salicyloyltremuloidine | 10059-19-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: salicyloyltremuloidine
• 英文别名: salicyl tremuloidin；(2-salicyloyloximethyl-phenyl)-(O²-benzoyl-β-D-glucopyranoside)；(2-Salicyloyloxymethyl-phenyl)-(O²-benzoyl-β-D-glucopyranosid)；Salicyloyltremuloidin；[2-[(2S,3R,4S,5S,6R)-3-benzoyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-hydroxybenzoate
• CAS: 10059-19-5
• 化学式: C₂₇H₂₆O₁₀
• 分子量: 510.497
• InChiKey: JSOJADDRNFFUCP-YIHAFMAISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  152
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  salicyloyltremuloidine 在 sodium hydroxide 作用下， 生成 Salicortin
  参考文献：
  名称：

  Charaux; Rabate, Journal de Pharmacie et de Chimie, 1942, vol. <9> 2, p. 289,293, 295

  摘要：

  DOI：
• 作为产物：
  描述：

  2-({[(1-hydroxy-6-oxocyclohex-2-en-1-yl)carbonyl]oxy}methyl)phenyl β-D-glucopyranoside 2-benzoate 在 硫酸 作用下， 反应 1.5h， 以43%的产率得到salicyloyltremuloidine
  参考文献：
  名称：

  Isolation of Salicin Derivatives from Homalium cochinchinensis and Their Antiviral Activities

  摘要：

  The chemical constituents of Homalium cochinchinensis were examined. From the root bark, in addition to the previously reported cochinolide and its beta-glucopyranoside, cochinchiside A (1) and tremulacinol (4) were isolated together with three known compounds [benzoic acid, tremulacin (2), and tremuloidin (3)]. From the leaves, cochinchiside B (5) was isolated as new compound. The structures of the new compounds (1, 4, 5) were determined by spectroscopic and/or chemical methods. Antiviral testing of compounds 2-5 against HSV-1 and HSV-2 showed that tremulacin (2) and cochinchiside B (5) were weakly active. Tremulacin (2) was also weakly active against HIV-1.

  DOI：

  10.1021/np034052o

文献信息

• Isolation of Salicin Derivatives from <i>Homalium </i><i>c</i><i>ochinchinensis</i> and Their Antiviral Activities
  作者：Tsutomu Ishikawa、Kaori Nishigaya、Kazuko Takami、Hide Uchikoshi、Ih-Sheng Chen、Ian-Lih Tsai

  DOI：10.1021/np034052o

  日期：2004.4.1

  The chemical constituents of Homalium cochinchinensis were examined. From the root bark, in addition to the previously reported cochinolide and its beta-glucopyranoside, cochinchiside A (1) and tremulacinol (4) were isolated together with three known compounds [benzoic acid, tremulacin (2), and tremuloidin (3)]. From the leaves, cochinchiside B (5) was isolated as new compound. The structures of the new compounds (1, 4, 5) were determined by spectroscopic and/or chemical methods. Antiviral testing of compounds 2-5 against HSV-1 and HSV-2 showed that tremulacin (2) and cochinchiside B (5) were weakly active. Tremulacin (2) was also weakly active against HIV-1.
• Charaux; Rabate, Journal de Pharmacie et de Chimie, 1942, vol. <9> 2, p. 289,293, 295
  作者：Charaux、Rabate

  DOI：——

  日期：——