5-oxo-5-(2,4,6-trihydroxy-phenyl)-valeric acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-oxo-5-(2,4,6-trihydroxy-phenyl)-valeric acid
• 英文别名: 5-Oxo-5-(2,4,6-trihydroxy-phenyl)-valeriansaeure；5-(2,4,6-Trihydroxyphenyl)-5-oxo-1-pentanoic acid；5-oxo-5-(2,4,6-trihydroxyphenyl)pentanoic acid
• 化学式: C₁₁H₁₂O₆
• 分子量: 240.213
• InChiKey: GMUMFSPMHLOKJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  戊二酸酐 、 间苯三酚 在 三氟化硼乙醚 作用下， 反应 2.0h， 生成 5-oxo-5-(2,4,6-trihydroxy-phenyl)-valeric acid
  参考文献：
  名称：

  Discovery of diacylphloroglucinols as a new class of GPR40 (FFAR1) agonists

  摘要：

  In this letter, we report discovery of diacylphloroglucinol compounds as a new class of GPR40 (FFAR1) agonists. Several diacylphloroglucinols with varying length of acyl functionality and substitution on aromatic hydroxyls were synthesized and evaluated for GPR40 agonism using functional calcium-flux assay. Out of 17 compounds evaluated, 14, 17, 19 and 25 exhibited good GPR40 agonistic activity with EC(50) values ranging from 0.07 to 8 mu M (pEC(50) 7.12-5.09), respectively, with maximal agonistic response of 84-102%. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.085

文献信息

• An exception to the rule: Ectopic ACTH production from functional neuroendocrine tissue in an ovarian dermoid cyst
  作者：J. Watson、M. Taylor、J. Pampiglione、S. Rasbridge、Mary Armitage

  DOI：10.1007/bf03343930

  日期：2001.11

  Ectopic ACTH production accounts for 15% of Cushing's syndrome presentations and is characterized by the presence of an excess of ACTH precursors. However in the case presented here ectopic ACTH production was from functional pituitary tissue within an ovarian dermoid cyst. Endocrine investigations showed that the problem behaved more like pituitary-dependent Cushing's disease and this is discussed. Furthermore, this case is one of familial dermoid cysts, another unusual phenomenon. (C) 2001, Editrice Kurtis.
• Discovery of diacylphloroglucinols as a new class of GPR40 (FFAR1) agonists
  作者：Sandip B. Bharate、Atish Rodge、Rajendra K. Joshi、Jaspreet Kaur、Shaila Srinivasan、S. Senthil Kumar、Asha Kulkarni-Almeida、Sarala Balachandran、Arun Balakrishnan、Ram A. Vishwakarma

  DOI：10.1016/j.bmcl.2008.10.085

  日期：2008.12

  In this letter, we report discovery of diacylphloroglucinol compounds as a new class of GPR40 (FFAR1) agonists. Several diacylphloroglucinols with varying length of acyl functionality and substitution on aromatic hydroxyls were synthesized and evaluated for GPR40 agonism using functional calcium-flux assay. Out of 17 compounds evaluated, 14, 17, 19 and 25 exhibited good GPR40 agonistic activity with EC(50) values ranging from 0.07 to 8 mu M (pEC(50) 7.12-5.09), respectively, with maximal agonistic response of 84-102%. (C) 2008 Elsevier Ltd. All rights reserved.