2-(1-Hydroxy-1,5-dimethyl-hex-4-enyl)-5-methyl-phenol | 69301-57-1

• 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: 2-(1-Hydroxy-1,5-dimethyl-hex-4-enyl)-5-methyl-phenol
• 英文别名: 2-(2-Hydroxy-6-methylhept-5-en-2-yl)-5-methylphenol
• CAS: 69301-57-1
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: IXHWQNASRFOHRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(1-Hydroxy-1,5-dimethyl-hex-4-enyl)-5-methyl-phenol 生成 curcuphenol
  参考文献：
  名称：

  刚古珊瑚Pseudopterogorgiaia a的一些新的抗菌倍半萜的结构和合成

  摘要：

  业已表明，加勒比海硬粒假单胞菌的提取物的抗菌特性起源于芳香倍半萜烯α-姜黄素的三种先前未描述的衍生物。以高收率（30％提取物）分离（-）-Curcuphenol，（-）-curcuquinone和（-）-curcuhydroquinone，并通过相互转化和还原甲磺酸酯衍生物以得到母体烃（-）进行结构定义α-姜黄素。描述了高活性（最活跃的抗菌代谢物）姜酚的合成（总产率为86％）。

  DOI：

  10.1016/0040-4020(78)80198-7
• 作为产物：
  描述：

  2-羟基-4-甲基苯甲醛 在 manganese(IV) oxide 、 碘 、 magnesium 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 44.0h， 生成 2-(1-Hydroxy-1,5-dimethyl-hex-4-enyl)-5-methyl-phenol
  参考文献：
  名称：

  [EN] COMPOUNDS FOR INCREASING MHC-I EXPRESSION AND MODULATING HISTONE DEACETYLASE ACTIVITY
  [FR] COMPOSÉS PERMETTANT D'AUGMENTER L'EXPRESSION DU CMH-I ET DE MODULER L'ACTIVITÉ DE L'HISTONE DÉSACÉTYLASE

  摘要：

  公开号：

  WO2020154811A9

文献信息

• Curcuphenol compounds for increasing MHC-I expression
  申请人：CAVA HEALTHCARE INC.

  公开号：US10751296B2

  公开（公告）日：2020-08-25

  Provided are methods of using curcuphenol compounds to increase expression of major histocompatibility complex class I (MHC-I) antigen in cells, particularly on the surface of diseased cells such as cancer cells, and thereby increase the immunogenicity of the cells. Also provided are pharmaceutical compositions that comprise curcuphenol compounds and methods of use thereof, for instance, to treat various cancers, alone or in combination with other therapies.

  本发明提供了使用莪术醇化合物增加细胞中主要组织相容性复合体 I 类（MHC-I）抗原表达的方法，特别是在癌细胞等病变细胞表面的表达，从而增加细胞的免疫原性。此外，还提供了包含姜黄酚化合物的药物组合物及其使用方法，例如，单独或与其他疗法结合治疗各种癌症。
• CURCUPHENOL COMPOUNDS FOR INCREASING MHC-I EXPRESSION
  申请人：bioMmune Technologies Inc.

  公开号：US20170319508A1

  公开（公告）日：2017-11-09

  Provided are methods of using curcuphenol compounds to increase expression of major histocompatibility complex class I (MHC-I) antigen in cells, particularly on the surface of diseased cells such as cancer cells, and thereby increase the immunogenicity of the cells. Also provided are pharmaceutical compositions that comprise curcuphenol compounds and methods of use thereof, for instance, to treat various cancers, alone or in combination with other therapies.
• COMPOUNDS FOR INCREASING MHC-I EXPRESSION AND MODULATING HISTONE DEACETYLASE ACTIVITY
  申请人：Cava Healthcare Inc.

  公开号：US20220105051A1

  公开（公告）日：2022-04-07

  An object of the present invention is to provide a compound for modulating expression of Major Histocompatibility Complex Class I (MHC-1) and/or TAP-1, in eukaryotic cells. In certain aspects, the compound is a curcuphenol, a terpene or a cannabinoid. Also provided are a composition that comprises the compound and methods of use thereof, for instance, for augmenting an immune response involving MHC-1 CTL, treating cancer, or treating a disease associated with histone acetylation abnormalities.