(16R,17R,18S,21S)-17,21-dimethyl-18-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylic acid | 1224695-30-0

• 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: (16R,17R,18S,21S)-17,21-dimethyl-18-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylic acid
• CAS: 1224695-30-0
• 化学式: C₃₃H₃₂F₃NO₅
• 分子量: 579.616
• InChiKey: PPKWMELPYLYVEG-VUUBULTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  88.6
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  oridamycin A 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 作用下， 反应 2.0h， 生成 (16R,17R,18S,21S)-17,21-dimethyl-18-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylic acid
  参考文献：
  名称：

  Oridamycins A and B, Anti-Saprolegnia parasitica Indolosesquiterpenes Isolated from Streptomyces sp. KS84

  摘要：

  Oridamycins A (1) and B (2) were isolated from the fermentation broth of Streptomyces sp. strain KS84 as selective anti-Saprolegnia parasitica antibiotics. Their structures were elucidated as pentacyclic indolosesquiterpenes by the combination of NMR and spectroscopic analyses. The absolute configuration of 1 was determined by ROESY analyses after the advanced Mosher analysis. Compound 1 exhibited anti-S. parasitica activity with an MIC value of 3.0 mu g/mL, but was much less active against the phytopathogenic fungus Phoma sp. and the yeast Saccharomyces cerevisiae.

  DOI：

  10.1021/np1000522

文献信息

• Oridamycins A and B, Anti-<i>Saprolegnia parasitica</i> Indolosesquiterpenes Isolated from <i>Streptomyces</i> sp. KS84
  作者：Kentaro Takada、Hisatsugu Kajiwara、Nobutaka Imamura

  DOI：10.1021/np1000522

  日期：2010.4.23

  Oridamycins A (1) and B (2) were isolated from the fermentation broth of Streptomyces sp. strain KS84 as selective anti-Saprolegnia parasitica antibiotics. Their structures were elucidated as pentacyclic indolosesquiterpenes by the combination of NMR and spectroscopic analyses. The absolute configuration of 1 was determined by ROESY analyses after the advanced Mosher analysis. Compound 1 exhibited anti-S. parasitica activity with an MIC value of 3.0 mu g/mL, but was much less active against the phytopathogenic fungus Phoma sp. and the yeast Saccharomyces cerevisiae.