3β-benzoyloxy-13β-oleanan-12-one | 106386-89-4

• 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: 3β-benzoyloxy-13β-oleanan-12-one
• 英文别名: 3β-benzoyloxy-oleanan-12-one；3β-Benzoyloxy-oleanan-12-on；3β-Benzoyloxy-oleananon-(12)；3beta-BENZOYLOXY-18beta(H)-OLEAN-12-ONE；[(3S,4aR,6aR,6aR,6bR,8aR,12aS,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-13-oxo-2,3,4a,5,6,6a,7,8,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] benzoate
• CAS: 106386-89-4
• 化学式: C₃₇H₅₄O₃
• 分子量: 546.834
• InChiKey: CYBDTUBDIUEUST-JSNWOCTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  40
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3β-benzoyloxy-13β-oleanan-12-one 在 chromium(VI) oxide 、 氢碘酸 作用下， 生成 3ξH,18ξ-A:D-neo-olean-13-ene-12,15-dione
  参考文献：
  名称：

  Allan et al., Journal of the Chemical Society, 1956, p. 456,463

  摘要：

  DOI：
• 作为产物：
  描述：

  β-amyrin benzoate 在 盐酸 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 氯仿 、 水 为溶剂， 反应 242.0h， 生成 3β-benzoyloxy-13β-oleanan-12-one
  参考文献：
  名称：

  燕麦根对“全食”疾病的抵抗因子，阿文霉素A-1，A-2，B-1和B-2及其伴随物质的结构

  摘要：

  已显示具有12-氧代基团的avenestergenins不是真正的avenacin系列糖苷配基：后者是12、13β-环氧化物。预计酸水解会产生avenestergenins的13α，12-酮而不是13β，12-酮，并且该过程的化学过程是使用来自3β-苯甲酰氧基油酸酯的12α，13α-和12β，13β-环氧化合物建模的-12-烯并分离13α和13β12酮。前者在酸性条件下很容易转化为后者，类似于酸性蛋白的水解。燕麦提取物的搜寻已导致分离出名为acavenavenagenin A-1的avenacin A-1系列真正的游离糖苷配基。

  DOI：

  10.1039/p19860001917

文献信息

• 18. Triterpenoids. Part V. Some relative configurations in rings<scp>C</scp>,<scp>D</scp>, and<scp>E</scp>of the β-amyrin and the lupeol group of triterpenoids
  作者：D. H. R. Barton、N. J. Holness

  DOI：10.1039/jr9520000078

  日期：——
• Probabilité d’embolie gazeuse causée par des produits de combustion pendant l’hystéroscopie peropératoire
  作者：Ngozi Imasogie、Ron Crago、Nicholas A. Leyland、Frances Chung

  DOI：10.1007/bf03017899

  日期：2002.12

  Purpose: Gas embolism is a rare but well documented entity during operative hysteroscopy, with an incidence of 10-50%. Catastrophic outcomes occur at a rate of three in 17,000 procedures. The purpose of this report is to present a non-fatal case of gas embolism probably caused by the gaseous products of combustion.Clinical features: A 50-yr-old woman with a history of menorrhagia was scheduled for hysteroscopy and endometrial ablation and polypectomy. Fifteen minutes into the procedure, with the patient in lithotomy position, 20degrees head down tilt, and breathing spontaneously, a sudden oxygen desaturation occurred from 97% to 87%. The patient's end-tidal carbon dioxide dropped from 46 mmHg to 27 mmHg. The patient's breathing pattern remained normal, respiratory rate remained 11- 12 breaths-min(-1) but amplitude of the reservoir bag movement was increased. Cardiovascular variables remained stable. She responded rapidly to 100% oxygen and made an uneventful recovery. Having ruled out other possible causes, we concluded gas embolism was responsible for the fall in oxygen saturation and end-tidal CO2.Conclusion: With all the precautions in place to minimize the likelihood of fluid overload and ambient air embolism occurring, we surmised that products of combustion were the cause of the gas embolism. During endometrial ablation, gaseous products of combustion, mainly carbon dioxide, accumulate. The gases may then contribute to the rise in uterine pressure that occurs as irrigation fluid enters the uterus and this rise in pressure in turn encourages passage of gas into the open venous sinuses.