methyl 3β-acetoxy-17α-methyl-5-etienate | 5230-57-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: methyl 3β-acetoxy-17α-methyl-5-etienate
• 英文别名: 3β-Acetoxy-17β-carbomethoxy-17α-methyl-androst-5-en；3β-acetoxy-17-methyl-androst-5-ene-17β-carboxylic acid methyl ester；3β-Acetoxy-17-methyl-androst-5-en-17β-carbonsaeure-methylester；3β-Acetoxy-17α-methyl-androsten-(5)-carbonsaeure-(17β)-methylester；(17S)-3β-Acetoxy-21(20=>17)-abeo-pregnen-(5)-saeure-(20)-methylester；Androst-5-ene-17beta-carboxylic acid, 3beta-hydroxy-17-methyl-, methyl ester, acetate；methyl (3S,8R,9S,10R,13S,14S,17S)-3-acetyloxy-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-17-carboxylate
• CAS: 5230-57-9
• 化学式: C₂₄H₃₆O₄
• 分子量: 388.547
• InChiKey: DCTSGCCTYULFLQ-FSSNKTKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3β-acetoxy-17α-methyl-5-etienate 在 氢氧化钾 作用下， 生成 (17S)-3β-hydroxy-21(20=>17)abeo-pregnen-(5)-oic acid-(20)
  参考文献：
  名称：

  Acute arterial thrombosis with antithrombin III deficiency in nephrotic syndrome: Report of a case

  摘要：

  Nephrotic syndrome frequently causes venous thromboembolic complications. Arterial thrombosis has rarely been reported and is mainly observed in children. Only six cases of lower extremity arterial thrombosis in adults have been reported in the literature. The outcome in these cases was unsatisfactory because of the high rates of limb loss and recurrence of thrombosis. We report successful treatment of a 39-year-old man who suffered from right lower extremity arterial thrombosis associated with decreased levels of serum antithrombin III. He was admitted to our hospital with severe pain in his right foot. No pulse was palpable in his right dorsalis pedis or posterior tibial arteries. His right foot was cold and mottled, with a reduced sensation and motor activity. The laboratory data revealed a serum total protein concentration of 3.9 g/dl and an albumin concentration of 1.5 g/dl. The coagulation profile showed a fibrinogen level of 879 mg/dl and antithrombin III value of 9.5%. Right lower extremity arteriography showed a complete occlusion of the right deep femoral artery and popliteal artery, and a filling defect in the common femoral artery. An emergency thrombectomy was performed under general anesthesia. The patient was treated successfully, and surgical treatment was followed by anticoagulant therapy with 1 000 units of antithrombin III. A renal biopsy revealed histologic evidence of minimal change of glomerulonephritis. He was discharged 3 months later, and no recurrence of thrombosis has yet been observed.

  DOI：

  10.1007/s005950070110
• 作为产物：
  描述：

  孕烯醇酮醋酸酯 在 甲醇 、 溴 、 potassium hydrogencarbonate 、 溶剂黄146 、 potassium iodide 作用下， 生成 methyl 3β-acetoxy-17α-methyl-5-etienate
  参考文献：
  名称：

  Acute arterial thrombosis with antithrombin III deficiency in nephrotic syndrome: Report of a case

  摘要：

  Nephrotic syndrome frequently causes venous thromboembolic complications. Arterial thrombosis has rarely been reported and is mainly observed in children. Only six cases of lower extremity arterial thrombosis in adults have been reported in the literature. The outcome in these cases was unsatisfactory because of the high rates of limb loss and recurrence of thrombosis. We report successful treatment of a 39-year-old man who suffered from right lower extremity arterial thrombosis associated with decreased levels of serum antithrombin III. He was admitted to our hospital with severe pain in his right foot. No pulse was palpable in his right dorsalis pedis or posterior tibial arteries. His right foot was cold and mottled, with a reduced sensation and motor activity. The laboratory data revealed a serum total protein concentration of 3.9 g/dl and an albumin concentration of 1.5 g/dl. The coagulation profile showed a fibrinogen level of 879 mg/dl and antithrombin III value of 9.5%. Right lower extremity arteriography showed a complete occlusion of the right deep femoral artery and popliteal artery, and a filling defect in the common femoral artery. An emergency thrombectomy was performed under general anesthesia. The patient was treated successfully, and surgical treatment was followed by anticoagulant therapy with 1 000 units of antithrombin III. A renal biopsy revealed histologic evidence of minimal change of glomerulonephritis. He was discharged 3 months later, and no recurrence of thrombosis has yet been observed.

  DOI：

  10.1007/s005950070110

文献信息

• Über Steroide und Sexualhormone. 173. Mitteilung. Synthese des 17-Methyl-progesterons B
  作者：H. Heusser、Ch. R. Engel、Pl. A. Plattner

  DOI：10.1002/hlca.19500330732

  日期：——

  Es wird die Synthese des 17-Methyl-progesterons B, eines neuen, biologisch unwirksamen Homologen des Corpus luteum-Hormons, beschrieben.

  描述了17-甲基黄体酮B的合成，黄体激素是一种新的，生物学上无活性的同源物。
• Synthetic Studies on C-19 Oxygenated Pregnanes
  作者：Jehan F. Bagli、Peter F. Morand、R. Gaudry

  DOI：10.1021/jo01040a010

  日期：1963.5
• Kende, Chemistry and industry, 1959, p. 1346
  作者：Kende

  DOI：——

  日期：——
• Favorskii rearrangements of .alpha.-halogenated acetylcycloalkanes. 3
  作者：C. R. Engel、Y. Merand、J. Cote

  DOI：10.1021/jo00144a017

  日期：1982.11
• Acute arterial thrombosis with antithrombin III deficiency in nephrotic syndrome: Report of a case
  作者：Motohiro Nishimura、Junichi Shimada、Kazuhiro Ito、Hideyuki Kawachi、Katsuhiko Nishiyama

  DOI：10.1007/s005950070110

  日期：2000.7

  Nephrotic syndrome frequently causes venous thromboembolic complications. Arterial thrombosis has rarely been reported and is mainly observed in children. Only six cases of lower extremity arterial thrombosis in adults have been reported in the literature. The outcome in these cases was unsatisfactory because of the high rates of limb loss and recurrence of thrombosis. We report successful treatment of a 39-year-old man who suffered from right lower extremity arterial thrombosis associated with decreased levels of serum antithrombin III. He was admitted to our hospital with severe pain in his right foot. No pulse was palpable in his right dorsalis pedis or posterior tibial arteries. His right foot was cold and mottled, with a reduced sensation and motor activity. The laboratory data revealed a serum total protein concentration of 3.9 g/dl and an albumin concentration of 1.5 g/dl. The coagulation profile showed a fibrinogen level of 879 mg/dl and antithrombin III value of 9.5%. Right lower extremity arteriography showed a complete occlusion of the right deep femoral artery and popliteal artery, and a filling defect in the common femoral artery. An emergency thrombectomy was performed under general anesthesia. The patient was treated successfully, and surgical treatment was followed by anticoagulant therapy with 1 000 units of antithrombin III. A renal biopsy revealed histologic evidence of minimal change of glomerulonephritis. He was discharged 3 months later, and no recurrence of thrombosis has yet been observed.