MDL 63,246 | 148868-06-8

• 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: MDL 63,246
• 英文别名: Ristomycin A aglycone, 5,31-dichloro-38-de(methoxycarbonyl)-7-demethyl-19-deoxy-56-O-(2-deoxy-2-((10-methyl-1-oxoundecyl)amino)-beta-D-glucopyranosyl)-38-(((3-(dimethylamino)propyl)amino)carbonyl)-42-o-alpha-D-mannopyranosyl-N15-methyl-；(1S,2R,19R,22R,34S,37R,40R,52S)-5,32-dichloro-64-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(10-methylundecanoylamino)oxan-2-yl]oxy-N-[3-(dimethylamino)propyl]-2,26,31,44,49-pentahydroxy-22-(methylamino)-21,35,38,54,56,59-hexaoxo-47-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8,10,12(64),14(63),15,17(62),23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,65-henicosaene-52-carboxamide
• CAS: 148868-06-8
• 化学式: C₈₈H₁₀₂Cl₂N₁₀O₂₇
• 分子量: 1802.73
• InChiKey: YBHCRKSNNGPNKG-QEQRGNDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  127
• 可旋转键数：
  22
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  555
• 氢给体数：
  21
• 氢受体数：
  29

反应信息

• 作为产物：
  描述：

  N,N-二甲基-1,3-二氨基丙烷 、 (1S,2R,19R,22R,34S,37R,40R,52S)-5,32-dichloro-64-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(10-methylundecanoylamino)oxan-2-yl]oxy-2,26,31,44,49-pentahydroxy-22-(methylamino)-21,35,38,54,56,59-hexaoxo-47-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8,10,12(64),14(63),15,17(62),23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,65-henicosaene-52-carboxylic acid 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 作用下， 以 二甲基亚砜 为溶剂， 反应 1.5h， 生成 、 MDL 63,246
  参考文献：
  名称：

  A Novel Glycopeptide Carrying a 3-Oxazolin-5-one Ring Obtained by Intra-molecular Cyclization.

  摘要：

  The structure of a product, isolated during the synthesis of the semisynthetic glycopeptide MDL 63, 246, was elucidated on the basis of spectroscopic methods and proved to be a novel glycopeptide containing a 3-oxazolin-5-one ring between positions 36 and 38. Subjected to acid hydrolysis this compound gave the corresponding pseudo aglycone and aglycone derivatives which maintained the original oxazolinone structure. Tested for antibacterial activity, these compounds showed a moderate activity against Gram-positive and inactive against Gram-negative bacteria.

  DOI：

  10.7164/antibiotics.51.872

文献信息

• A Novel Glycopeptide Carrying a 3-Oxazolin-5-one Ring Obtained by Intra-molecular Cyclization.
  作者：GIANBATTISTA PANZONE、PIETRO FERRARI、MICHAEL KURZ、ALDO TRANI

  DOI：10.7164/antibiotics.51.872

  日期：——

  The structure of a product, isolated during the synthesis of the semisynthetic glycopeptide MDL 63, 246, was elucidated on the basis of spectroscopic methods and proved to be a novel glycopeptide containing a 3-oxazolin-5-one ring between positions 36 and 38. Subjected to acid hydrolysis this compound gave the corresponding pseudo aglycone and aglycone derivatives which maintained the original oxazolinone structure. Tested for antibacterial activity, these compounds showed a moderate activity against Gram-positive and inactive against Gram-negative bacteria.