3β-hydroxyoleanane 11,13(18)-diene-28-carboxylic acid methyl ester: | 25536-32-7

• 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-hydroxyoleanane 11,13(18)-diene-28-carboxylic acid methyl ester:
• 英文别名: 3β-hydroxyolean-11,13(18)-diene-28-oic acid methyl ester；methyl olean-3β-hydroxy-11,13(18)-dien-28-olate；methyl 3β-hydroxyoleana-11,13(18)-dien-28-oate；3β-hydroxy-oleanadien-(11.13(18))-oic acid-(28)-methyl ester；3β-Hydroxy-oleanadien-(11.13(18))-saeure-(28)-methylester
• CAS: 25536-32-7
• 化学式: C₃₁H₄₈O₃
• 分子量: 468.72
• InChiKey: PMOLEXJFHYXAPA-YFQRPPMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.24
• 重原子数：
  34.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3β-hydroxyoleanane 11,13(18)-diene-28-carboxylic acid methyl ester: 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以103 mg的产率得到3β-hydroxy-12-oxoolean-13(18)-ene-28-oic acid methyl ester
  参考文献：
  名称：

  异环烯酮齐墩果酸甲酯用于制备防治病毒性乙肝的药物用途

  摘要：

  本发明涉及异环烯酮齐墩果酸甲酯用于制备防治病毒性乙肝的药物用途，具体而言，本发明提供了3β‑羟基‑12‑羰基齐墩果烷‑13(18)‑烯‑28‑羧酸甲酯在制备抗乙型肝炎病毒感染疾病的药物中的应用。该化合物具有显著的抑制HepG2.2.15细胞分泌的HBsAg和HBeAg活性，在第8天时于100微克/毫升浓度下其抑制HBsAg和HBeAg分泌的强度皆超过阳性对照药物α‑干扰素和拉米呋啶，该浓度下其对HBV‑DNA复制更显示出超过97％的抑制率。以上表明该异环烯酮齐墩果酸甲酯可预期用于制备治疗乙型肝炎病毒感染疾病之非核苷类药物的用途；具体而言，该化合物具有用于制备HBV‑DNA抑制剂、HBsAg抑制剂、HBeAg抑制剂的用途，且其制备方法步骤简单、成本低，且原料来源广泛，容易进行产业化生产。

  公开号：

  CN111870604A
• 作为产物：
  描述：

  methyl 3β-acetoxyoleana-11,13(18)-dien-28-oate 在 氢氧化钾 、 水 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 3β-hydroxyoleanane 11,13(18)-diene-28-carboxylic acid methyl ester:
  参考文献：
  名称：

  Asada, Miyako; Amagaya, Sakae; Takai, Makoto, Journal of the Chemical Society. Perkin transactions I, 1980, p. 325 - 329

  摘要：

  DOI：

文献信息

• 双烯甲磺酰氧基齐墩果烷醇的制备及其抗乙肝的医药用途
  申请人：大理大学

  公开号：CN111904964A

  公开（公告）日：2020-11-10

  本发明涉及双烯甲磺酰氧基齐墩果烷醇的制备及其抗乙肝的医药用途，具体而言，本发明提供了3β‑甲磺酰氧基齐墩果烷11,13(18)‑二烯‑28‑醇在制备防治乙型肝炎病毒感染疾病的药物中的应用。该化合物于100微克/毫升浓度下其抑制HBsAg和HBeAg分泌的强度皆超过阳性药物α‑干扰素与拉米呋啶；在测试浓度仅为拉米呋啶最高测试浓度的1/50(2.0微克/毫升)时，其对HBV‑DNA复制的抑制活性便高达44.1％。以上表明该双烯甲磺酰氧基齐墩果烷醇可预期用于制备治疗乙型肝炎病毒感染疾病之非核苷类药物的用途；具体而言，该化合物具有用于制备HBV‑DNA抑制剂、HBsAg抑制剂、HBeAg抑制剂的用途；且其制备方法步骤简单、成本低，且原料来源广泛，容易进行产业化生产。
• New enone derivatives of oleanolic acid and ursolic acid as inhibitors of nitric oxide production in mouse macrophages
  作者：Tadashi Honda、Heather J. Finlay、Gordon W. Gribble、Nanjoo Suh、Michael B. Sporn

  DOI：10.1016/s0960-894x(97)00279-5

  日期：1997.7

  New derivatives of 3-oxoolean-1-en-28 oic acid and 3-oxours-1-en-28-oic acid were synthesized. Nine of them showed significant inhibitory activity against interferon-gamma-induced nitric oxide production in mouse macrophages when assayed at the 1 mu M level. 3,12-Dioxoolean-1,9-dien-28-oic acid (3) had the highest activity (IC50, 0.9 mu M). (C) 1997 Elsevier Science Ltd.
• Kitasato, Acta Phytochimica, 1936, vol. 9, p. 43,61, 75
  作者：Kitasato

  DOI：——

  日期：——
• Light-guided tracheal puncture for percutaneous tracheostomy
  作者：Bassam M. Addas、William J. Howes、Orlando R. Hung

  DOI：10.1007/bf03019677

  日期：2000.9

  Purpose: To determine the effectiveness of lightwand-guided tracheal puncture for percutaneous tracheostomy.Methods: The desired puncture site was marked on the skin of the anterior neck. A lightwand (Trachlight) was inserted into the patient's endotracheal tube (ETT), so that the number indicator on the lightwand matched the number indicator of the ETT of the patient. At this position, the light bulb of the lightwand was exactly placed at the tip of the endotracheal tube. With the lightwand turned on, the lightwand together with the endotracheal tube (ETT-LW) was slowly withdrawn from the trachea until a bright glow in the anterior neck could be seen 1 cm above the marked-puncture site. At this position, the tip of the ETT was 1 cm above the puncture site.Results: Percutaneous tracheostomy via a light-guided tracheal puncture was performed on 11 neurosurgical patients. The withdrawal of the endotracheal tube to a location above the puncture was accomplished easily with the lightwand. All percutaneous tracheostomies performed were successful, with ease and without any complications. The procedure time was 17.8 +/- 5.3 min. Mechanical ventilation was not interrupted during the whole procedure.Conclusion: The lightwand guided intratracheal puncture for percutaneous tracheostomy is a simple, effective, and safe procedure. This technique can avoid the risk of puncturing the endotracheal tube and/or cuff, thus allowing adequate ventilation and oxygenation during the percutaneous tracheostomy. Furthermore, this technique is inexpensive and minimizes the risk of damaging equipment like the fibreoptic bronchoscope.
• Oleanane benzoates from the bark of Ploiarium alternifolium
  作者：Graham J Bennett、Leslie J Harrison、Guat-Lee Sia、Keng-Yeow Sim、Joseph D Connolly

  DOI：10.1016/0031-9422(92)80283-k

  日期：1992.4

  Two triterpenoid benzoates, 3-beta-benzoyloxyoleana-11,13(18)-dien-28-oic acid, characterized as its methyl ester, and 3-beta-benzoyloxyolean-11-en-13-beta,28-olide have been isolated from the bark of Ploiarium alternifolium. Their structures were determined by spectroscopic methods and by chemical correlation with known compounds.