N'-[(3S,8S,9S,10R,13S,14S,17S)-17-[(1R)-1-(8-aminooctylamino)ethyl]-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]octane-1,8-diamine | 1336877-21-4

• 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: N'-[(3S,8S,9S,10R,13S,14S,17S)-17-[(1R)-1-(8-aminooctylamino)ethyl]-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]octane-1,8-diamine
• CAS: 1336877-21-4
• 化学式: C₃₇H₇₀N₄
• 分子量: 570.99
• InChiKey: RDMFXOSTIVUSSQ-FLRGOTCDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  41
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  76.1
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,8-辛二胺 、 黄体酮 在 titanium(IV) isopropylate 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 14.0h， 以56%的产率得到N'-[(3S,8S,9S,10R,13S,14S,17S)-17-[(1R)-1-(8-aminooctylamino)ethyl]-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]octane-1,8-diamine
  参考文献：
  名称：

  Synthesis of New 3,20-Bispolyaminosteroid Squalamine Analogues and Evaluation of Their Antimicrobial Activities

  摘要：

  3,20-Amino- and polyaminosteroid analogues of squalamine and trodusquemine were synthesized involving a stereoselective titanium reductive amination reaction in high chemical yields in numerous cases. These derivatives were evaluated for their in vitro antimicrobial properties against references and clinical bacterial strains exhibiting minimum inhibitory concentrations of 2.5-40 mu g/mL. The mechanism of action of these derivatives was determined using bioluminescence for ATP efflux measurements and fluorescence methods for membrane depolarization assays.

  DOI：

  10.1021/jm200506x