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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
—— 5-[(E)-[1-(2-oxooxolan-3-yl)ethylidene]amino]-1H-pyrazole-4-carbonitrile —— C10H10N4O2
5-[(E)-[1-(2-oxooxolan-3-yl)ethylidene]amino]-1H-pyrazole-4-carbonitrile
—— (2E)-2-[1-(5-oxo-4-pentyltetrahydrofuran-2-yl)ethylidene]hydrazinecarboxamide —— C12H21N3O3
(2E)-2-[1-(5-oxo-4-pentyltetrahydrofuran-2-yl)ethylidene]hydrazinecarboxamide
—— (2E)-2-[1-(3,8,8-trimethyl-1,6-dioxo-2,7-dioxaspiro[4.4]non-3-yl)ethylidene]hydrazinecarbothioamide —— C13H19N3O4S
(2E)-2-[1-(3,8,8-trimethyl-1,6-dioxo-2,7-dioxaspiro[4.4]non-3-yl)ethylidene]hydrazinecarbothioamide
—— (2E)-2-[1-(4-heptyl-5-oxotetrahydrofuran-2-yl)ethylidene]hydrazinecarboxamide —— C14H25N3O3
(2E)-2-[1-(4-heptyl-5-oxotetrahydrofuran-2-yl)ethylidene]hydrazinecarboxamide
—— 4-((3Z)-3-[(Aminocarbonyl)hydrazono]butyl)-5,5-dimethyldihydro-2(3H)-furanone —— C11H19N3O3
4-((3Z)-3-[(Aminocarbonyl)hydrazono]butyl)-5,5-dimethyldihydro-2(3H)-furanone
—— Gluconic acid, gamma-lactone, 5-methoximine, tri(trimethylsilyl)- —— C16H35NO6Si3
Gluconic acid, gamma-lactone, 5-methoximine, tri(trimethylsilyl)-
—— 4-[(3Z)-3-(Hydroxyimino)butyl]-5,5-dimethyldihydro-2(3H)-furanone —— C10H17NO3
4-[(3Z)-3-(Hydroxyimino)butyl]-5,5-dimethyldihydro-2(3H)-furanone
—— (2E)-2-{1-[4-(2-methylpropyl)-5-oxotetrahydrofuran-2-yl]ethylidene}hydrazinecarboxamide —— C11H19N3O3
(2E)-2-{1-[4-(2-methylpropyl)-5-oxotetrahydrofuran-2-yl]ethylidene}hydrazinecarboxamide
—— (2E)-2-[1-(4-benzyl-5-oxotetrahydrofuran-2-yl)ethylidene]hydrazinecarboxamide —— C14H17N3O3
(2E)-2-[1-(4-benzyl-5-oxotetrahydrofuran-2-yl)ethylidene]hydrazinecarboxamide
—— [(E)-(2-oxooxolan-3-ylidene)amino] acetate —— C6H7NO4
[(E)-(2-oxooxolan-3-ylidene)amino] acetate
—— 2-(4-Hexyl-5-oxo-tetrahydro-furan-2-ylmethyl)-isothiourea —— C12H23BrN2O2S
2-(4-Hexyl-5-oxo-tetrahydro-furan-2-ylmethyl)-isothiourea
—— 2-[4-(3-Methyl-butyl)-5-oxo-tetrahydro-furan-2-ylmethyl]-isothiourea —— C11H21BrN2O2S
2-[4-(3-Methyl-butyl)-5-oxo-tetrahydro-furan-2-ylmethyl]-isothiourea
—— (2R,3R)-2-heptyl-5-oxooxolane-3-carboxylic acid —— C12H20O4
(2R,3R)-2-heptyl-5-oxooxolane-3-carboxylic acid
—— (2R,3R)-2-heptyl-5-oxooxolane-3-carboxylate —— C12H19O4-
(2R,3R)-2-heptyl-5-oxooxolane-3-carboxylate
—— [(3R)-2-oxooxolan-3-yl] (5S,7R)-3-phenyladamantane-1-carboxylate —— C21H24O4
[(3R)-2-oxooxolan-3-yl] (5S,7R)-3-phenyladamantane-1-carboxylate
—— (4S)-4-[(1S)-1-ethoxyethoxy]oxolan-2-one —— C8H14O4
(4S)-4-[(1S)-1-ethoxyethoxy]oxolan-2-one
—— (4S)-4-[(1R)-1-ethoxyethoxy]oxolan-2-one —— C8H14O4
(4S)-4-[(1R)-1-ethoxyethoxy]oxolan-2-one
—— [(3R)-4,4-dimethyl-2-oxooxolan-3-yl] 2-[(1R)-2-acetyl-1H-isoquinolin-1-yl]acetate —— C19H21NO5
[(3R)-4,4-dimethyl-2-oxooxolan-3-yl] 2-[(1R)-2-acetyl-1H-isoquinolin-1-yl]acetate
—— [(3R)-4,4-dimethyl-2-oxooxolan-3-yl] 2-[(1S)-2-acetyl-1H-isoquinolin-1-yl]acetate —— C19H21NO5
[(3R)-4,4-dimethyl-2-oxooxolan-3-yl] 2-[(1S)-2-acetyl-1H-isoquinolin-1-yl]acetate
—— (3S,5R)-3-acetyl-5-(2,4,6-trimethylphenyl)oxolan-2-one —— C15H18O3
(3S,5R)-3-acetyl-5-(2,4,6-trimethylphenyl)oxolan-2-one
—— (3S,5S)-3-acetyl-5-(2,4,6-trimethylphenyl)oxolan-2-one —— C15H18O3
(3S,5S)-3-acetyl-5-(2,4,6-trimethylphenyl)oxolan-2-one
—— (3R,5R)-3-acetyl-5-(2,4,6-trimethylphenyl)oxolan-2-one —— C15H18O3
(3R,5R)-3-acetyl-5-(2,4,6-trimethylphenyl)oxolan-2-one
—— [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2R)-2-methyl-3-oxobutanoate —— C24H34O6
[(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2R)-2-methyl-3-oxobutanoate
—— (3R,5R)-3-acetyl-5-(2-methylpropyl)oxolan-2-one —— C10H16O3
(3R,5R)-3-acetyl-5-(2-methylpropyl)oxolan-2-one
—— (3R,5S)-3-acetyl-5-(2-methylpropyl)oxolan-2-one —— C10H16O3
(3R,5S)-3-acetyl-5-(2-methylpropyl)oxolan-2-one
—— (3S,5S)-3-acetyl-5-(2-methylpropyl)oxolan-2-one —— C10H16O3
(3S,5S)-3-acetyl-5-(2-methylpropyl)oxolan-2-one
—— (3S,5R)-3-acetyl-5-(2-methylpropyl)oxolan-2-one —— C10H16O3
(3S,5R)-3-acetyl-5-(2-methylpropyl)oxolan-2-one
—— (3S,5S)-3-acetyl-5-propan-2-yloxolan-2-one —— C9H14O3
(3S,5S)-3-acetyl-5-propan-2-yloxolan-2-one
—— (3S,5R)-3-acetyl-5-propan-2-yloxolan-2-one —— C9H14O3
(3S,5R)-3-acetyl-5-propan-2-yloxolan-2-one
—— (3R,5S)-3-acetyl-5-propan-2-yloxolan-2-one —— C9H14O3
(3R,5S)-3-acetyl-5-propan-2-yloxolan-2-one
—— (3R,5R)-3-acetyl-5-propan-2-yloxolan-2-one —— C9H14O3
(3R,5R)-3-acetyl-5-propan-2-yloxolan-2-one
—— (1R,3S,7S,8Z,10S)-7-hydroxy-3-methyl-4,11-dioxabicyclo[8.1.0]undec-8-en-5-one —— C10H14O4
(1R,3S,7S,8Z,10S)-7-hydroxy-3-methyl-4,11-dioxabicyclo[8.1.0]undec-8-en-5-one
—— [(3S)-2-oxooxolan-3-yl] 3-phenyl-2,1-benzoxazole-5-carboxylate —— C18H13NO5
[(3S)-2-oxooxolan-3-yl] 3-phenyl-2,1-benzoxazole-5-carboxylate
—— 3-[(3R,5R)-2-oxo-5-(propan-2-yloxymethyl)oxolan-3-yl]propanenitrile —— C11H17NO3
3-[(3R,5R)-2-oxo-5-(propan-2-yloxymethyl)oxolan-3-yl]propanenitrile
—— (3S)-3-methyl-2-oxo-1-oxaspiro[4.5]decane-3-carboxylic acid —— C11H16O4
(3S)-3-methyl-2-oxo-1-oxaspiro[4.5]decane-3-carboxylic acid
—— (3R,4S)-4-hydroxy-3,5,5-trimethyl-2-oxo-4-propyloxolane-3-carbonitrile —— C11H17NO3
(3R,4S)-4-hydroxy-3,5,5-trimethyl-2-oxo-4-propyloxolane-3-carbonitrile
—— (3S,4S)-3-ethyl-4-hydroxy-4,6,6-trimethyl-2-oxooxane-3-carbonitrile —— C11H17NO3
(3S,4S)-3-ethyl-4-hydroxy-4,6,6-trimethyl-2-oxooxane-3-carbonitrile
—— (3S,4R)-4-hydroxy-4,5,5-trimethyl-2-oxo-3-propyloxolane-3-carbonitrile —— C11H17NO3
(3S,4R)-4-hydroxy-4,5,5-trimethyl-2-oxo-3-propyloxolane-3-carbonitrile
—— (3R)-3-methyl-2-oxo-1-oxaspiro[4.5]decane-3-carboxylic acid —— C11H16O4
(3R)-3-methyl-2-oxo-1-oxaspiro[4.5]decane-3-carboxylic acid
—— (3R)-5,5-dimethyl-4-methylidene-2-oxo-3-propyloxolane-3-carboxylic acid —— C11H16O4
(3R)-5,5-dimethyl-4-methylidene-2-oxo-3-propyloxolane-3-carboxylic acid
—— (3R,4R)-4-hydroxy-3,5,5-trimethyl-2-oxo-4-propyloxolane-3-carbonitrile —— C11H17NO3
(3R,4R)-4-hydroxy-3,5,5-trimethyl-2-oxo-4-propyloxolane-3-carbonitrile
—— (3S,4S)-4-hydroxy-4,5,5-trimethyl-2-oxo-3-propyloxolane-3-carbonitrile —— C11H17NO3
(3S,4S)-4-hydroxy-4,5,5-trimethyl-2-oxo-3-propyloxolane-3-carbonitrile
—— 3-[(3S,5R)-2-oxo-5-(propan-2-yloxymethyl)oxolan-3-yl]propanenitrile —— C11H17NO3
3-[(3S,5R)-2-oxo-5-(propan-2-yloxymethyl)oxolan-3-yl]propanenitrile
—— (3S,4R)-3-ethyl-4-hydroxy-4,6,6-trimethyl-2-oxooxane-3-carbonitrile —— C11H17NO3
(3S,4R)-3-ethyl-4-hydroxy-4,6,6-trimethyl-2-oxooxane-3-carbonitrile
—— (3S)-5,5-dimethyl-4-methylidene-2-oxo-3-propyloxolane-3-carboxylic acid —— C11H16O4
(3S)-5,5-dimethyl-4-methylidene-2-oxo-3-propyloxolane-3-carboxylic acid
—— (3R,4R)-3-ethyl-4-hydroxy-4,6,6-trimethyl-2-oxooxane-3-carbonitrile —— C11H17NO3
(3R,4R)-3-ethyl-4-hydroxy-4,6,6-trimethyl-2-oxooxane-3-carbonitrile
—— (3R,4S)-3-ethyl-4-hydroxy-4,6,6-trimethyl-2-oxooxane-3-carbonitrile —— C11H17NO3
(3R,4S)-3-ethyl-4-hydroxy-4,6,6-trimethyl-2-oxooxane-3-carbonitrile
—— (3S,4S)-4-hydroxy-3,5,5-trimethyl-2-oxo-4-propyloxolane-3-carbonitrile —— C11H17NO3
(3S,4S)-4-hydroxy-3,5,5-trimethyl-2-oxo-4-propyloxolane-3-carbonitrile
—— 3-[(3S,5S)-2-oxo-5-(propan-2-yloxymethyl)oxolan-3-yl]propanenitrile —— C11H17NO3
3-[(3S,5S)-2-oxo-5-(propan-2-yloxymethyl)oxolan-3-yl]propanenitrile
—— ethyl 2-[(2R,3R)-3-(cyanomethyl)-5-oxooxolan-2-yl]acetate —— C10H13NO4
ethyl 2-[(2R,3R)-3-(cyanomethyl)-5-oxooxolan-2-yl]acetate