3β,7β-dihydroxy-pregn-5,16(17)-dien-20-one | 1266252-17-8

• 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: 3β,7β-dihydroxy-pregn-5,16(17)-dien-20-one
• 英文别名: 3β,7β-dihydroxy-pregna-5,16(17)-dien-20-one；1-[(3S,7R,8R,9S,10R,13S,14S)-3,7-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• CAS: 1266252-17-8
• 化学式: C₂₁H₃₀O₃
• 分子量: 330.467
• InChiKey: XGSKHOMGVFYJHI-XXYAPFAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  16-脱氢孕烯醇酮乙酸酯 在 Penicillium citrinum 、 potato-dextrose broth 作用下， 以 丙酮 为溶剂， 反应 72.0h， 以0.6%的产率得到3β,7β-dihydroxy-pregn-5,16(17)-dien-20-one
  参考文献：
  名称：

  Microbial transformation of 3β-acetoxypregna-5,16-diene-20-one by Penicillium citrinum

  摘要：

  The biotransformation of 3 beta-acetoxypregna-5,16-diene-20-one (1) by using a filamentous fungus Penicillium citrinum resulted in the production of four metabolites 2-5. The structures of these compounds were elucidated by different spectroscopic analysis (1D- and 2D-NMR) and HR-ESI-MS as 3 beta,7 beta-dihydroxy-pregn-5,16(17)-dien-20-one (2), 3 beta-hydroxy-7 alpha-methoxy-pregn-5,16(17)-dien-20-one (3), 3 beta,7 beta,11 alpha-trihydroxy-pregn-5,16(17)-dien-20-one (4), and a known 3 beta,7 alpha-dihydroxy-pregn-5,16(17)-dien-20-one (5). The 7-O-methylation is a novel reaction in the field of microbial transformation of pregnane steroids. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.08.006