2,3,5-trimethyl-6-(6'-hydroxyhexyl)-1,4-benzoquinone | 58186-15-5

• 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: 2,3,5-trimethyl-6-(6'-hydroxyhexyl)-1,4-benzoquinone
• 英文别名: 2,3,5-Trimethyl-6-(6-hydroxyhexyl)-1,4-benzochinon；2-(6-hydroxyhexyl)-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione
• CAS: 58186-15-5
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: CHKYMIHNCJOREQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3,5-三甲基苯酚 在 palladium on activated charcoal sodium hydroxide 、 lithium aluminium tetrahydride 、 三氯化铝 、 potassium nitrososulfonate 、 氢气 、 溶剂黄146 作用下， 生成 2,3,5-trimethyl-6-(6'-hydroxyhexyl)-1,4-benzoquinone
  参考文献：
  名称：

  FR2269333

  摘要：

  公开号：

文献信息

• Synthesis of quinones having carboxy- and hydroxy-alkyl side chains, and their effects on rat-liver lysosomal membrane.
  作者：KAYOKO OKAMOTO、MASAZUMI WATANABE、MITSURU KAWADA、GIICHI GOTO、YASUKO ASHIDA、KATSUAKI ODA、AKIKO YAJIMA、ISUKE IMADA、HIROSHI MORIMOTO

  DOI：10.1248/cpb.30.2797

  日期：——

  In order to study the structure activity relationship of metabolites of ubiquinone, α-tocopherol and phylloquinone (Ia, b, c, IIa, b, c), 3-carboxy-2-butenyl (IIIa, b, c), 6-hydroxy-3-methyl-2-hexenyl (IVa, b, c), 4-hydroxy-3-methylbutyl (Va, b), 4-hydroxy-3-methyl-2-butenyl (VIb, c), ω-carboxyalkyl (VIIa, b, c), and ω-hydroxyalkyl (VIIIa, b) side chains were introduced into the 6-position of 2, 3-dimethoxy-5-methyl-1, 4-benzoquinone and 2, 3, 5-trimethyl-1, 4-benzoquinone, as well as the 3-position of 2-methyl-1, 4-naphthoquinone. The effects of these quinones on the membrane stability of rat-liver lysosomes and on the activity of bovine heart phosphodiesterase were investigated. A good correlation was observed between these activities of the benzoquinone derivatives (VIIa, b).

  为了研究辅酶Q、α-生育酚和叶绿醌（Ia, b, c, IIa, b, c）的代谢产物结构活性关系，将3-羧基-2-丁烯基（IIIa, b, c）、6-羟基-3-甲基-2-己烯基（IVa, b, c）、4-羟基-3-甲基丁基（Va, b）、4-羟基-3-甲基-2-丁烯基（VIb, c）、ω-羧基烷基（VIIa, b, c）和ω-羟基烷基（VIIIa, b）侧链引入到2, 3-二甲氧基-5-甲基-1, 4-苯醌和2, 3, 5-三甲基-1, 4-苯醌的6-位以及2-甲基-1, 4-萘醌的3-位。研究了这些醌类化合物对大鼠肝脏溶酶体膜稳定性和牛心磷酸二酯酶活性的影响。苯醌衍生物（VIIa, b）的这些活性之间观察到了良好的相关性。
• Aralkyl carboxylic acid compounds
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04139545A1

  公开（公告）日：1979-02-13

  Novel compounds of the formulae ##STR1## wherein R represents lower alkyl or lower alkoxy, A represents --CH.sub.2 --, --CO-- or ##STR2## n represents an integer of 1 to 8, X represents hydrogen or hydroxyl which may be protected and Y represents hydroxyl which may be protected, and their esters show an excellent action on the lysosomal membranes of cells, and exhibit excellent pharmacological activities such as physiologic host defense control activity, especially immuno-potentiating activity.

  该公式的新化合物为 ##STR1## 其中 R 代表低碳烷基或低碳氧基，A 代表 --CH.sub.2 --，--CO-- 或 ##STR2## n 代表1到8的整数，X 代表氢或羟基，可以被保护，Y 代表羟基，可以被保护，它们的酯对细胞溶酶体膜具有优异作用，并表现出优异的药理活性，如生理宿主防御控制活性，特别是免疫增强活性。
• Aralkyl carboxylic acid compounds in compositions for potentiating
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04525361A1

  公开（公告）日：1985-06-25

  Novel compounds of the formulae ##STR1## wherein R represents lower alkyl or lower alkoxy, A represents --CH.sub.2 --, --CO-- or ##STR2## n represents an integer of 1 to 8, X represents hydrogen or hydroxyl which may be protected and Y represents hydroxyl which may be protected, and their esters show an excellent action on the lysosomal membranes of cells, and exhibit excellent pharmacological activities such as physiologic host defense control activity, especially immuno-potentiating activity.

  该式的新化合物为 ##STR1## 其中R代表低碳基或低碳氧基，A代表--CH.sub.2 --，--CO--或##STR2## n代表1到8的整数，X代表氢或羟基，可以被保护，Y代表羟基，也可以被保护。它们的酯类对细胞的溶酶体膜具有出色的作用，并表现出出色的药理活性，如生理宿主防御控制活性，特别是免疫增强活性。
• 6-Hydroxy-1,4-benzoquinone compounds
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04271083A1

  公开（公告）日：1981-06-02

  Novel compounds of the formula ##STR1## wherein R represents lower alkyl or lower alkoxy, A represents --CH.sub.2 --, --CO-- or ##STR2## n represents an integer of 1 to 8, X represents hydrogen or hydroxyl which may be protected and Y represents hydroxyl which may be protected, and their esters show an excellent action on the lysosomal membranes of cells, and exhibit excellent pharmacological activities such as physiologic host defense control activity, especially immuno-potentiating activity.

  本发明涉及一种新的化合物，其化学式为##STR1##其中，R代表较低的烷基或较低的烷氧基，A代表--CH.sub.2 --，--CO--或##STR2## n表示1到8的整数，X代表氢或可被保护的羟基，Y代表可被保护的羟基。这些化合物的酯对细胞的溶酶体膜具有出色的作用，并表现出出色的药理活性，如生理宿主防御控制活性，特别是免疫增强活性。
• MORIMOTO, HIROSHI;IMADA, ISUKE;WATANABE, MASAZUMI;KAWADA, MITSURU
  作者：MORIMOTO, HIROSHI、IMADA, ISUKE、WATANABE, MASAZUMI、KAWADA, MITSURU

  DOI：——

  日期：——