C38OX6 | 1322693-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: C38OX6
• 英文别名: (9S,14R,17R)-17-ethenyl-10,14,17-trimethyl-9,14-di(propan-2-yl)-2,7,10-triazatetracyclo[9.7.1.04,19.013,18]nonadeca-1(18),3,11(19),12-tetraene-6,8-dione
• CAS: 1322693-54-8
• 化学式: C₂₇H₃₇N₃O₂
• 分子量: 435.61
• InChiKey: SRQGZDMVZJYLRF-DOEKTCAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  teleocidin B-4 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 C38OX6
  参考文献：
  名称：

  Generation of ‘Unnatural Natural Product’ library and identification of a small molecule inhibitor of XIAP

  摘要：

  Natural products have been utilized for drug discovery. To increase the source diversity, we generated a new chemical library consisting of chemically modified microbial metabolites termed 'Unnatural Natural Products' by chemical conversion of microbial metabolites in crude broth extracts followed by purification of reaction products with the LC-photo diode array-MS system. Using this library, we discovered an XIAP inhibitor, C38OX6, which restored XIAP-suppressed enzymatic activity of caspase-3 in vitro. Furthermore, C38OX6 sensitized cancer cells to anticancer drugs, whereas the unconverted natural product did not. These findings suggest that our library could be a useful source for drug seeds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.009

文献信息

• Generation of ‘Unnatural Natural Product’ library and identification of a small molecule inhibitor of XIAP
  作者：Tatsuro Kawamura、Kohei Matsubara、Hitomi Otaka、Etsu Tashiro、Kazutoshi Shindo、Ryo C. Yanagita、Kazuhiro Irie、Masaya Imoto

  DOI：10.1016/j.bmc.2011.05.009

  日期：2011.7

  Natural products have been utilized for drug discovery. To increase the source diversity, we generated a new chemical library consisting of chemically modified microbial metabolites termed 'Unnatural Natural Products' by chemical conversion of microbial metabolites in crude broth extracts followed by purification of reaction products with the LC-photo diode array-MS system. Using this library, we discovered an XIAP inhibitor, C38OX6, which restored XIAP-suppressed enzymatic activity of caspase-3 in vitro. Furthermore, C38OX6 sensitized cancer cells to anticancer drugs, whereas the unconverted natural product did not. These findings suggest that our library could be a useful source for drug seeds. (C) 2011 Elsevier Ltd. All rights reserved.