[(3Z,5S,6S,7S,8R,9S,11Z,13S,14S,15S,16Z,18S)-8,14,18-trihydroxy-19-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethyl-6-oxooxan-2-yl]-5,7,9,11,13,15-hexamethylnonadeca-1,3,11,16-tetraen-6-yl] N-(4-benzoylphenyl)carbamate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(3Z,5S,6S,7S,8R,9S,11Z,13S,14S,15S,16Z,18S)-8,14,18-trihydroxy-19-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethyl-6-oxooxan-2-yl]-5,7,9,11,13,15-hexamethylnonadeca-1,3,11,16-tetraen-6-yl] N-(4-benzoylphenyl)carbamate
• 化学式: C₄₆H₆₃NO₉
• 分子量: 774.008
• InChiKey: BHVLGCGQBLAECG-OMXLKAFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  56
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  163
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-苯甲酰苯甲酸 在 盐酸 、 二苯基膦叠氮化物 、 氢氟酸 、 三乙胺 作用下， 以 乙腈 、 苯 为溶剂， 反应 25.0h， 生成 [(3Z,5S,6S,7S,8R,9S,11Z,13S,14S,15S,16Z,18S)-8,14,18-trihydroxy-19-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethyl-6-oxooxan-2-yl]-5,7,9,11,13,15-hexamethylnonadeca-1,3,11,16-tetraen-6-yl] N-(4-benzoylphenyl)carbamate
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of Carbamate-Substituted Analogues of (+)-Discodermolide

  摘要：

  The design, syntheses, and biological evaluation of 22 totally synthetic analogues of the potent microtubule-stabilizing agent (divided by)-discodermolide (1) have been achieved. Structure-activity relationships of the C(19) carbamate were defined. exploiting two synthetically simplified scaffolds. as well as the parent (+)-discodermolide framework.

  DOI：

  10.1021/ol047686a

文献信息

• Design, Synthesis, and Biological Evaluation of Potent Discodermolide Fluorescent and Photoaffinity Molecular Probes
  作者：Amos B. Smith、Paul V. Rucker、Ignacio Brouard、B. Scott Freeze、Shujun Xia、Susan Band Horwitz

  DOI：10.1021/ol0520166

  日期：2005.11.1

  [structure: see text] The design, synthesis, and biological evaluation of a series of (+)-discodermolide molecular probes possessing photoaffinity and fluorescent appendages has been achieved. Stereoselective olefin cross-metathesis comprised a key tactic for construction of two of the molecular probes. Three photoaffinity probes were radiolabeled with tritium.

  [结构：见正文]已经完成了一系列具有光亲和性和荧光附件的（+）-discodermolide分子探针的设计，合成和生物学评估。立体选择性烯烃交叉复分解是构建两个分子探针的关键策略。用tri对三种光亲和探针进行放射性标记。
• Design, Synthesis, and Evaluation of Carbamate-Substituted Analogues of (+)-Discodermolide
  作者：Amos B. Smith、B. Scott Freeze、Matthew J. LaMarche、Tomoyasu Hirose、Ignacio Brouard、Paul V. Rucker、Ming Xian、Kurt F. Sundermann、Simon J. Shaw、Mark A. Burlingame、Susan Band Horwitz、David C. Myles

  DOI：10.1021/ol047686a

  日期：2005.1.1

  The design, syntheses, and biological evaluation of 22 totally synthetic analogues of the potent microtubule-stabilizing agent (divided by)-discodermolide (1) have been achieved. Structure-activity relationships of the C(19) carbamate were defined. exploiting two synthetically simplified scaffolds. as well as the parent (+)-discodermolide framework.