5,6,7,8-tetradeuterio-2-(trideuteriomethyl)-3-[(2E,6E,10E)-3,7,15-trimethylhexadeca-2,6,10,14-tetraenyl]naphthalene-1,4-dione | 1359871-13-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 5,6,7,8-tetradeuterio-2-(trideuteriomethyl)-3-[(2E,6E,10E)-3,7,15-trimethylhexadeca-2,6,10,14-tetraenyl]naphthalene-1,4-dione
• CAS: 1359871-13-8
• 化学式: C₃₀H₃₈O₂
• 分子量: 437.575
• InChiKey: DKYMTNLAPMZNMP-ZCWOAVCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  维生素K3-D8 在 sodium dithionite 、 三氟化硼乙醚 、 水 作用下， 以 1,4-二氧六环 、 乙醚 、 乙酸乙酯 为溶剂， 反应 4.0h， 生成 5,6,7,8-tetradeuterio-2-(trideuteriomethyl)-3-[(2E,6E,10E)-3,7,15-trimethylhexadeca-2,6,10,14-tetraenyl]naphthalene-1,4-dione
  参考文献：
  名称：

  Structure–Activity Relationship of Novel Menaquinone-4 Analogues: Modification of the Side Chain Affects their Biological Activities

  摘要：

  We synthesized new vitamin K analogues with demethylation or reduction of the double bonds of the side chain of menaquinone-4 (MK-4) and evaluated their SXR-mediated transcriptional activity as well as the extent of their conversion to MK-4. The results indicated that the analogue with the methyl group deleted at the 7' site of the side chain part affected conversion activity to MK-4. In contrast, a decrease in the number of the double bonds in the side chain moiety appeared to decrease the SXR-mediated transcriptional activity.

  DOI：

  10.1021/jm2013166

文献信息

• Structure–Activity Relationship of Novel Menaquinone-4 Analogues: Modification of the Side Chain Affects their Biological Activities
  作者：Yoshitomo Suhara、Norika Hanada、Takashi Okitsu、Miho Sakai、Masato Watanabe、Kimie Nakagawa、Akimori Wada、Kazuyoshi Takeda、Kazuhiko Takahashi、Hiroaki Tokiwa、Toshio Okano

  DOI：10.1021/jm2013166

  日期：2012.2.23

  We synthesized new vitamin K analogues with demethylation or reduction of the double bonds of the side chain of menaquinone-4 (MK-4) and evaluated their SXR-mediated transcriptional activity as well as the extent of their conversion to MK-4. The results indicated that the analogue with the methyl group deleted at the 7' site of the side chain part affected conversion activity to MK-4. In contrast, a decrease in the number of the double bonds in the side chain moiety appeared to decrease the SXR-mediated transcriptional activity.