rhoipteleic acid B | 155748-94-0

• 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: rhoipteleic acid B
• 英文别名: chilianthin B；(4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-6a-[[(1R,2S)-3-[[(4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-4a-carboxy-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-6a-yl]methoxycarbonyl]-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2-carbonyl]oxymethyl]-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• CAS: 155748-94-0
• 化学式: C₇₈H₁₀₆O₁₄
• 分子量: 1267.69
• InChiKey: QOVKXRBEKCDPME-KMLVZOICSA-N

物化性质

• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.3
• 重原子数：
  92
• 可旋转键数：
  11
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  249
• 氢给体数：
  8
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 rhoipteleic acid B 生成
  参考文献：
  名称：

  Two diastereomeric triterpene-lignan esters having dimeric structure and their biosynthetically related triterpene caffeate from Rhoiptelea chiliantha

  摘要：

  27-Caffeoyloxy-3-beta-hydroxyolean-12-en-28-oic acid (1) and rhoipteleic acids A (2) and B (3), diastereomeric esters composed of two triterpene units and enantiomeric lignan carboxylic acids, were isolated from the bark of Rhoiptelea chiliantha. The structures have been determined on the basis of spectroscopic and chemical evidence including biomimetic synthesis of 2 and 3 from 1.

  DOI：

  10.1016/s0040-4039(00)73041-3
• 作为产物：
  描述：

  蜡果杨梅酸 B 在 三氯化铁 作用下， 以 丙酮 为溶剂， 生成 rhoipteleic acid B 、 rhoipteleic acid A
  参考文献：
  名称：

  Two diastereomeric triterpene-lignan esters having dimeric structure and their biosynthetically related triterpene caffeate from Rhoiptelea chiliantha

  摘要：

  27-Caffeoyloxy-3-beta-hydroxyolean-12-en-28-oic acid (1) and rhoipteleic acids A (2) and B (3), diastereomeric esters composed of two triterpene units and enantiomeric lignan carboxylic acids, were isolated from the bark of Rhoiptelea chiliantha. The structures have been determined on the basis of spectroscopic and chemical evidence including biomimetic synthesis of 2 and 3 from 1.

  DOI：

  10.1016/s0040-4039(00)73041-3

文献信息

• Chilianthins A-F, Six Triterpene Esters Having Dimeric Structures from Rhoiptelea chiliantha DIELS et HAND.-MAZZ.
  作者：Zhi-Hong JIANG、Takashi TANAKA、Isao KOUNO

  DOI：10.1248/cpb.44.1669

  日期：——

  Five triterpene-lignan esters, chilianthins A-E (2-6) and a triterpene-naphthalene carboxylic acid ester, chilianthin F (7), were isolated from the bark of Rhoiptelea chiliantha DIELS et HAND.-MAZZ. (Rhoipteleaceae), together with a known triterpene caffeate, 27-caffeoyloxy-3β-hydroxyolean-12-en-28-oic acid (myriceric acid B, 1). Their structures were elucidated on the basis of spectroscopic and chemical evidence. Chilianthins A (2), B (3), C (4) and E (6) were biomimetically synthesized from 1 by oxidative coupling.

  从 Rhoiptelea chiliantha DIELS et HAND.-MAZZ 的树皮中分离出五种三萜-木脂素酯，chilianthins A-E (2-6) 和三萜-萘羧酸酯，chilianthin F (7)。 （Rhoipteleaceae），以及已知的三萜咖啡酸酯，27-咖啡酰氧基-3β-羟基齐墩果酸-12-en-28-oic酸（杨梅酸B，1）。它们的结构是根据光谱和化学证据阐明的。 Chilianthins A (2)、B (3)、C (4) 和 E (6) 是通过氧化偶联从 1 仿生合成的。
• Two diastereomeric triterpene-lignan esters having dimeric structure and their biosynthetically related triterpene caffeate from Rhoiptelea chiliantha
  作者：Zhi-Hong Jiang、Takashi Tanaka、Isao Kouno

  DOI：10.1016/s0040-4039(00)73041-3

  日期：1994.3

  27-Caffeoyloxy-3-beta-hydroxyolean-12-en-28-oic acid (1) and rhoipteleic acids A (2) and B (3), diastereomeric esters composed of two triterpene units and enantiomeric lignan carboxylic acids, were isolated from the bark of Rhoiptelea chiliantha. The structures have been determined on the basis of spectroscopic and chemical evidence including biomimetic synthesis of 2 and 3 from 1.