(5aS,7S)-7-[1-(1,3-benzodioxol-5-ylmethylamino)propan-2-yl]-3-methyl-6,7,8,9-tetrahydro-5aH-pyrano[4,3-b]chromen-1-one | 1402541-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (5aS,7S)-7-[1-(1,3-benzodioxol-5-ylmethylamino)propan-2-yl]-3-methyl-6,7,8,9-tetrahydro-5aH-pyrano[4,3-b]chromen-1-one
• CAS: 1402541-11-0
• 化学式: C₂₄H₂₇NO₅
• 分子量: 409.482
• InChiKey: ZTJRGZBTXOQUQI-FKQPOWTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  胡椒醛 、 (5aS,7S)-7-(2-amino-1-methylethyl)-3-methyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 13.0h， 生成 (5aS,7S)-7-[1-(1,3-benzodioxol-5-ylmethylamino)propan-2-yl]-3-methyl-6,7,8,9-tetrahydro-5aH-pyrano[4,3-b]chromen-1-one
  参考文献：
  名称：

  Inhibition of Acyl-CoA: Cholesterol Acyltransferase (ACAT), Overexpression of Cholesterol Transporter Gene, and Protection of Amyloid β (Aβ) Oligomers-Induced Neuronal Cell Death by Tricyclic Pyrone Molecules

  摘要：

  A major effort in Alzheimer's disease therapeutic development has targeted A beta and downstream :vents. We have synthesized a small library of tricyclic pyrone compounds. Their protective action in MC65 cells and inhibition of ACAT along with the upregulation of cholesterol transporter gene were investigated. Five active compounds exhibited potencies in the nanomolar ranges. The multiple effects of the compounds on A beta and cellular cholesterol pathways could be potential mechanisms underlying the protective effects in vivo.

  DOI：

  10.1021/jm3012189

文献信息

• Inhibition of Acyl-CoA: Cholesterol Acyltransferase (ACAT), Overexpression of Cholesterol Transporter Gene, and Protection of Amyloid β (Aβ) Oligomers-Induced Neuronal Cell Death by Tricyclic Pyrone Molecules
  作者：Laxman Pokhrel、Izumi Maezawa、Thi D. T. Nguyen、Kyeong-Ok Chang、Lee-Way Jin、Duy H. Hua

  DOI：10.1021/jm3012189

  日期：2012.10.25

  A major effort in Alzheimer's disease therapeutic development has targeted A beta and downstream :vents. We have synthesized a small library of tricyclic pyrone compounds. Their protective action in MC65 cells and inhibition of ACAT along with the upregulation of cholesterol transporter gene were investigated. Five active compounds exhibited potencies in the nanomolar ranges. The multiple effects of the compounds on A beta and cellular cholesterol pathways could be potential mechanisms underlying the protective effects in vivo.