1,1'-(2,4,6-trihydroxy-1,3-phenylene)bis(dodecan-1-one) | 144337-28-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1'-(2,4,6-trihydroxy-1,3-phenylene)bis(dodecan-1-one)
• 英文别名: 2,4-(didodecanoyl)-1,3,5-trihydroxybenzene；1,3-didodecanoyl-2,4,6-trihydroxybenzene；Didodecanoylphloroglucinol；1-(3-dodecanoyl-2,4,6-trihydroxyphenyl)dodecan-1-one
• CAS: 144337-28-0
• 化学式: C₃₀H₅₀O₅
• 分子量: 490.724
• InChiKey: AIKYCZDMJFKXLS-UHFFFAOYSA-N

物化性质

• 沸点：
  599.3±50.0 °C(Predicted)
• 密度：
  1.026±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  35
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3,4-dihydro-2H-chromen-4-ol 、 1,1'-(2,4,6-trihydroxy-1,3-phenylene)bis(dodecan-1-one) 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以11%的产率得到7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-(2,4,6-trihydroxy-3,5-(didodecanoyl)-phenyl)chroman
  参考文献：
  名称：

  Simplified YM-26734 inhibitors of secreted phospholipase A2 group IIA

  摘要：

  Simplified analogs of YM-26734, a known inhibitor of secreted phospholipase A(2) (sPLA(2)) group IIA, were synthesized and found to also display potent inhibition at low nanomolar concentrations. Analogs were based on the didodecanoylphloroglucinol portion of YM-26734 which contains the predicted active site calcium binding group. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.041
• 作为产物：
  描述：

  月桂酸 、 间苯三酚 在 三氟化硼乙醚 作用下， 反应 2.0h， 以60%的产率得到1,1'-(2,4,6-trihydroxy-1,3-phenylene)bis(dodecan-1-one)
  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

• 一种桃金娘酮衍生物及其制备方法和用途
  申请人：湖南中嘉生物医药有限公司

  公开号：CN113929570A

  公开（公告）日：2022-01-14

  一种桃金娘酮衍生物为式(I)所示的化合物、旋光异构体、对映体、非对映体、外消旋体及其药学上可以接受的盐，其中：R1、R2分别独自的选自H、卤素、硝基、羟基、氨基、C1‑C12直链、C1‑C12支链，C3‑C12环烷基、C3‑C12烯基、C3‑C12炔基，杂环基，芳香环、取代芳香环、C2‑C12烷氧基或C2‑C12卤代烷基。本发明所提供的化合物具有较好的体外不同类型病原菌活性，药理实验证明本发明所提供的大部分化合物对多种病原菌的抑制活性均优于vancomycin，尤其是化合物I7能够有效诱导菌落数下降，对细菌细胞膜有很好的选择性，其抗MRSA活性约为vancomycin的50倍。
• JPH072720A
  申请人：——

  公开号：JPH072720A

  公开（公告）日：1995-01-06
• Simplified YM-26734 inhibitors of secreted phospholipase A2 group IIA
  作者：Rob C. Oslund、Nathan Cermak、Christophe L.M.J. Verlinde、Michael H. Gelb

  DOI：10.1016/j.bmcl.2008.09.041

  日期：2008.10

  Simplified analogs of YM-26734, a known inhibitor of secreted phospholipase A(2) (sPLA(2)) group IIA, were synthesized and found to also display potent inhibition at low nanomolar concentrations. Analogs were based on the didodecanoylphloroglucinol portion of YM-26734 which contains the predicted active site calcium binding group. (C) 2008 Elsevier Ltd. All rights reserved.
• 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.