3,7ξ-dihydroxy-9,10-seco-1,3,5(10)-androstatriene-9,17-dione | 80202-72-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3,7ξ-dihydroxy-9,10-seco-1,3,5(10)-androstatriene-9,17-dione
• 英文别名: (3aS,4R,7aS)-4-[1-hydroxy-2-(5-hydroxy-2-methylphenyl)ethyl]-7a-methyl-2,3,3a,4,6,7-hexahydroindene-1,5-dione
• CAS: 80202-72-8；96744-11-5；115460-02-1
• 化学式: C₁₉H₂₄O₄
• 分子量: 316.397
• InChiKey: WRFFIAXZFORXPD-JYNSZKMYSA-N

物化性质

• 沸点：
  526.7±50.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  sodium chenodeoxycholate 生成 3,7ξ-dihydroxy-9,10-seco-1,3,5(10)-androstatriene-9,17-dione
  参考文献：
  名称：

  Phenolic 9,10-secosteroids as products of the catabolism of bile acids by a Pseudomonas sp.

  摘要：

  The obligate aerobe, Pseudomonas putida ATCC 31752, efficiently utilises bile acids as a source of carbon and energy for growth and maintenance. When aeration is considerably restricted, a consequence to the catabolism of the bile acids in a fermentor is an accumulation of certain steroidal catabolites. Evidence is presented to show that among these are hydroxy-9,10-seco-1,3,5 (10)-androstratriene-9, 17-diones and those from four of the common bile acids, cholic, chenodeoxycholic, hyodeoxycholic and deoxycholic acids have been isolated and their structures determined. The product of catabolism of hyodeoxycholic acid appears to exist in a hemi-acetal form which readily forms an acetal during isolation procedures. All but one of these are described for the first time.

  DOI：

  10.1016/s0039-128x(84)90095-3

文献信息

• FERMENTATION OF BILE
  申请人：COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION

  公开号：EP0046769B1

  公开（公告）日：1986-06-25
• Phenolic 9,10-secosteroids as products of the catabolism of bile acids by a Pseudomonas sp.
  作者：R.J. Park

  DOI：10.1016/s0039-128x(84)90095-3

  日期：1984.8

  The obligate aerobe, Pseudomonas putida ATCC 31752, efficiently utilises bile acids as a source of carbon and energy for growth and maintenance. When aeration is considerably restricted, a consequence to the catabolism of the bile acids in a fermentor is an accumulation of certain steroidal catabolites. Evidence is presented to show that among these are hydroxy-9,10-seco-1,3,5 (10)-androstratriene-9, 17-diones and those from four of the common bile acids, cholic, chenodeoxycholic, hyodeoxycholic and deoxycholic acids have been isolated and their structures determined. The product of catabolism of hyodeoxycholic acid appears to exist in a hemi-acetal form which readily forms an acetal during isolation procedures. All but one of these are described for the first time.