Hexadecanoic acid (2R,3R,4R,5S)-5-{(R)-carbamoyl-[(2S,3S,4S)-3,4-dihydroxy-6-((S)-2-oxo-azepan-3-ylcarbamoyl)-3,4-dihydro-2H-pyran-2-yloxy]-methyl}-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methoxy-tetrahydro-furan-3-yl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Hexadecanoic acid (2R,3R,4R,5S)-5-{(R)-carbamoyl-[(2S,3S,4S)-3,4-dihydroxy-6-((S)-2-oxo-azepan-3-ylcarbamoyl)-3,4-dihydro-2H-pyran-2-yloxy]-methyl}-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methoxy-tetrahydro-furan-3-yl ester
• 英文别名: Hexadecanoic acid, 5-{carbamoyl-[3,4-dihydroxy-6-(2-oxo-azepan-3-ylcarbamoyl)-3,4-dihydro-2H-pyran-2-yloxy]-methyl}-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methoxy-tetrahydro-furan-3-yl ester；[(2R,3R,4R,5S)-5-[(1R)-2-amino-1-[[(2S,3S,4S)-3,4-dihydroxy-6-[[(3S)-2-oxoazepan-3-yl]carbamoyl]-3,4-dihydro-2H-pyran-2-yl]oxy]-2-oxoethyl]-2-(2,4-dioxopyrimidin-1-yl)-4-methoxyoxolan-3-yl] hexadecanoate
• 化学式: C₃₉H₆₁N₅O₁₃
• 分子量: 807.939
• InChiKey: QOBFDHILHIQDIS-CTICIWRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  57
• 可旋转键数：
  24
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  254
• 氢给体数：
  6
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  [(2R,3R,4R,5S)-5-[(1R)-1-[[(3aS,4S,7aS)-2,2-dimethyl-6-[[(3S)-2-oxoazepan-3-yl]carbamoyl]-4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]oxy]-2-amino-2-oxoethyl]-2-(2,4-dioxopyrimidin-1-yl)-4-methoxyoxolan-3-yl] hexadecanoate 在 Amberlyst 15 (H⁺) 作用下， 以 甲醇 为溶剂， 生成 Hexadecanoic acid (2R,3R,4R,5S)-5-{(R)-carbamoyl-[(2S,3S,4S)-3,4-dihydroxy-6-((S)-2-oxo-azepan-3-ylcarbamoyl)-3,4-dihydro-2H-pyran-2-yloxy]-methyl}-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methoxy-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of capuramycin analogues. Part 2: acylated derivatives of capuramycin-related compounds

  摘要：

  Acylated derivatives of capuramycin and A-500359A were synthesized and tested for antimycobacterial activity. Compound 20 having a decanoyl group showed very potent activity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00597-3

文献信息

• Synthesis and antimycobacterial activity of capuramycin analogues. Part 2: acylated derivatives of capuramycin-related compounds
  作者：Hitoshi Hotoda、Makiko Daigo、Miyuki Furukawa、Kazuhiro Murayama、Chikako Akiyama Hasegawa、Masakatsu Kaneko、Yasunori Muramatsu、Michiko Miyazawa Ishii、Shun-ichi Miyakoshi、Toshio Takatsu、Masatoshi Inukai、Masayo Kakuta、Tomomi Abe、Takashi Fukuoka、Yukio Utsui、Satoshi Ohya

  DOI：10.1016/s0960-894x(03)00597-3

  日期：2003.9

  Acylated derivatives of capuramycin and A-500359A were synthesized and tested for antimycobacterial activity. Compound 20 having a decanoyl group showed very potent activity. (C) 2003 Elsevier Ltd. All rights reserved.