2α,3α-dihydroxyolean-12-en-28-oic acid methyl ester | 26563-64-4

• 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: 2α,3α-dihydroxyolean-12-en-28-oic acid methyl ester
• 英文别名: methyl 2α,3α-dihydroxyolean-12-en-28-oate；methyl 3-epimaslinate；2α,3α-dihydroxy-olean-12-en-28-oic acid methyl ester；2α,3α-Dihydroxy-olean-12-en-28-saeure-methylester；2α.3α-Dihydroxy-Δ¹²-oleanen-28-saeuremethylester；2α,3α-Dihydroxy-olean-12-en-28-carbonsaeuremethylester；methyl (4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CAS: 26563-64-4
• 化学式: C₃₁H₅₀O₄
• 分子量: 486.736
• InChiKey: OTDUGESKRJHFHR-AJNNAGPSSA-N

物化性质

• 沸点：
  541.9±50.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  35
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2α,3α-dihydroxyolean-12-en-28-oic acid methyl ester 在 吡啶 、 jones' reagent 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 2.17h， 生成 (4aS,6aS,6bR,8aR,11R,12aR,12bR,14bS)-2,2,6a,6b,9,9,12a-Heptamethyl-11-(4-nitro-benzoyloxy)-10-oxo-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：

  Biosynthesis of oleanene- and ursene-type triterpenes from [4-13C]mevalonolactone and sodium [1,2-13C2]acetate in tissue cultures of Isodon japonicus Hara

  摘要：

  DOI：

  10.1021/ja00398a034
• 作为产物：
  描述：

  齐墩果酸甲酯 在 1,4-二氧六环 、 吡啶 、 四氧化锇 作用下， 生成 2α,3α-dihydroxyolean-12-en-28-oic acid methyl ester
  参考文献：
  名称：

  Terpenoids. XXXI.¹ The Structure and Stereochemistry of Medicagenic Acid²

  摘要：

  DOI：

  10.1021/ja01576a057

文献信息

• Wang; Li; Li, Pharmazie, 2001, vol. 56, # 5, p. 420 - 422
  作者：Wang、Li、Li、Li

  DOI：——

  日期：——
• Tschesche et. al., Justus Liebigs Annalen der Chemie, 1964, vol. 676, p. 175,187
  作者：Tschesche et. al.

  DOI：——

  日期：——
• Delgado, Guillermo; Cardenas, Xochitl; Alvarez, Laura, Journal of Chemical Research, Miniprint, 1986, # 8, p. 2565 - 2579
  作者：Delgado, Guillermo、Cardenas, Xochitl、Alvarez, Laura、Vivar, Alfonso Romo de、Pereda-Miranda, Rogelio

  DOI：——

  日期：——
• Triterpene phytoalexins from nectarine fruits
  作者：Hassane El Lahlou、Nobuhiro Hirai、Mitsuya Tsuda、Hajime Ohigashi

  DOI：10.1016/s0031-9422(99)00316-7

  日期：1999.10

  Seven triterpenoid phytoalexins were isolated from peel of unripe fruits of nectarine (Prunus persica cv Fantasia) wounded and inoculated with Colletotrichum musae. Two were new triterpenoids, identified as 1 beta,2 alpha,3 alpha,24-tetrahydroxyurs-12-en-28-oic acid and 1 beta,2 alpha,3 alpha,24-tetrahydroxyolean-12-en-28-oic acid. 2 alpha,3 alpha,24-Trihydroxyolean-12-en-28-oic acid, 2 alpha,3 alpha,24-trihydroxyurs-12-en-28-oic acid, 2 alpha,3 beta,24-trihydroxyolean-12-en-28-oic acid, 2 alpha,3 alpha-dihydroxyolean-12-en-28-oic acid, and 2 alpha,3 alpha-dihydroxyurs-12-en-28-oic acid were previously reported as constitutive natural products from other plants, but were never described as phytoalexins. All showed antifungal activity against the fungus mentioned. (C) 1999 Elsevier Science Ltd. All rights reserved.