1,2-di-O-n-hexyl-sn-glycerol | 124263-83-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1,2-di-O-n-hexyl-sn-glycerol
• 英文别名: 1,2-di-O-hexyl-sn-glycerol；1,2-O-dihexyl-sn-glycerol；(2S)-2,3-dihexoxypropan-1-ol
• CAS: 124263-83-8
• 化学式: C₁₅H₃₂O₃
• 分子量: 260.417
• InChiKey: MSDLTIIVMVDTLX-HNNXBMFYSA-N

物化性质

• 沸点：
  358.0±22.0 °C(Predicted)
• 密度：
  0.908±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2-di-O-n-hexyl-sn-glycerol 在 palladium on activated charcoal 四氮唑 、 氢气 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， -40.0~20.0 ℃ 、344.74 kPa 条件下， 反应 11.0h， 生成 1,3-bis-(1,2-di-O-hexyl-sn-glycero-3-phosphoryl)glycerol dimethyl ether
  参考文献：
  名称：

  Synthesis and biological evaluation of gemcitabine–lipid conjugate (NEO6002)

  摘要：

  A novel gemcitabine-lipid conjugate 5 was synthesized and tested for its in vivo efficacy and toxicity. Compound 5 was tested in BxPC-3 human pancreatic tumor model in SCID mice and exhibited promising activity and lower toxicity when compared with Gerrizar (R). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.046
• 作为产物：
  描述：

  1,2-diO-n-hexyl-3-O-benzyl-sn-glycerol 在 palladium 10% on activated carbon 、 氢气 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以84%的产率得到1,2-di-O-n-hexyl-sn-glycerol
  参考文献：
  名称：

  Design and synthesis of lipid-coupled inositol 1,2,3,4,5,6-hexakisphosphate derivatives exhibiting high-affinity binding for the HIV-1 MA domain

  摘要：

  脂质偶联的肌醇1,2,3,4,5,6-六磷酸酯通过静电作用和疏水作用紧密结合到HIV-1 MA。

  DOI：

  10.1039/c4ob00350k

文献信息

• [EN] NUCLEOSIDE-LIPID CONJUGATES, THEIR METHOD OF PREPARATION AND USES THEREOF<br/>[FR] CONJUGUES NUCLEOSIDE-LIPIDE, LEUR PROCEDE DE PREPARATION, ET LEURS UTILISATIONS
  申请人：NEOPHARM INC

  公开号：WO2006029081A3

  公开（公告）日：2009-04-23
• Inhibition of human erythrocyte membrane phosphatidylinositol 4-kinase by phospholipid analogues
  作者：RC Young、CP Downes、M Jones、KJ Milliner、KK Rana、JG Ward

  DOI：10.1016/0223-5234(94)90146-5

  日期：1994.1

  Analogues of phosphatidylinositol (Ptdlns, 1) have been synthesized to investigate the structural requirements for inhibition of a Ptdlns 4-kinase obtained from human erythrocyte membranes. While the presence of either D-1 or D-3 Stereochemistry in the inositol moiety greatly influences the degree of inhibition produced by Ptdlns analogues, the stereochemistry of the glycerol moiety is of little consequence. Neither structural feature, however, makes a significant contribution to binding affinity. Competitive inhibitory activity was found to be retained (or even enhanced) in substantially simpler analogues consisting of 1 or 2 hydrocarbon chains attached to a charged phosphate head group, such as in the phosphatidic acids, 24 and 26. The observation that the phosphatidylinositol 4-phosphate (Ptdlns 4P) and phosphatidic acid analogues (eg, 16 or 17, and 26 respectively) inhibit Ptdlns 4-kinase may suggest that such species have a regulatory role in Ptdlns turnover.
• MIYADZAVA, TAKEHSI;ITO, MASAESI;SITORI, DZEHMIO;TOESIMA, AKI;ODZAVA, TOSI+
  作者：MIYADZAVA, TAKEHSI、ITO, MASAESI、SITORI, DZEHMIO、TOESIMA, AKI、ODZAVA, TOSI+

  DOI：——

  日期：——
• [EN] METHODS AND COMPOSITIONS FOR TREATING FLAVIVIRUS-MEDIATED DISEASE<br/>[FR] METHODES ET COMPOSITIONS POUR LE TRAITEMENT D'UNE MALADIE MEDIEE PAR UN FLAVIVIRUS
  申请人：MICROBIOTIX INC

  公开号：WO2003049672A2

  公开（公告）日：2003-06-19

  Compositions and methods comprising a sulfated sialyl lipid compound are described for treating a flavivirus-mediated disease, such as dengue fever or hepatitis C, in an individual.
• [EN] METHODS AND COMPOSITIONS FOR TREATING ROTAVIRUS-MEDIATED DISEASE<br/>[FR] METHODES ET PREPARATIONS POUR LE TRAITEMENT DE MALADIES A ROTAVIRUS
  申请人：MICROBIOTIX INC

  公开号：WO2003041639A2

  公开（公告）日：2003-05-22

  Methods and medicaments comprising a sulfated sialyl lipid compound are described for treating rotavirus-mediated gastroenteritis in an individual.