6B-羟基皮质醇 | 16355-29-6

• 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: 6B-羟基皮质醇
• 中文别名: 泼尼松龙杂质D
• 英文名称: 6β-hydroxyprednisolone
• 英文别名: 6beta-Hydroxyprednisolone；Pregna-1,4-diene-3,20-dione, 6,11,17,21-tetrahydroxy-, (6beta,11beta)-；(6R,8S,9S,10R,11S,13S,14S,17R)-6,11,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
• CAS: 16355-29-6
• 化学式: C₂₁H₂₈O₆
• 分子量: 376.45
• InChiKey: LJGWPGVRXUUNAG-UJXAPRPESA-N

物化性质

• 熔点：
  248-250?C
• 沸点：
  618.1±55.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6B-羟基皮质醇 在 RhCl(PPh₃)3 氘 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 [1,2-2H2]6β-hydroxycortisol
  参考文献：
  名称：

  Quantitation of cortisol and related 3-oxo-4-ene steroids in urine using gas chromatography/mass spectrometry with stable isotope-labeled internal standards

  摘要：

  A method for the profiling of several important 3-oxo-4-ene urinary steroids is reported. The methodology is combined gas chromatography/mass spectrometry (GC/MS) utilizing stable isotope-labeled internal standards. The following standards were obtained or easily synthesized: [9,11,12,12(2)-H-4]cortisol, [1,2-H-2(2)] and [9,12,12- H-2(2)]cortisone, [1,2-H-2(2)]6 beta-hydroxycortisol, and [1,2-H-2(2)]18-hydroxycortisol. We found the following excretions of free steroids for normal adult males and females: cortisol (males mean +/- SD, 35 +/- 13; females mean +/- SD, 23 +/-: 13), cortisone (males mean +/- SD, 58 +/- 23;females mean +/- SD, 50 +/- 22), 6 beta-hydroxycortisol (males mean +/- SD, 164 +/- 59; females mean +/- SD, 108 +/- 55), and 18-hydroxycortisol (males mean +/- SD, 148 +/- 55; females mean +/- SD, 71 +/- 30). For 18-hydroxycortisol in particular, the excretions were much higher for males than for females. We Sound that the larger part of urinary cortisol and cortisone is not free but is released from conjugation by enzymes present in snail digestive juice. Using a pooled urine sample from an equal number of male and female subjects, we found that for cortisol 29% was excreted free, 28% as glucuronide and 43% as other conjugates (probably sulfates). For cortisone 41% was free, 45% beta-glucuronide and 14% as other conjugates. Relatively little (3-8%) of the hydroxylated cortisols were excreted conjugated. (C) 1996 by Elsevier Science Inc.

  DOI：

  10.1016/s0039-128x(96)00118-9