pregn-4-en-17α,21-diol-3,11,20-trione-21-O-(methyl 2',3',4'-tri-O-acetyl-β-D-glucuronate) | 24708-38-1

• 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: pregn-4-en-17α,21-diol-3,11,20-trione-21-O-(methyl 2',3',4'-tri-O-acetyl-β-D-glucuronate)
• 英文别名: O²,O³,O⁴-triacetyl-O¹-(17-hydroxy-3,11,20-trioxo-pregn-4-en-21-yl)-β-D-glucopyranuronic acid methyl ester；O²,O³,O⁴-Triacetyl-O¹-(17-hydroxy-3,11,20-trioxo-pregn-4-en-21-yl)-β-D-glucopyranuronsaeure-methylester；methyl (2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-[2-[(8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]oxane-2-carboxylate
• CAS: 24708-38-1
• 化学式: C₃₄H₄₄O₁₄
• 分子量: 676.715
• InChiKey: FGXDVQNISIDHMO-HJEYJOLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  48
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  195
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  pregn-4-en-17α,21-diol-3,11,20-trione-21-O-(methyl 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80%的产率得到pregn-4-en-17α,21-diol-3,11,20-trione-21-O-glucuronide
  参考文献：
  名称：

  Corticosteroids 21-glucuronides: Synthesis and complete characterization by 1H and 13C NMR

  摘要：

  Despite the important physiological role of the corticosteroids glucuronides, very poor NMR data for this class of compounds are reported. For this reason we prepared a set of corticosteroids and submitted them to a detailed NMR study. A complete assignment of H-1 and C-13 signals was accomplished arranging mono- and two-dimensional NMR techniques. (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.06.003
• 作为产物：
  描述：

  可的松 、 乙酰溴-Alpha-D-葡萄糖酮酸甲基酯 在 silver carbonate 、 苯 作用下， 生成 pregn-4-en-17α,21-diol-3,11,20-trione-21-O-(methyl 2',3',4'-tri-O-acetyl-β-D-glucuronate)
  参考文献：
  名称：

  D-Glucopyranosiduronates. I. Steroidyl-β-D-glucopyranuronosides^1,2

  摘要：

  DOI：

  10.1021/ja01516a046