methyl (androsta-1,4-dien-17β-ol-3-one)-17-O-2,3,4-tri-O-acetyl-β-D-glucuronate | 1177368-54-5

• 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 (androsta-1,4-dien-17β-ol-3-one)-17-O-2,3,4-tri-O-acetyl-β-D-glucuronate
• CAS: 1177368-54-5
• 化学式: C₃₂H₄₂O₁₁
• 分子量: 602.679
• InChiKey: RARLKGFGVAXPDX-XMWKVNILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  43.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  140.73
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  methyl (androsta-1,4-dien-17β-ol-3-one)-17-O-2,3,4-tri-O-acetyl-β-D-glucuronate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以97%的产率得到17β-hydroxyandrost-1,4-dien-3-one 17-O-glucuronide
  参考文献：
  名称：

  17α- and 17β-boldenone 17-glucuronides: Synthesis and complete characterization by 1H and 13C NMR

  摘要：

  Boldenone is an androgenic anabolic steroid intensively used for growth promoting purposes in animals destined for meat production and as a performance enhancer in athletics. Therefore its use is officially banned either in animals intended for consumption or in humans. Because most anabolic steroids are completely metabolized and usually no parent steroid is excreted, metabolite identification is crucial to detect the illegal use of anabolic steroids either in humans or in livestock. 17 alpha- and 17 beta-boldenone 17-glucuronides were synthesized, purified and characterized in order to provide Suitable standards for the identification and quantification of these metabolites. (C) 2008 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2008.11.012
• 作为产物：
  描述：

  宝丹酮 、 乙酰溴-Alpha-D-葡萄糖酮酸甲基酯 在 无水碳酸镉 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以80%的产率得到methyl (androsta-1,4-dien-17β-ol-3-one)-17-O-2,3,4-tri-O-acetyl-β-D-glucuronate
  参考文献：
  名称：

  17α- and 17β-boldenone 17-glucuronides: Synthesis and complete characterization by 1H and 13C NMR

  摘要：

  Boldenone is an androgenic anabolic steroid intensively used for growth promoting purposes in animals destined for meat production and as a performance enhancer in athletics. Therefore its use is officially banned either in animals intended for consumption or in humans. Because most anabolic steroids are completely metabolized and usually no parent steroid is excreted, metabolite identification is crucial to detect the illegal use of anabolic steroids either in humans or in livestock. 17 alpha- and 17 beta-boldenone 17-glucuronides were synthesized, purified and characterized in order to provide Suitable standards for the identification and quantification of these metabolites. (C) 2008 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2008.11.012