(2R,3S,4S,5S)-4-((4S,4'R)-2''-((2S,3R,4R,5S,6S,7R)-4,6-dihydroxy-2-methoxy-3,5,7-trimethyldecyl)-4,4'-dimethyl-4,4',5,5'-tetrahydro-[2,4':2',4''-terthiazole]-4-carboxamido)-3-hydroxy-2,5-dimethylheptanoate | 1355393-49-5

• 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: (2R,3S,4S,5S)-4-((4S,4'R)-2''-((2S,3R,4R,5S,6S,7R)-4,6-dihydroxy-2-methoxy-3,5,7-trimethyldecyl)-4,4'-dimethyl-4,4',5,5'-tetrahydro-[2,4':2',4''-terthiazole]-4-carboxamido)-3-hydroxy-2,5-dimethylheptanoate
• CAS: 1355393-49-5
• 化学式: C₃₅H₅₇N₄O₇S₃
• 分子量: 742.058
• InChiKey: QJJZOVMGNCPTJN-WDSAYIENSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  49.0
• 可旋转键数：
  19.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  176.76
• 氢给体数：
  4.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S,5S)-4-((4S,4'R)-2''-((2S,3R,4R,5S,6S,7R)-4,6-dihydroxy-2-methoxy-3,5,7-trimethyldecyl)-4,4'-dimethyl-4,4',5,5'-tetrahydro-[2,4':2',4''-terthiazole]-4-carboxamido)-3-hydroxy-2,5-dimethylheptanoate 在 臭氧 、 甲酸 、 双氧水 、 盐酸 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 2.75h， 生成 (S)-2-methylcysteic acid
  参考文献：
  名称：

  Hoiamide D, a marine cyanobacteria-derived inhibitor of p53/MDM2 interaction

  摘要：

  Bioassay-guided fractionation of two cyanobacterial extracts from Papua New Guinea has yielded hoiamide D in both its carboxylic acid and conjugate base forms. Hoiamide D is a polyketide synthase (PKS)/non-ribosomal peptide synthetase (NRPS)-derived natural product that features two consecutive thiazolines and a thiazole, as well as a modified isoleucine residue. Hoiamide D displayed inhibitory activity against p53/MDM2 interaction (EC50 = 4.5 mu M), an attractive target for anticancer drug development. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.054