Diosgeninmonoacetat | 1180-12-7

• 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: Diosgeninmonoacetat
• 英文别名: yamogenin acetate；O-Acetyl-yamogenin；[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,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-yl] acetate
• CAS: 1180-12-7
• 化学式: C₂₉H₄₄O₄
• 分子量: 456.666
• InChiKey: CZCROZIJKBXZDP-RJTQZQFYSA-N

物化性质

• 熔点：
  182 °C
• 沸点：
  535.8±50.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Diosgeninmonoacetat 在 盐酸 、 乙醇 、 水 作用下， 生成 薯蓣皂素
  参考文献：
  名称：

  甾体皂苷元。

  摘要：

  DOI：

  10.1021/ja01201a032
• 作为产物：
  描述：

  薯蓣皂素 在 乙酸酐 作用下， 生成 Diosgeninmonoacetat
  参考文献：
  名称：

  甾体皂苷元。

  摘要：

  DOI：

  10.1021/ja01201a032

文献信息

• Steroidal sapogenins from Polygonatum polyanthemum and P. glaberrimum
  作者：L. N. Gvazava、V. S. Kikoladze

  DOI：10.1007/s10600-012-0425-8

  日期：2012.11

  composition of steroidal sapogenins in rhizomes of the two species P. polyanthemum (Bieb.) A. Dietr and P. glaberrimum C. Koch [1]. Raw material was collected in May-June in Georgia (Kojori, Saguramo). Sapogenins were isolated by hydrolysis of saponins directly in the raw material [2] (400 g for each plant). Extracts were combined. Solvents were distilled off to afford total sapogenins from P. glaberrimum

  在继续对玉竹属植物（铃兰科）进行研究的过程中，我们研究了两种多花木 (Bieb.) A. Dietr 和 P. glaberrimum C. Koch [1] 根茎中甾体皂苷元的组成。原材料于 5 月至 6 月在乔治亚州（Kojori、Saguramo）收集。皂苷元通过直接在原料中水解皂苷来分离[2]（每株植物 400 克）。合并提取物。蒸馏出溶剂以提供来自光叶松（5.68 g，1.42%）和多聚花（6.12 g，1.53%）的总皂苷元。Silufol 板上总皂苷元的 TLC（CHCl3:MeOH，15:1）检测到 4 种化合物用于 P. glaberrimum，5 种用于 P. polyanthemum。通过 Al2O3 柱上的制备色谱分离总皂苷元，依次使用苯、苯:MeOH（不同比例）、和甲醇。包含纯化合物的合并和浓缩级分提供通过过滤分离并从甲醇或丙酮中重结晶的genins晶体。以这种方式
• Steroidal Sapogenins. XXVII. Preparation and Properties of 20-Isosapogenins²
  作者：Monroe E. Wall、Henry A. Walens

  DOI：10.1021/ja01626a058

  日期：1955.11
• Mild and selective deprotection method of acetylated steroids and diterpenes by dibutyltin oxide
  作者：Shao-Min Wang、Yan-Bing Zhang、Hong-Min Liu、Guo-Bin Yu、Ke-Rang Wang

  DOI：10.1016/j.steroids.2006.10.004

  日期：2007.1

  Dibutyltin oxide (DBTO) was first utilized for the deacetylation of steroid and diterpene esters. The results showed the deprotection of acetylated steroids and diterpenes separately with moderate catalysis dibutyltin oxide in methanol selectively removed part acetyl groups of these substrates, whereas several functional groups of the steroids and diterpenes were retained and neither isomerization nor degradation of these substrates was observed. It seems that the acetyl groups with lower steric hindrance or near carbonyl, alkoxy, or hydroxyl groups can be cleaved by the reaction, whereas the acetyl groups with higher steric hindrance or without carbonyl, alkoxy, or hydroxyl groups neighboring were retained under the same conditions. One of the interesting results obtained was the selective hydrolysis of the 3 beta-O-acetyl group in the presence of the 6 beta group in 3 beta,6 beta-Di-O-acetyl-5 alpha-hydroxypregn-16-en-20-one. This allows for subsequent introduction of one unit at C-3 and the other unit at C-6. This procedure is useful for the synthesis of a series of closely related isomers of 3 beta, 5 alpha, 6 beta-trihydroxypregn-16-en-20-one and other widespread polyhydroxysteroids in marine organisms and some terrestrial species. (c) 2006 Elsevier Inc. All rights reserved.
• Steroidal Sapogenins. XLV. Effect of Side Chain Isomerism on Rate of Conversion to Pseudosapogenins²
  作者：Monroe E. Wall、Samuel Serota

  DOI：10.1021/ja01581a032

  日期：1957.12
• YU, BO-YANG;HIRAI, YASUAKI;SHOJI, JUNZO;XU, GUO-JUN, CHEM. AND PHARM. BULL., 38,(1990) N, C. 1931-1935
  作者：YU, BO-YANG、HIRAI, YASUAKI、SHOJI, JUNZO、XU, GUO-JUN

  DOI：——

  日期：——