosgenin-3-yl-1,3,4,5-tetra-O-benzoyl-β-D-fructopyranoside
  参考文献：
  名称：

  Synthesis of d-fructopyranosides with 2-O-acyl-β-d-fructopyranosides

  摘要：

  Glycosylation of 2-O-acyl fructopyranosides was investigated, which were shown to be effective glycosyl donors for D-fructopyranoside synthesis with good beta-selectivity and yields. For bulky acceptor 4e, alpha-anomer 5e was obtained with alpha/beta = 65:23. Unexpected ring-opening was observed during acetylation of 9, indicating the sensitivity of the fructopyranosyl ring. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.128

文献信息

• Extract of the Family Dioscoreaceae and Composition for Preventing or Treating Peripheral Neuropathy Comprising the Same
  申请人：Kim Sun-Yeou

  公开号：US20090041865A1

  公开（公告）日：2009-02-12

  An extract of the family Dioscoreaceae useful for preventing or treating the peripheral neuropathy; and a pharmaceutical composition or food composition comprising the extract are provided. In addition, a pharmaceutical composition or food composition useful for preventing or treating the peripheral neuropathy comprising a compound isolated from the extract of the family Dioscoreaceae is provided.
• Extract of the family dioscoreaceae and composition for preventing or treating peripheral neuropathy comprising the same
  申请人：Kim Sun-Yeou

  公开号：US20100159043A1

  公开（公告）日：2010-06-24

  An extract of the family Dioscoreaceae useful for preventing or treating the peripheral neuropathy; and a pharmaceutical composition or food composition comprising the extract are provided. In addition, a pharmaceutical composition or food composition useful for preventing or treating the peripheral neuropathy comprising a compound isolated from the extract of the family Dioscoreaceae is provided.
• US8202554B2
  申请人：——

  公开号：US8202554B2

  公开（公告）日：2012-06-19
• Synthesis of d-fructopyranosides with 2-O-acyl-β-d-fructopyranosides
  作者：Feng Lin、Qiulong Xu、Rui Lu、Liqun Yue

  DOI：10.1016/j.tetlet.2013.10.128

  日期：2014.1

  Glycosylation of 2-O-acyl fructopyranosides was investigated, which were shown to be effective glycosyl donors for D-fructopyranoside synthesis with good beta-selectivity and yields. For bulky acceptor 4e, alpha-anomer 5e was obtained with alpha/beta = 65:23. Unexpected ring-opening was observed during acetylation of 9, indicating the sensitivity of the fructopyranosyl ring. (C) 2013 Elsevier Ltd. All rights reserved.