methyl 2-[((3S,7R,9S)-3-methyl-3,7,9-trihydroxydecanoyl)amino]ethanesulfonate | 1026411-91-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-[((3S,7R,9S)-3-methyl-3,7,9-trihydroxydecanoyl)amino]ethanesulfonate
• 英文别名: methyl 2-[[(3S,7R,9S)-3,7,9-trihydroxy-3-methyldecanoyl]amino]ethanesulfonate
• CAS: 1026411-91-5
• 化学式: C₁₄H₂₉NO₇S
• 分子量: 355.453
• InChiKey: LBYYPZKIDXKJGV-SCRDCRAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  142
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,2-二甲氧基丙烷 、 methyl 2-[((3S,7R,9S)-3-methyl-3,7,9-trihydroxydecanoyl)amino]ethanesulfonate 在 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以62%的产率得到methyl 2-[((3S,7R,9S)-7,9-O-isopropylidene-3-methyl-3,7,9-trihydroxydecanoyl)amino]ethanesulfonate
  参考文献：
  名称：

  Taurospongin A, a Novel Acetylenic Fatty Acid Derivative Inhibiting DNA Polymerase β and HIV Reverse Transcriptase from Sponge Hippospongia sp.

  摘要：

  Taurospongin A (1), a novel acetylene-containing natural product consisting of a taurine and two fatty acid residues, has been isolated from the Okinawan marine sponge Hippospongia sp. and its structure elucidated by spectral data and chemical means. Taurospongin A (1) exhibited potent inhibitory activity against DNA polymerase beta and HIV reverse transcriptase. The absolute configurations of taurospongin A (1) were established to be 3R, 7S, and 9R by synthesis of the MTPA ester of a degradation product of 1.

  DOI：

  10.1021/jo970206r
• 作为产物：
  描述：

  D-甲瓦龙酸?酯 在 4-二甲氨基吡啶 、 ruthenium trichloride 、 sodium periodate 、 正丁基锂 、 phosphate buffer 、 Amberlite IR-122 、 四丁基氟化铵 、 氢气 、 4-甲基苯磺酸吡啶 、 镍 、 二异丁基氢化铝 、 三乙胺 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 四氯化碳 、 乙醚 、 乙醇 、 正己烷 、 二氯甲烷 、 乙腈 、 正戊烷 为溶剂， 反应 90.5h， 生成 methyl 2-[((3S,7R,9S)-3-methyl-3,7,9-trihydroxydecanoyl)amino]ethanesulfonate
  参考文献：
  名称：

  Taurospongin A, a Novel Acetylenic Fatty Acid Derivative Inhibiting DNA Polymerase β and HIV Reverse Transcriptase from Sponge Hippospongia sp.

  摘要：

  Taurospongin A (1), a novel acetylene-containing natural product consisting of a taurine and two fatty acid residues, has been isolated from the Okinawan marine sponge Hippospongia sp. and its structure elucidated by spectral data and chemical means. Taurospongin A (1) exhibited potent inhibitory activity against DNA polymerase beta and HIV reverse transcriptase. The absolute configurations of taurospongin A (1) were established to be 3R, 7S, and 9R by synthesis of the MTPA ester of a degradation product of 1.

  DOI：

  10.1021/jo970206r

文献信息

• Taurospongin A, a Novel Acetylenic Fatty Acid Derivative Inhibiting DNA Polymerase β and HIV Reverse Transcriptase from Sponge <i>Hippospongia</i> sp.
  作者：Haruaki Ishiyama、Masami Ishibashi、Akio Ogawa、Shonen Yoshida、Jun'ichi Kobayashi

  DOI：10.1021/jo970206r

  日期：1997.6.13

  Taurospongin A (1), a novel acetylene-containing natural product consisting of a taurine and two fatty acid residues, has been isolated from the Okinawan marine sponge Hippospongia sp. and its structure elucidated by spectral data and chemical means. Taurospongin A (1) exhibited potent inhibitory activity against DNA polymerase beta and HIV reverse transcriptase. The absolute configurations of taurospongin A (1) were established to be 3R, 7S, and 9R by synthesis of the MTPA ester of a degradation product of 1.