28-β-D-glucopyranosyl 30-methyl 3β-hydroxyolean-12-ene-28,30-dioate | 1145781-34-5

• 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: 28-β-D-glucopyranosyl 30-methyl 3β-hydroxyolean-12-ene-28,30-dioate
• 英文别名: 2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
• CAS: 1145781-34-5
• 化学式: C₃₇H₅₈O₁₀
• 分子量: 662.862
• InChiKey: UOQCTNLFSGWZRH-VPQFHNDWSA-N

物化性质

• 熔点：
  230-232 °C(Solv: dichloromethane (75-09-2))
• 沸点：
  727.0±60.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  47
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  163
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  28-β-D-glucopyranosyl 30-methyl 3β-hydroxyolean-12-ene-28,30-dioate 在 氢氧化钾 、 水 、 硫酸 作用下， 以 水 为溶剂， 反应 5.0h， 生成 30-O-methyl spergulagenate
  参考文献：
  名称：

  Triterpenoids with antimicrobial activity from Drypetes inaequalis

  摘要：

  The air-dried stems and ripe fruit of Drypetes inaequalis Hutch. (Euphorbiaceae) were studied. Four triterpene derivatives, characterized as lup-20(29)-en-3 beta,6 alpha-diol, 3 beta-acetoxylup-20(29)-en-6 alpha-ol. 3 beta-caffeoyloxylup-20(29)-en-6 alpha-ol and 28-beta D-glucopyranosyl-30-methyl 3 beta-hydroxyolean-12-en-28,30-dioate along with 10 known compounds were isolated from the whole stems. One triterpene. characterized as 3 alpha-hydroxyfriedelan-25-al along with six known compounds were isolated from the ripe fruit. Their structures were established on the basis of spectroscopic analysis and chemical evidence. The triterpenes were tested for antimicrobial activity against some Gram-positive and Gram-negative bacteria, and two of them appeared to be modestly active. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2008.12.017

文献信息

• Triterpenoids with antimicrobial activity from Drypetes inaequalis
  作者：Simon Suh Awanchiri、Hanh Trinh-Van-Dufat、Jovita Chi Shirri、Marlise Diane J. Dongfack、Guy Merlin Nguenang、Sabrina Boutefnouchet、Zacharias T. Fomum、Elisabeth Seguin、Philippe Verite、François Tillequin、Jean Wandji

  DOI：10.1016/j.phytochem.2008.12.017

  日期：2009.2

  The air-dried stems and ripe fruit of Drypetes inaequalis Hutch. (Euphorbiaceae) were studied. Four triterpene derivatives, characterized as lup-20(29)-en-3 beta,6 alpha-diol, 3 beta-acetoxylup-20(29)-en-6 alpha-ol. 3 beta-caffeoyloxylup-20(29)-en-6 alpha-ol and 28-beta D-glucopyranosyl-30-methyl 3 beta-hydroxyolean-12-en-28,30-dioate along with 10 known compounds were isolated from the whole stems. One triterpene. characterized as 3 alpha-hydroxyfriedelan-25-al along with six known compounds were isolated from the ripe fruit. Their structures were established on the basis of spectroscopic analysis and chemical evidence. The triterpenes were tested for antimicrobial activity against some Gram-positive and Gram-negative bacteria, and two of them appeared to be modestly active. (C) 2009 Elsevier Ltd. All rights reserved.