7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-hydroxyacetyl-1-methoxy-10-[2,3,6-trideoxy-3-[[4-tert-butoxycarbonyl-7α-chloro-1,1-dioxo-ceph-3-em-3-yl]methoxycarbonylamino]-α-L-lyxo-hexopyranosyl]oxy-5,12-naphtacenedione

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 蒽环类药物
• 英文名称: 7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-hydroxyacetyl-1-methoxy-10-[2,3,6-trideoxy-3-[[4-tert-butoxycarbonyl-7α-chloro-1,1-dioxo-ceph-3-em-3-yl]methoxycarbonylamino]-α-L-lyxo-hexopyranosyl]oxy-5,12-naphtacenedione
• 英文别名: tert-butyl (6R,7S)-7-chloro-3-[[(2S,3S,4S,6R)-3-hydroxy-2-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]oxan-4-yl]carbamoyloxymethyl]-5,5,8-trioxo-5lambda6-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate；tert-butyl (6R,7S)-7-chloro-3-[[(2S,3S,4S,6R)-3-hydroxy-2-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]oxan-4-yl]carbamoyloxymethyl]-5,5,8-trioxo-5λ6-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• 化学式: C₄₀H₄₃ClN₂O₁₈S
• 分子量: 907.303
• InChiKey: FWDRIGJFHRDFQZ-HLSTZJCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  62
• 可旋转键数：
  12
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  308
• 氢给体数：
  6
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  tert-butyl ester of 7α-chloro-3-hydroxymethylceph-3-em-4-carbonic acid sulfone 在 sodium carbonate 、 三乙胺 作用下， 反应 24.0h， 生成 7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-hydroxyacetyl-1-methoxy-10-[2,3,6-trideoxy-3-[[4-tert-butoxycarbonyl-7α-chloro-1,1-dioxo-ceph-3-em-3-yl]methoxycarbonylamino]-α-L-lyxo-hexopyranosyl]oxy-5,12-naphtacenedione
  参考文献：
  名称：

  Doxorubicin prodrug on the basis of tert -butyl cephalosporanate sulfones

  摘要：

  Doxorubicin-cephalosporin prodrug adapted to the development of elastases for the liberation of parent drug was synthesized on the basis of cephalosporanate sulfone esters. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.071

文献信息

• Doxorubicin prodrug on the basis of tert -butyl cephalosporanate sulfones
  作者：Grigory Veinberg、Irina Shestakova、Maxim Vorona、Iveta Kanepe、Ilona Domrachova、Edmunds Lukevics

  DOI：10.1016/j.bmcl.2003.11.071

  日期：2004.2

  Doxorubicin-cephalosporin prodrug adapted to the development of elastases for the liberation of parent drug was synthesized on the basis of cephalosporanate sulfone esters. (C) 2003 Elsevier Ltd. All rights reserved.