(5beta,6alpha)-6-甲基-3,20-二氧代孕甾烷n-17-基乙酸酯 | 69688-15-9

• 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
• 中文名称: (5beta,6alpha)-6-甲基-3,20-二氧代孕甾烷n-17-基乙酸酯
• 中文别名: 醋酸甲羟孕酮杂质F
• 英文名称: 17α-acetoxy-6α-methyl-5β-pregnane-3,20-dione
• 英文别名: 4,5-Dihydromedroxyprogesterone acetate；[(5S,6S,8R,9S,10S,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
• CAS: 69688-15-9
• 化学式: C₂₄H₃₆O₄
• 分子量: 388.547
• InChiKey: WUGYQVQMQZFLHU-ACWFTSFSSA-N

物化性质

• 熔点：
  183-185°C
• 沸点：
  480.4±45.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5beta,6alpha)-6-甲基-3,20-二氧代孕甾烷n-17-基乙酸酯 在 potassium tri-sec-butyl-borohydride 作用下， 以 四氢呋喃 为溶剂， 生成 17α-acetoxy-3β-hydroxy-6α-methyl-5β-pregnan-20-one
  参考文献：
  名称：

  Templeton, John F.; Kumar, V. P. Sashi; Kim, Ryungsoon S., Journal of the Chemical Society. Perkin transactions I, 1987, p. 1361 - 1368

  摘要：

  DOI：
• 作为产物：
  描述：

  醋酸甲羟孕酮 在 Lindlar's catalyst 氢气 作用下， 以 吡啶 为溶剂， 反应 24.0h， 以6.9 g的产率得到(5beta,6alpha)-6-甲基-3,20-二氧代孕甾烷n-17-基乙酸酯
  参考文献：
  名称：

  Templeton, John F.; Kumar, V. P. Sashi; Kim, Ryungsoon S., Journal of the Chemical Society. Perkin transactions I, 1987, p. 1361 - 1368

  摘要：

  DOI：

文献信息

• Isolation and partial synthesis of a new metabolite of medroxyprogesterone acetate
  作者：David K. Fukushima、Joseph Levin、Julia S. Liang、Mildred Smulowitz

  DOI：10.1016/0039-128x(79)90126-0

  日期：1979.7

  3 alpha-Hydroxy-17-acetoxy-6 alpha-methyl-5 beta-pregnan-20-one (IIIa) has been isolated from urine of patients receiving medroxyprogesterone acetate (MPA). It was characterized by partial synthesis from MPA by catalytic reduction with palladium-charcoal to 17-acetoxy-6 alpha-methyl-5 beta-pregnan-3,20-dione (IV) and reduction of the latter with sodium borohydride. The isolation of 6 beta, 17,21-trihydroxy-6 alpha-methyl-pregn-4-ene-3,20-dione (IIc) is reported for the first time. The 17- and 21-monoacetates of this compound have been isolated and characterized earlier by other investigators. 7 alpha-3H-Medroxyprogesterone acetate was administered to 4 subjects by intravenous and intramuscular injections and by mouth. The ring A saturated metabolite IIIa was excreted in 0.1% to 4.0% of the administered dose; the highest excretion was after the intravenous dose and lowest after oral ingestion. 6 beta, 17,21-Trihydroxy-6 alpha-methylpregn-4-ene-3,20-dione (IIc) and its 17- and 21-monoacetates were excreted in about 5% of the doses in all subjects. No increase in 6 beta-hydroxylation was observed in the patient treated with o,p'-DDD,2,2-bis(2-chlorophenyl, 4'-chlorophenyl)-l,1-dichloroethane.
• Templeton, John F.; Kumar, V. P. Sashi; Kim, Ryungsoon S., Journal of the Chemical Society. Perkin transactions I, 1987, p. 1361 - 1368
  作者：Templeton, John F.、Kumar, V. P. Sashi、Kim, Ryungsoon S.、LaBella, Frank S.

  DOI：——

  日期：——