3-Oxo-7-octen-1-ol | 78259-79-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-Oxo-7-octen-1-ol
• 英文别名: 1-hydroxy-7-octen-3-one；1-Hydroxyoct-7-en-3-one；1-hydroxyoct-7-en-3-one
• CAS: 78259-79-7
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: TUNYAUKYVXLYDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Oxo-7-octen-1-ol 在 臭氧 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 7-tert-Butyldimethylsilyloxy-5-oxoheptanal
  参考文献：
  名称：

  Lavallee, Jean-Francois; Spino, Claude; Ruel, Rejean, Canadian Journal of Chemistry, 1992, vol. 70, # 5, p. 1406 - 1426

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 3-oxooctyl-7-enoate 在 盐酸 、 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 29.0h， 生成 3-Oxo-7-octen-1-ol
  参考文献：
  名称：

  Lavallee, Jean-Francois; Spino, Claude; Ruel, Rejean, Canadian Journal of Chemistry, 1992, vol. 70, # 5, p. 1406 - 1426

  摘要：

  DOI：

文献信息

• Synthesis and Properties of 3-(2-Hydroxyethyl)-3-<i>n</i>-pentyldiazirine, a Photoactivable General Anesthetic
  作者：S. Shaukat Husain、Stuart A. Forman、Marek A. Kloczewiak、George H. Addona、Richard W. Olsen、Megan B. Pratt、Jonathan B. Cohen、Keith W. Miller

  DOI：10.1021/jm9806300

  日期：1999.8.1

  To overcome the difficulties of locating the molecular sites of general anesthetic action, we synthesized a novel photoactivable general anesthetic, 3-(2-hydroxyethyl)-3-n-pentyldiazirine (3-diazirinyloctanol), which anesthetized tadpoles with an ED50 of 160 mu M. Subanesthetic concentrations of 3-diazirinyloctanol enhanced GABA-induced currents in GABA(A) receptors, an effect that has been implicated in general anesthetic action. It also enhanced [H-3]muscimol binding to this receptor. In muscle nicotinic acetylcholine receptors (nAcChoR), it inhibited the response to acetylcholine with an IC50 of 33 mu M. 3-Diazirinyloctanol's pharmacological actions were comparable to those of octanol. 3-(2-Hydroxyethyl)-3-[4,5-H-3(2)]-n-pentyldiazirine photoincorporated into Torpedo nAcChoR-rich membranes mainly in the alpha subunit with 70% being in a proteolytic fragment containing the M4 transmembrane segment. Agonist enhanced the photolabeling 10-fold in a fragment containing the M1, M2, and M3 transmembrane segments. Thus, 3-diazirinyloctanol is a novel general anesthetic that acts on, and can be photoincorporated into, postsynaptic receptors.