6β,11α-Dihydroxyandrost-4-ene-3,17-dione | 120143-67-1

• 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: 6β,11α-Dihydroxyandrost-4-ene-3,17-dione
• 英文别名: 6β,11α-dihydroxy-4-androstene-3,17-dione；androst-4-ene-3,17-dione-6β,11α-diol；6beta,11alpha-Dihydroxy-4-androstene-3,17-dione；(6R,8S,9S,10R,11R,13S,14S)-6,11-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
• CAS: 120143-67-1
• 化学式: C₁₉H₂₆O₄
• 分子量: 318.413
• InChiKey: SNJPACUKNSUSKE-YPIFDJLOSA-N

物化性质

• 沸点：
  524.2±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 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：

  雄烯二酮 在 Beauveria bassiana CCTCC AF₂₀₆₀₀₁ 作用下， 以 水 为溶剂， 反应 48.0h， 以10.3%的产率得到6β,11α-Dihydroxyandrost-4-ene-3,17-dione
  参考文献：
  名称：

  白僵菌对雄甾醇-4-烯-3,17-二酮的微生物转化

  摘要：

  已经使用 pH 6.0 和 7.0 介质研究了真菌白僵菌 CCTCC AF206001 对雄激素-4-烯-3,17-二酮 (I) 的微生物转化。在 pH 6.0 介质中获得了两种羟基化代谢物。主要产物是 11alpha-hydroxyandrost-4-ene-3,17-dione (II) 而次要产物是 6beta,11alpha-dihydroxyandrost-4-ene-3,17-dione (III)。另一方面，在 pH 7.0 的介质中获得了四种羟基化和/或还原的代谢物。主要产品为11alpha,17beta-dihydroxyandrost-ene-3-one (V)，次要产品为17beta-hydroxyandrost-ene-3-one (IV), 6beta,11alpha,17beta-trihydroxyandrost-ene-3-one ( VI) 和 3alpha

  DOI：

  10.1016/j.steroids.2006.07.007

文献信息

• NOVEL ANDROST-4-ENE-3,17-DIONE DERIVATIVES AND PROCESS FOR THEIR PREPARATION
  申请人：SNOW BRAND MILK PRODUCTS CO., LTD.

  公开号：EP0300062A1

  公开（公告）日：1989-01-25

  Compounds of formula (1), H(α)OR(β), Y represents H2 or OH(∇)H(β), Z represents H or OH(α), and R represents H, COCH3, COCH2CH3, COCH(CH3)2 or COC(CH3)3. which are prepared by bringing androst-4-ene-3,17-dione into contact with microorganisms belonging to the genus Acremonium. These compounds are effective in inhibiting estrogen synthetase of human placenta origin.

  式 (1) 的化合物、 H(α)OR(β)，Y 代表 H2 或 OH(∇)H(β)，Z 代表 H 或 OH(α)，R 代表 H、CO 、COCH2 、COCH(CH3)2 或 COC( )3，这些化合物是通过使雄激素-4-烯-3,17-二酮与属于 Acremonium 属的微生物接触而制备的。这些化合物能有效抑制源于人类胎盘的雌激素合成酶。
• Biocatalyst mediated production of 6β,11α-dihydroxy derivatives of 4-ene-3-one steroids
  作者：Swati P. Kolet、Siddiqui Niloferjahan、Saikat Haldar、Rajesh Gonnade、Hirekodathakallu V. Thulasiram

  DOI：10.1016/j.steroids.2013.08.004

  日期：2013.11

  Biotransformation of steroids with 4-ene-3-one functionality such as progesterone (I), testosterone (II), 17 alpha-methyltestosterone (III), 4-androstene-3,17-dione (IV) and 19-nortestosterone (V) were studied by using a fungal system belonging to the genera of Mucor (M881). The fungal system efficiently and quantitatively converted these steroids in regio- and stereo-selective manner into corresponding 6 beta,11 alpha-dihydroxy compounds. Time course experiments suggested that the transformation was initiated by hydroxylation at 6 beta- or 11 alpha-(10 beta-hydroxy in case of V) to form monohydroxy derivatives which upon prolonged incubation were converted into corresponding 613,11oc-dihydroxy derivatives. The fermentation studies carried out using 5 L table-top fermentor with substrates (I and II) clearly indicates that 6 beta,11 alpha-dihydroxy derivatives of steroids with 4-ene-3-one functionality can be produced in large scale by using M881. (C) 2013 Elsevier Ltd.
• US4975368A
  申请人：——

  公开号：US4975368A

  公开（公告）日：1990-12-04
• US5079377A
  申请人：——

  公开号：US5079377A

  公开（公告）日：1992-01-07