Δ¹²-3β.23-Diacetoxy-oleanen-28-saeuremethylester | 6028-03-1

• 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: Δ¹²-3β.23-Diacetoxy-oleanen-28-saeuremethylester
• 英文别名: methyl (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-acetyloxy-9-(acetyloxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CAS: 6028-03-1
• 化学式: C₃₅H₅₄O₆
• 分子量: 570.81
• InChiKey: YBOFLPVKKZCDHJ-AUXAHDJFSA-N

物化性质

• 熔点：
  190 °C
• 沸点：
  583.1±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)：
  7.7
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Δ¹²-3β.23-Diacetoxy-oleanen-28-saeuremethylester 在 chromium(VI) oxide 、 硫酸 、 溶剂黄146 作用下， 生成 3β,23-diacetoxy-13-hydroxy-11,12-dioxo-18ξ-oleanan-28-oic acid-lactone
  参考文献：
  名称：

  Kitasato, Acta Phytochimica, 1939, vol. 11, p. 1

  摘要：

  DOI：
• 作为产物：
  描述：

  常春藤皂苷元 在 盐酸 、 alkaline solution 作用下， 生成 Δ¹²-3β.23-Diacetoxy-oleanen-28-saeuremethylester
  参考文献：
  名称：

  Jacobs, Journal of Biological Chemistry, 1925, vol. 63, p. 621

  摘要：

  DOI：

文献信息

• Kitasato, Acta Phytochimica, 1936, vol. 9, p. 43,61, 75
  作者：Kitasato

  DOI：——

  日期：——
• New Triterpenic Saponins from the Aerial Parts of <i>Medicago arabica</i> (L.) Huds
  作者：Aldo Tava、Mariella Mella、Pinarosa Avato、Elisa Biazzi、Luciano Pecetti、Zbigniew Bialy、Marian Jurzysta

  DOI：10.1021/jf8036984

  日期：2009.4.8

  The reinvestigation of saponin composition from Medicago arabica from Italy allowed the detection of nineteen (1-19) saponins. All of them were purified by reverse-phase chromatography and their structures elucidated by spectroscopic and spectrometric (1D and 2D NMR; ESI-MS/MS) and chemical methods. Fourteen were known saponins, previously found in other plants including other Medicago, species. They have been identified as glycosides of oleanolic acid, 2 beta,3 beta-dihydroxyolean-12-en-28-oic acid, hederagenin, bayogenin and soyasapogenol B. Five saponins, identified as 3-O-[-alpha-L-arabinopyranosyl(1 -> 2)-beta-D-glucuronopyranosyl]-30-O-beta-D-glucopyranosyl 2 beta,3 beta,30-trihydroxyolean-12-en-28-oic acid (1), 3-O-[alpha-L-arabinopyranosyl(1 -> 2)-beta- -D-glucuronopyranosyl]-30-O-[beta-D-glucopyranosyl]3 beta,30-dihydroxyolean-12-en-28-oic acid (2), 3-O-[beta-D-glucuronopyranosyl]-30-O-[alpha-L-arabinopyranosyl(1 -> 2)-beta-D-glucopyranosyl]2 beta,3 beta,30-trihydroxyolean-12-en-28-oic acid (3), 3-O-[beta-D-glucuronopyranosyl]-30-O[alpha-L-arabinopyranosyl(1 -> 2)-beta-D-glucopyranosyl] 3 beta,30-dihydroxyolean-12-en-28-oic acid (4) and 3-O-[beta-D-glucuronopyranosyl]-30-O-[beta-D-glucopyranosyl] 2 beta,3 beta,30-trihydroxyolean-12-en-28-oic acid (5), are reported here as new natural compounds. These new saponins, possessing a hydroxy group at the 30-methyl position of the triterpenic skeleton, have never been previously found in the genus Medicago.
• Kitasato; Sone, Acta Phytochimica, 1932, vol. 6, p. 211
  作者：Kitasato、Sone

  DOI：——

  日期：——
• 13C NMR spectra of acetylated hederagenin glycosides
  作者：A. I. Kalinovskii、N. I. Chetyrina

  DOI：10.1007/bf00567289

  日期：——
• Protection against potato virus Y (PVY) in the field in potatoes transformed with the PVY P1 Gene
  作者：Tuula Mäki-Valkama、Jari P. T. Valkonen、Ari Lehtinen、Eija Pehu

  DOI：10.1007/bf02883546

  日期：2001.5