6β,17β-dihydroxyandrosta-1,4-dien-3-one | 34220-62-7

• 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,17β-dihydroxyandrosta-1,4-dien-3-one
• 英文别名: 6β,17β-Dihydroxyandrosta-1,4-diene-3-on；(6R,8R,9S,10R,13S,14S,17S)-6,17-Dihydroxy-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• CAS: 34220-62-7
• 化学式: C₁₉H₂₆O₃
• 分子量: 302.414
• InChiKey: VLTNWNUPWHBSQY-ZVBLRVHNSA-N

物化性质

• 熔点：
  189-194 °C(Solv: chloroform (67-66-3))
• 沸点：
  483.5±45.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6β,17β-dihydroxyandrosta-1,4-dien-3-one 在 chromium(VI) oxide 作用下， 生成 (8R.9S.10R.13S.14S)-10.13-二甲基-7.8.9.11.12.13.15.16-八氢-10H-环戊并[a]菲-3.6.17(14H)-三酮
  参考文献：
  名称：

  Metabolism of 1-dehydroand rostanes in man

  摘要：

  DOI：

  10.1016/s0039-128x(71)80169-1
• 作为产物：
  描述：

  宝丹酮 在 fungus Cephalosporium aphidicola 作用下， 以 乙醇 为溶剂， 反应 120.0h， 以48%的产率得到6β,17β-dihydroxyandrosta-1,4-dien-3-one
  参考文献：
  名称：

  The hydroxylation of testosterone and some relatives by Cephalosporium aphidicola

  摘要：

  The fungus Cephalosporium aphidicola has been shown to hydroxylate testosterone, 19-nortestosterone, 1-dehydrotestosterone, 1 alpha-methyltestosterone, androst-4-en-3-one, androst-4-en-3,17-dione and 17 alpha-methyltestosterone predominantly at the C-6 beta position with a minor hydroxylation occurring at the C-14 alpha position. 19-Nortestosterone was also hydroxylated at the C-10 beta position. In contrast to the hydroxylation of progesterone by this organism, hydroxylation at C-11 alpha was a minor pathway.

  DOI：

  10.1016/0031-9422(95)00968-x

文献信息

• P450 BM3 MONOOXYGENASE VARIANTS FOR C19-HYDROXYLATION OF STEROIDS
  申请人：Bayer Aktiengesellschaft

  公开号：EP3858986A1

  公开（公告）日：2021-08-04

  The present invention relates to novel recombinant Bacillus megaterium cytochrome P450-monooxygenase (P450-BM3) variants for the C19 hydroxylation of steroids and derivatives thereof. In particular, the present invention also relates to methods and processes using P450-BM3 variants for the production of estrone and estradiol. The invention further relates to nucleotide sequences, constructs and vectors for the expression of these P450-BM3 variants

  本发明涉及新型重组巨芽孢杆菌细胞色素 P450-单加氧酶（P450-BM3）变体，用于类固醇及其衍生物的 C19 羟基化。特别是，本发明还涉及使用 P450-BM3 变体生产雌酮和雌二醇的方法和工艺。本发明还涉及用于表达这些 P450-BM3 变体的核苷酸序列、构建体和载体
• [EN] P450 BM3 MONOOXYGENASE VARIANTS FOR C19-HYDROXYLATION OF STEROIDS<br/>[FR] VARIANTS DE LA MONO-OXYGÉNASE P450 BM3 POUR L'HYDROXYLATION EN C19 DE STÉROÏDES
  申请人：BAYER AG

  公开号：WO2021156200A1

  公开（公告）日：2021-08-12

  The present invention relates to novel recombinant Bacillus megaterium cytochrome P450-monooxygenase (P450-BM3) variants for the C19 hydroxylation of steroids and derivatives thereof or for improved BM3 protein expression. In particular, the present invention also relates to methods and processes using P450-BM3 variants for the production of estrone and estradiol. The invention further relates to nucleotide sequences, constructs and vectors for the expression of these P450-BM3 variants