(7-propyl-6H-pyrano[3,2-c:5,6-c’]dichromene-6,8(7H)-dione)

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: (7-propyl-6H-pyrano[3,2-c:5,6-c’]dichromene-6,8(7H)-dione)
• 英文别名: 7-propyl-7H-pyrano[3,2-c;5,6-c'] dichromium ene-6,8-dione；7-Propyl-7H-pyrano[3,2-c;5,6-c']dichromen-6,8-dion；13-Propyl-2,10,16-trioxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,17,19,21-octaene-11,15-dione
• 化学式: C₂₂H₁₆O₅
• 分子量: 360.366
• InChiKey: SDVKRHNBWSOFOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,3'-(butane-1,1-diyl)bis(4-hydroxy-2H-chromen-2-one) 在 吡啶 、 乙酸酐 作用下， 生成 (7-propyl-6H-pyrano[3,2-c:5,6-c’]dichromene-6,8(7H)-dione)
  参考文献：
  名称：

  Studies on 4-Hydroxycoumarin. III. Dehydration of the Aldehyde Condensation Products¹

  摘要：

  DOI：

  10.1021/ja01252a009

文献信息

• Vitamins and antivitamins K: tautomerism of dicoumarol
  作者：I. Chmielewska、J. Cieślak

  DOI：10.1016/0040-4020(58)88012-6

  日期：1958.1

  Two isomeric dimethyl ethers of dicoumarol and derivatives substituted in the methylene group [formulae (XX) and (XXI)] were obtained. This result proves the tautomerism of dicoumarol and suggests for it the coumarin-chromone structure (XXIIa).

  获得了二香豆酚和被亚甲基取代的衍生物的两种异构体二甲基醚[式（XX）和（XXI）]。该结果证明了双香豆酚的互变异构现象，并提示了香豆素-色酮结构（XXIIa）。
• Studies on 4-Hydroxycoumarin. III. Dehydration of the Aldehyde Condensation Products¹
  作者：Charles F. Huebner、William R. Sullivan、Mark A. Stahmann、Karl Paul Link

  DOI：10.1021/ja01252a009

  日期：1943.12
• Discovery of new potential triplet acting inhibitor for Alzheimer’s disease via X-ray crystallography, molecular docking and molecular dynamics
  作者：Maharajan Sivakumar、Kandasamy Saravanan、Velautham Saravanan、Srinivasan Sugarthi、Shankar Madan kumar、Mustafa Alhaji Isa、Perumal Rajakumar、Sanmargam Aravindhan

  DOI：10.1080/07391102.2019.1620128

  日期：2020.5.2

  The most common brain disorder of late life is Alzheimer's disease (AD), which is highly complicating dementia. There are several drug targets which are reported to control the severe level of AD; notably, acetylcholinesterase, beta-Secretase and glycogen synthase kinase enzymes are approached as a good drug targets for AD. Hence, the present study mainly focused to discover newly synthesized molecule (7-propyl-6H-pyrano[3,2-c:5,6-c']dichromene-6,8(7H)-dione) as a potential triplet acting drug for above said enzymes through the analysis of X-ray crystallography, molecular docking, molecular dynamics and quantum chemical calculation. The target drug molecule was crystallized in the monoclinic crystal structure with P21/n space group. The structure was solved by SHELXS and refined by SHELXL. The crystal packing is stabilized by C - H center dot center dot center dot O type of interactions. Further, the induced fit docking shows that the molecule has high docking score, glide energy, favorable hydrogen bonding and hydrophobic interactions on the protein targets. The molecular dynamics simulation was performed to understand the stability of the molecule in the presence of active site environment. Finally, quantum chemical calculation has been carried out for the molecule in gas phase and for the corresponding molecule lifted from the active site region. The structural comparison between gas phase and active site helps to understand the conformational modification of the molecule in the active site. Communicated by Ramaswamy H. Sarma
• Studies on 4-Hydroxycoumarins. IV. Esters of the 4-Hydroxycoumarins¹
  作者：Mark A. Stahmann、Lloyd H. Graf、Charles F. Huebner、Saul Roseman、Karl Paul Link

  DOI：10.1021/ja01234a018

  日期：1944.6