他克莫司31-DMT | 127984-76-3

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯内酰胺
• 中文名称: 他克莫司31-DMT
• 英文名称: 31-O-desmethyl-tacrolimus
• 英文别名: 31-O-demethyl tacrolimus；31-O-desmethyl-FK506；31-O-demethyl-FK506；31-O-demethylFK506；Demethomycin；(1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-12-[(E)-1-[(1R,3R,4R)-3,4-dihydroxycyclohexyl]prop-1-en-2-yl]-1,14-dihydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-17-prop-2-enyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone
• CAS: 127984-76-3
• 化学式: C₄₃H₆₇NO₁₂
• 分子量: 790.004
• InChiKey: VHOPGJHKSPGXIZ-NURRSENYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  56
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  189
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  他克莫司31-DMT 在 S-腺苷-L-蛋氨酸 、 magnesium sulfate 作用下， 以 aq. phosphate buffer 为溶剂， 反应 3.0h， 生成 他克莫司
  参考文献：
  名称：

  Characterization of FK506 Biosynthetic Intermediates Involved in Post-PKS Elaboration

  摘要：

  The post-PKS modification steps of FK506 biosynthesis include C9-oxidation. and 31-O-methylation, but the sequence of these reactions and the exact route have remained unclear. This Study details the post-PM modification pathways in FK506 biosynthesis through the identification of all intermediates and in vitro enzymatic reactions of the cytochrome P450 hydroxylase FkbD and the methyltransferase FkbM. These results complete our understanding of post-PKS, Modification steps to FK506 showing the substrate flexibility of two enzymes involved and the existence of two parallel biosynthetic routes to FK506.

  DOI：

  10.1021/np4001224
• 作为产物：
  描述：

  9-deoxo-31-O-demethyl-FK506 在 还原型辅酶II(NADPH)四钠盐 作用下， 以 aq. phosphate buffer 为溶剂， 反应 3.0h， 生成 9-hydroxy-31-O-demethylFK506 、 他克莫司31-DMT
  参考文献：
  名称：

  Characterization of FK506 Biosynthetic Intermediates Involved in Post-PKS Elaboration

  摘要：

  The post-PKS modification steps of FK506 biosynthesis include C9-oxidation. and 31-O-methylation, but the sequence of these reactions and the exact route have remained unclear. This Study details the post-PM modification pathways in FK506 biosynthesis through the identification of all intermediates and in vitro enzymatic reactions of the cytochrome P450 hydroxylase FkbD and the methyltransferase FkbM. These results complete our understanding of post-PKS, Modification steps to FK506 showing the substrate flexibility of two enzymes involved and the existence of two parallel biosynthetic routes to FK506.

  DOI：

  10.1021/np4001224

文献信息

• FK506 derivative maintaining nerve regeneration activity without immunosuppressive activity, and use thereof
  申请人：INTRON BIOTECHNOLOGY CO., LTD

  公开号：US10226446B2

  公开（公告）日：2019-03-12

  The present invention relates to an FK506 derivative which has reduced immunosuppressive activity but maintains nerve regeneration activity, a preparing method thereof, and a pharmaceutical composition comprising the same for preventing or treating nervous system diseases. A composition comprising 9-deoxo-prolyl-FK506, 31-O-demethyl-FK506, or 9-deoxo-31-O-demethyl-FK506 can promote nerve regeneration and has reduced immunosuppressive activity, thereby reducing side effects in the treatment of nervous system diseases.

  本发明涉及一种降低免疫抑制活性但保持神经再生活性的FK506衍生物、其制备方法以及包含该衍生物的药物组合物，用于预防或治疗神经系统疾病。由 9-脱氧-脯氨酰-FK506、31-O-去甲基-FK506 或 9-脱氧-31-O-去甲基-FK506 组成的组合物可以促进神经再生，并具有较低的免疫抑制活性，从而减少治疗神经系统疾病的副作用。
• FK506 DERIVATIVE MAINTAINING NERVE REGENERATION ACTIVITY WITHOUT IMMUNOSUPPRESSIVE ACTIVITY, AND USE THEREOF
  申请人：INTRON BIOTECHNOLOGY CO., LTD

  公开号：US20170216254A1

  公开（公告）日：2017-08-03

  The present invention relates to an FK506 derivative which has reduced immunosuppressive activity but maintains nerve regeneration activity, a preparing method thereof, and a pharmaceutical composition comprising the same for preventing or treating nervous system diseases. A composition comprising 9-deoxo-prolyl-FK506, 31-O-demethyl-FK506, or 9-deoxo-31-O-demethyl-FK506 can promote nerve regeneration and has reduced immunosuppressive activity, thereby reducing side effects in the treatment of nervous system diseases.