3,12β-dihydroxy-9,10-seco-1,3,5(10)-androstatriene-9,17-dione | 79683-94-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3,12β-dihydroxy-9,10-seco-1,3,5(10)-androstatriene-9,17-dione
• 英文别名: 3,12β-dihydroxy-9,10-secoandrosta-1,3,5(10)-trien-9,17-dione；(3aS,4S,7R,7aR)-7-hydroxy-4-[2-(5-hydroxy-2-methylphenyl)ethyl]-7a-methyl-2,3,3a,4,6,7-hexahydroindene-1,5-dione
• CAS: 79683-94-6
• 化学式: C₁₉H₂₄O₄
• 分子量: 316.397
• InChiKey: SCRZLRQVKYXYFZ-SAKMYQHLSA-N

物化性质

• LogP：
  0.214 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 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 cholate 生成 3,12β-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

• Deoxycholic acid degradation by a pseudomonas sp: Phenolic and neutral products
  作者：R.A. Leppik

  DOI：10.1016/s0040-4020(01)98940-9

  日期：1981.1

  The microbial degradation of deoxycholic acid by Pseudomonas sp. MR108 was studied, and four products were isolated. Evidence is presented that one is the phenol 3,12β - dihydroxy - 9,10 - secoandrosta -1,3,5(10) - trien - 9,17 - dione (11) and that the other three are the neutral compounds 3aαH - 4α - [3' - propionic acid] - 5α - hydroxy - 7aβ - methyl - hexahydro -1 - indanone - δ - lactone (12)

  假单胞菌（Pseudomonas sp。）对脱氧胆酸的微生物降解。研究了MR108，并分离了四种产物。证据表明，一个是酚3,12β-二羟基-9,10-二十烷二酚-1,3,5（10）-trien-9,17-二酮（11），另外三个是中性化合物3aαH- 4α-[3'-丙酸]-5α-羟基-7aβ-甲基-六氢-1-茚满酮-δ-内酯（12），12β-羟基androsta -1,4-二烯-3,17-二酮（10），和12α-羟基雄甾烷-1,4-二烯-3,17-二酮（7）。
• Microbial process for producing 12-hydroxyandrosta-1,4-diene-3,17-dione
  申请人：KURARAY CO., LTD.

  公开号：EP0088007A1

  公开（公告）日：1983-09-07

  A microbial process for producing 12-hydroxyandrosta-1,4-dien-3,17-dione which comprises cultivating a microbe of the species Pseudomonas putida, which is capable of producing 12-hydroxyandrosta-1,4-dien-3,17-dione by utilizing deoxycholic acid or a salt thereof as a substrate, in a culture medium containing the substrate to produce 12-hydroxyandrosta-1,4-dien-3,17-dione and collecting the product.

  一种生产 12-羟基雄甾-1,4-二烯-3,17-二酮的微生物工艺，包括在含有底物的培养基中培养一种能利用脱氧胆酸或其盐作为底物生产 12-羟基雄甾-1,4-二烯-3,17-二酮的假单胞菌，以生产 12-羟基雄甾-1,4-二烯-3,17-二酮，并收集产品。
• US4528272A
  申请人：——

  公开号：US4528272A

  公开（公告）日：1985-07-09