(1R,20R,21R,25R)-3-chloro-15,17-dihydroxy-23,23-dimethyl-15,17-dioxo-11,14,16,18,22,24,26-heptaoxa-2,4,7,9-tetraza-15lambda5,17lambda5-diphosphapentacyclo[18.5.1.15,9.02,6.021,25]heptacosa-3,5,7-trien-27-one | 444989-20-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,20R,21R,25R)-3-chloro-15,17-dihydroxy-23,23-dimethyl-15,17-dioxo-11,14,16,18,22,24,26-heptaoxa-2,4,7,9-tetraza-15lambda5,17lambda5-diphosphapentacyclo[18.5.1.15,9.02,6.021,25]heptacosa-3,5,7-trien-27-one
• 英文别名: (1R,20R,21R,25R)-3-chloro-15,17-dihydroxy-23,23-dimethyl-15,17-dioxo-11,14,16,18,22,24,26-heptaoxa-2,4,7,9-tetraza-15λ5,17λ5-diphosphapentacyclo[18.5.1.15,9.02,6.021,25]heptacosa-3,5,7-trien-27-one
• CAS: 444989-20-2
• 化学式: C₁₆H₂₁ClN₄O₁₂P₂
• 分子量: 558.763
• InChiKey: ADJHJGFUVFYGLI-IDTAVKCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  35
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  190
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (1R,20R,21R,25R)-3-chloro-15,17-dihydroxy-23,23-dimethyl-15,17-dioxo-11,14,16,18,22,24,26-heptaoxa-2,4,7,9-tetraza-15lambda5,17lambda5-diphosphapentacyclo[18.5.1.15,9.02,6.021,25]heptacosa-3,5,7-trien-27-one 在 溶剂黄146 作用下， 以45%的产率得到N¹-[(5''-O-phosphorylethoxy)methyl]-5'-O-phosphoryl-8-chloroinosine 5',5''-cyclicpyrophosphate
  参考文献：
  名称：

  Chemical synthesis and calcium release activity of N 1 -ether strand substituted cADPR mimic

  摘要：

  8-Chloro cyclic inosine 5'-diphosphate ethoxymethyl ether 3 was synthesized by means of chemical method from protected inosine via phenylthio-type biphosphate substrate. The detection of Ca2+ release activity shows that 3 is a potent agonist of cADPR and has activity in intact Hela cells. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00033-1
• 作为产物：
  描述：

  8-bromo-N¹-[(2-acetoxyethoxy)-methyl]-2',3'-O-isopropylideneinosine 在 乙酸酐 吡啶 、 四氮唑 、 甲醇 、 triisopropylbenzenesulfonyl chloride 、 碘 、 sodium methylate 、 亚膦酸 、 溶剂黄146 、 三乙胺 、 亚硝酸异戊酯 作用下， 生成 (1R,20R,21R,25R)-3-chloro-15,17-dihydroxy-23,23-dimethyl-15,17-dioxo-11,14,16,18,22,24,26-heptaoxa-2,4,7,9-tetraza-15lambda5,17lambda5-diphosphapentacyclo[18.5.1.15,9.02,6.021,25]heptacosa-3,5,7-trien-27-one
  参考文献：
  名称：

  Chemical synthesis and calcium release activity of N 1 -ether strand substituted cADPR mimic

  摘要：

  8-Chloro cyclic inosine 5'-diphosphate ethoxymethyl ether 3 was synthesized by means of chemical method from protected inosine via phenylthio-type biphosphate substrate. The detection of Ca2+ release activity shows that 3 is a potent agonist of cADPR and has activity in intact Hela cells. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00033-1

文献信息

• Chemical synthesis and calcium release activity of N 1 -ether strand substituted cADPR mimic
  作者：Li-Jun Huang、Yong-Yuan Zhao、Lan Yuan、Ji-Mei Min、Li-He Zhang

  DOI：10.1016/s0960-894x(02)00033-1

  日期：2002.3

  8-Chloro cyclic inosine 5'-diphosphate ethoxymethyl ether 3 was synthesized by means of chemical method from protected inosine via phenylthio-type biphosphate substrate. The detection of Ca2+ release activity shows that 3 is a potent agonist of cADPR and has activity in intact Hela cells. (C) 2002 Elsevier Science Ltd. All rights reserved.