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内酯类

内酯类化合物是一类含有环状结构的化合物,通常通过一个碳氧双键将两个羟基连接在一个四元、五元或六元的内环中形成。这类化合物广泛存在于自然界中,并且在有机化学、化学化工以及生物医药领域有着重要的应用价值。

内酯的分类
  1. 按环大小划分:根据内酯环的大小,可以将其分为四元、五元和六元内酯。
  2. 按碳原子数划分:依据组成内酯的碳原子数量不同,可进一步划分为二、三、四等碳链长度不同的内酯。
结构特征
  • 内酯结构中通常包含一个或多个环状氧基团。其独特的环状结构使得它们在水溶液中能够以开环形式存在。
  • 在生物体内,某些内酯通过酶的催化作用可实现快速转化,在药物设计和研究领域具有重要应用价值。
应用
  1. 医药领域:许多抗生素、抗真菌药及抗癌药物都含有内酯结构。例如,四环素类抗生素就含有五元或六元内酯。
  2. 工业化学:内酯作为重要的化工原料,在合成树脂、塑料和涂料等领域有着广泛应用。
  3. 分析化学与生物传感器:利用内酯的可逆开环性质进行分析检测;通过构建特定识别分子对提高生物传感系统的特异性。
生物活性
  • 内酯化合物通常具有一定的药理活性,如抗炎、抗菌等作用。这与其独特的空间构象和极性有关。
  • 在细胞信号传导过程中,内酯的环开裂或闭合可以影响特定蛋白质之间的相互作用。

总之,内酯作为一种重要的化学结构单元,在多个领域发挥着不可替代的作用。

中文名称 英文名称 CAS号 化学式 结构式图片
—— [(3R)-2-oxooxolan-3-yl] 3,5-dimethyl-1,2-oxazole-4-carboxylate —— C10H11NO5
[(3R)-2-oxooxolan-3-yl] 3,5-dimethyl-1,2-oxazole-4-carboxylate
—— [(3S)-2-oxooxolan-3-yl] (5S,7R)-3-bromoadamantane-1-carboxylate —— C15H19BrO4
[(3S)-2-oxooxolan-3-yl] (5S,7R)-3-bromoadamantane-1-carboxylate
—— (5R,6S)-5-bromo-6-(4-bromophenyl)-5-ethyl-3,3-dimethyloxane-2,4-dione —— C15H16Br2O3
(5R,6S)-5-bromo-6-(4-bromophenyl)-5-ethyl-3,3-dimethyloxane-2,4-dione
—— (5S,6R)-5-bromo-6-(4-bromophenyl)-5-ethyl-3,3-dimethyloxane-2,4-dione —— C15H16Br2O3
(5S,6R)-5-bromo-6-(4-bromophenyl)-5-ethyl-3,3-dimethyloxane-2,4-dione
—— (2R,3R)-2-hexyl-5-oxooxolane-3-carboxylic acid —— C11H18O4
(2R,3R)-2-hexyl-5-oxooxolane-3-carboxylic acid
—— (2R,3S)-2-hexyl-5-oxooxolane-3-carboxylic acid —— C11H18O4
(2R,3S)-2-hexyl-5-oxooxolane-3-carboxylic acid
—— (2S,3S)-2-hexyl-5-oxooxolane-3-carboxylic acid —— C11H18O4
(2S,3S)-2-hexyl-5-oxooxolane-3-carboxylic acid
—— (2S,3R)-2-hexyl-5-oxooxolane-3-carboxylic acid —— C11H18O4
(2S,3R)-2-hexyl-5-oxooxolane-3-carboxylic acid
—— (4S)-4-bromo-4-methyloxolane-2,3-dione —— C5H5BrO3
(4S)-4-bromo-4-methyloxolane-2,3-dione
—— 3-[(2S)-3,3-dimethyl-5-oxooxolan-2-yl]propanoic acid —— C9H14O4
3-[(2S)-3,3-dimethyl-5-oxooxolan-2-yl]propanoic acid
—— (4R)-4-(3-ethoxy-2-oxopropyl)oxolan-2-one —— C9H14O4
(4R)-4-(3-ethoxy-2-oxopropyl)oxolan-2-one
—— 3-[(2R)-3,3-dimethyl-5-oxooxolan-2-yl]propanoic acid —— C9H14O4
3-[(2R)-3,3-dimethyl-5-oxooxolan-2-yl]propanoic acid
—— (4S)-4-(3-ethoxy-2-oxopropyl)oxolan-2-one —— C9H14O4
(4S)-4-(3-ethoxy-2-oxopropyl)oxolan-2-one
—— (4R)-4-bromo-4-methyloxolane-2,3-dione —— C5H5BrO3
(4R)-4-bromo-4-methyloxolane-2,3-dione
—— (3R,4R)-4,5,5-Trimethyl-2-oxo-tetrahydro-furan-3-carboxylic acid —— C8H12O4
(3R,4R)-4,5,5-Trimethyl-2-oxo-tetrahydro-furan-3-carboxylic acid
—— (3R,4S)-4,5,5-trimethyl-2-oxooxolane-3-carboxylic acid —— C8H12O4
(3R,4S)-4,5,5-trimethyl-2-oxooxolane-3-carboxylic acid
—— (3S,4S)-4,5,5-trimethyl-2-oxooxolane-3-carboxylic acid —— C8H12O4
(3S,4S)-4,5,5-trimethyl-2-oxooxolane-3-carboxylic acid
—— (3S,4R)-4-methyl-5-oxo-4-prop-2-ynyloxolane-3-carbaldehyde —— C9H10O3
(3S,4R)-4-methyl-5-oxo-4-prop-2-ynyloxolane-3-carbaldehyde
—— (3R,4R)-4-methyl-5-oxo-4-prop-2-ynyloxolane-3-carbaldehyde —— C9H10O3
(3R,4R)-4-methyl-5-oxo-4-prop-2-ynyloxolane-3-carbaldehyde
—— (3S,4S)-4-methyl-5-oxo-4-prop-2-ynyloxolane-3-carbaldehyde —— C9H10O3
(3S,4S)-4-methyl-5-oxo-4-prop-2-ynyloxolane-3-carbaldehyde
—— (3R,4S)-4-methyl-5-oxo-4-prop-2-ynyloxolane-3-carbaldehyde —— C9H10O3
(3R,4S)-4-methyl-5-oxo-4-prop-2-ynyloxolane-3-carbaldehyde
—— (5R)-5-hydroxy-3,3-dimethyloxolan-2-one —— C6H10O3
(5R)-5-hydroxy-3,3-dimethyloxolan-2-one
—— (3S)-3-methyl-2-oxooxolane-3-carbaldehyde —— C6H8O3
(3S)-3-methyl-2-oxooxolane-3-carbaldehyde
—— (3R)-3-methyl-2-oxooxolane-3-carbaldehyde —— C6H8O3
(3R)-3-methyl-2-oxooxolane-3-carbaldehyde
—— (3R,5S)-5-phenyl-3-(trifluoromethyl)oxolan-2-one —— C11H9F3O2
(3R,5S)-5-phenyl-3-(trifluoromethyl)oxolan-2-one
—— (1,8-Dimethyl-5-oxo-4-oxatricyclo[4.3.1.13,8]undecan-3-yl) 2,2-dimethylbutanoate;(6,8-dimethyl-5-oxo-4-oxatricyclo[4.3.1.13,8]undecan-1-yl) 2,2-dimethylbutanoate —— C36H56O8
(1,8-Dimethyl-5-oxo-4-oxatricyclo[4.3.1.13,8]undecan-3-yl) 2,2-dimethylbutanoate;(6,8-dimethyl-5-oxo-4-oxatricyclo[4.3.1.13,8]undecan-1-yl) 2,2-dimethylbutanoate
—— (3R)-3-chlorooxolane-2,4-dione —— C4H3ClO3
(3R)-3-chlorooxolane-2,4-dione
—— (5S,6S)-5-ethyl-3,3-dimethyl-6-propyloxane-2,4-dione —— C12H20O3
(5S,6S)-5-ethyl-3,3-dimethyl-6-propyloxane-2,4-dione
—— (5R,6R)-5-ethyl-3,3-dimethyl-6-propyloxane-2,4-dione —— C12H20O3
(5R,6R)-5-ethyl-3,3-dimethyl-6-propyloxane-2,4-dione
—— 1-[(3R)-2,4-dioxooxolan-3-yl]ethenyl-propylazanium —— C9H14NO3+
1-[(3R)-2,4-dioxooxolan-3-yl]ethenyl-propylazanium
—— [1-[(3S)-5,5-dimethyl-2-oxooxolan-3-yl]prop-1-en-2-ylamino]thiourea —— C10H17N3O2S
[1-[(3S)-5,5-dimethyl-2-oxooxolan-3-yl]prop-1-en-2-ylamino]thiourea
—— (3Z,4S)-3-[2-[(1S,4aS,5S,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one —— C20H30O5
(3Z,4S)-3-[2-[(1S,4aS,5S,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
—— (3R,5R)-3-butyl-5-(hydroxymethyl)oxolan-2-one —— C9H16O3
(3R,5R)-3-butyl-5-(hydroxymethyl)oxolan-2-one
—— (3S,5S)-3-butyl-5-(hydroxymethyl)oxolan-2-one —— C9H16O3
(3S,5S)-3-butyl-5-(hydroxymethyl)oxolan-2-one
—— (1R,5S,6S)-1-bromo-4-oxo-3-oxabicyclo[3.1.0]hexane-6-carboxylic acid —— C6H5BrO4
(1R,5S,6S)-1-bromo-4-oxo-3-oxabicyclo[3.1.0]hexane-6-carboxylic acid
—— 2-[(2R,4S)-4-butyl-2-methyl-5-oxooxolan-2-yl]prop-1-enylthiourea —— C13H22N2O2S
2-[(2R,4S)-4-butyl-2-methyl-5-oxooxolan-2-yl]prop-1-enylthiourea
—— (2S,3S)-5-oxo-2-(trichloromethyl)oxolane-3-carboxylate —— C6H4Cl3O4-
(2S,3S)-5-oxo-2-(trichloromethyl)oxolane-3-carboxylate
—— (2S,3R)-5-oxo-2-(trichloromethyl)oxolane-3-carboxylic acid —— C6H5Cl3O4
(2S,3R)-5-oxo-2-(trichloromethyl)oxolane-3-carboxylic acid
—— (2R,3R)-5-oxo-2-(trichloromethyl)oxolane-3-carboxylate —— C6H4Cl3O4-
(2R,3R)-5-oxo-2-(trichloromethyl)oxolane-3-carboxylate
—— (2R,3S)-5-oxo-2-(trichloromethyl)oxolane-3-carboxylate —— C6H4Cl3O4-
(2R,3S)-5-oxo-2-(trichloromethyl)oxolane-3-carboxylate
—— (5S)-5-[(1S)-1,2-dihydroxyethyl]-3-hydroxyoxolane-2,4-dione —— C6H8O6
(5S)-5-[(1S)-1,2-dihydroxyethyl]-3-hydroxyoxolane-2,4-dione
—— [(1R,3S,7R,8R,8aS)-8-[2-[(2S,4S)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate —— C25H38O5
[(1R,3S,7R,8R,8aS)-8-[2-[(2S,4S)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate
—— (3R,3Ar,4R,9aS,9bR)-4-hydroxy-3,6,9-trimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione —— C15H18O4
(3R,3Ar,4R,9aS,9bR)-4-hydroxy-3,6,9-trimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione
—— (1S,2S,5S)-7-oxo-5-propan-2-yl-6-oxabicyclo[3.2.1]octane-2-carboxylate —— C11H15O4-
(1S,2S,5S)-7-oxo-5-propan-2-yl-6-oxabicyclo[3.2.1]octane-2-carboxylate
—— (1R,2S,5R)-7-oxo-5-propan-2-yl-6-oxabicyclo[3.2.1]octane-2-carboxylate —— C11H15O4-
(1R,2S,5R)-7-oxo-5-propan-2-yl-6-oxabicyclo[3.2.1]octane-2-carboxylate
—— (3S,4S)-4-methyl-5-oxooxolane-3-carboxylate —— C6H7O4-
(3S,4S)-4-methyl-5-oxooxolane-3-carboxylate
—— (3S,4R)-4-methyl-5-oxooxolane-3-carboxylate —— C6H7O4-
(3S,4R)-4-methyl-5-oxooxolane-3-carboxylate
—— (3R,4R)-4-methyl-5-oxooxolane-3-carboxylate —— C6H7O4-
(3R,4R)-4-methyl-5-oxooxolane-3-carboxylate
—— (3S,4S)-(-)-4-methyl-5-oxo-tetrahydrofuran-3-carboxylic acid 869594-39-8 C6H8O4
(3S,4S)-(-)-4-methyl-5-oxo-tetrahydrofuran-3-carboxylic acid
—— (3R,4S)-4-methyl-5-oxooxolane-3-carboxylate —— C6H7O4-
(3R,4S)-4-methyl-5-oxooxolane-3-carboxylate