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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
—— methyl (1R,6S,9S)-8-oxo-7-oxabicyclo[4.2.1]nonane-9-carboxylate —— C10H14O4
methyl (1R,6S,9S)-8-oxo-7-oxabicyclo[4.2.1]nonane-9-carboxylate
—— (1R,4S,5R)-4-methyl-1-propan-2-yl-3-oxabicyclo[3.1.0]hexan-2-one —— C9H14O2
(1R,4S,5R)-4-methyl-1-propan-2-yl-3-oxabicyclo[3.1.0]hexan-2-one
—— (1R,4R,5R)-4-methyl-1-propan-2-yl-3-oxabicyclo[3.1.0]hexan-2-one —— C9H14O2
(1R,4R,5R)-4-methyl-1-propan-2-yl-3-oxabicyclo[3.1.0]hexan-2-one
—— (5aR,6R,7R,9aS)-5a,6,7-trimethyl-1,4,5,6,7,8,9,9a-octahydrobenzo[c]oxepin-3-one —— C13H22O2
(5aR,6R,7R,9aS)-5a,6,7-trimethyl-1,4,5,6,7,8,9,9a-octahydrobenzo[c]oxepin-3-one
—— (5aR,6R,7S,9aS)-5a,6,7-trimethyl-1,4,5,6,7,8,9,9a-octahydrobenzo[c]oxepin-3-one —— C13H22O2
(5aR,6R,7S,9aS)-5a,6,7-trimethyl-1,4,5,6,7,8,9,9a-octahydrobenzo[c]oxepin-3-one
—— (5aR,6R,7R,9aR)-5a,6,7-trimethyl-1,4,5,6,7,8,9,9a-octahydrobenzo[c]oxepin-3-one —— C13H22O2
(5aR,6R,7R,9aR)-5a,6,7-trimethyl-1,4,5,6,7,8,9,9a-octahydrobenzo[c]oxepin-3-one
—— (5aR,6R,7S,9aR)-5a,6,7-trimethyl-1,4,5,6,7,8,9,9a-octahydrobenzo[c]oxepin-3-one —— C13H22O2
(5aR,6R,7S,9aR)-5a,6,7-trimethyl-1,4,5,6,7,8,9,9a-octahydrobenzo[c]oxepin-3-one
—— (1S,4S,8S,10E,12R)-10-(butylsulfanylmethylidene)-4,8-dimethyl-2-oxatricyclo[6.3.1.04,12]dodecane-3,9-dione —— C18H26O3S
(1S,4S,8S,10E,12R)-10-(butylsulfanylmethylidene)-4,8-dimethyl-2-oxatricyclo[6.3.1.04,12]dodecane-3,9-dione
—— (1R,4S,8S,10E,12R)-10-(butylsulfanylmethylidene)-4,8-dimethyl-2-oxatricyclo[6.3.1.04,12]dodecane-3,9-dione —— C18H26O3S
(1R,4S,8S,10E,12R)-10-(butylsulfanylmethylidene)-4,8-dimethyl-2-oxatricyclo[6.3.1.04,12]dodecane-3,9-dione
—— (3R)-5,5-dimethyl-2-oxooxolane-3-carboxamide —— C7H11NO3
(3R)-5,5-dimethyl-2-oxooxolane-3-carboxamide
—— (1R,4aS,6aR,7S,9aR)-7,8-dimethyl-2-oxospiro[4,4a,6a,7-tetrahydropentaleno[1,6a-c]pyran-1,2'-oxirane]-5-carboxylic acid —— C15H16O5
(1R,4aS,6aR,7S,9aR)-7,8-dimethyl-2-oxospiro[4,4a,6a,7-tetrahydropentaleno[1,6a-c]pyran-1,2'-oxirane]-5-carboxylic acid
—— (1R,3S,7S,9R,10R)-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecane-5,12-dione —— C15H20O4
(1R,3S,7S,9R,10R)-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecane-5,12-dione
—— (1R,3S,7R,9R,10R)-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecane-5,12-dione —— C15H20O4
(1R,3S,7R,9R,10R)-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecane-5,12-dione
—— (1R,4R,4aS,6aR,9aS,9bS)-1,4,6a-trimethyl-4-(3-oxobutyl)-1,4a,5,6,8,9,9a,9b-octahydrocyclopenta[f]isochromene-2,7-dione —— C19H28O4
(1R,4R,4aS,6aR,9aS,9bS)-1,4,6a-trimethyl-4-(3-oxobutyl)-1,4a,5,6,8,9,9a,9b-octahydrocyclopenta[f]isochromene-2,7-dione
—— (1R,4aS,6aS,7R,9aR)-7,8-dimethyl-2-oxospiro[4,4a,6a,7-tetrahydropentaleno[1,6a-c]pyran-1,2'-oxirane]-5-carboxylic acid —— C15H16O5
(1R,4aS,6aS,7R,9aR)-7,8-dimethyl-2-oxospiro[4,4a,6a,7-tetrahydropentaleno[1,6a-c]pyran-1,2'-oxirane]-5-carboxylic acid
—— (1S,4R,4aS,6aR,9aS,9bS)-1,4,6a-trimethyl-4-(3-oxobutyl)-1,4a,5,6,8,9,9a,9b-octahydrocyclopenta[f]isochromene-2,7-dione —— C19H28O4
(1S,4R,4aS,6aR,9aS,9bS)-1,4,6a-trimethyl-4-(3-oxobutyl)-1,4a,5,6,8,9,9a,9b-octahydrocyclopenta[f]isochromene-2,7-dione
—— (1S,4R,4aS,6aR,9aS,9bR)-1,4,6a-trimethyl-4-(3-oxobutyl)-1,4a,5,6,8,9,9a,9b-octahydrocyclopenta[f]isochromene-2,7-dione —— C19H28O4
(1S,4R,4aS,6aR,9aS,9bR)-1,4,6a-trimethyl-4-(3-oxobutyl)-1,4a,5,6,8,9,9a,9b-octahydrocyclopenta[f]isochromene-2,7-dione
—— ethyl (2S)-4,5-dioxooxolane-2-carboxylate —— C7H8O5
ethyl (2S)-4,5-dioxooxolane-2-carboxylate
—— (3Z,4S)-4-methyl-3-[(4S)-4-methyloxolan-2-ylidene]oxolan-2-one —— C10H14O3
(3Z,4S)-4-methyl-3-[(4S)-4-methyloxolan-2-ylidene]oxolan-2-one
—— (3S,5R)-3-methyl-5-(2-oxopropyl)oxolan-2-one —— C8H12O3
(3S,5R)-3-methyl-5-(2-oxopropyl)oxolan-2-one
—— (3R,5S)-3-methyl-5-(2-oxopropyl)oxolan-2-one —— C8H12O3
(3R,5S)-3-methyl-5-(2-oxopropyl)oxolan-2-one
—— ethyl 2-[(3S)-2-oxooxolan-3-yl]acetate —— C8H12O4
ethyl 2-[(3S)-2-oxooxolan-3-yl]acetate
—— (6R)-4,4,6-trimethyloxan-2-one —— C8H14O2
(6R)-4,4,6-trimethyloxan-2-one
—— (3Z,4R)-4-methyl-3-[(4S)-4-methyloxolan-2-ylidene]oxolan-2-one —— C10H14O3
(3Z,4R)-4-methyl-3-[(4S)-4-methyloxolan-2-ylidene]oxolan-2-one
—— (3Z,4R)-4-methyl-3-[(4R)-4-methyloxolan-2-ylidene]oxolan-2-one —— C10H14O3
(3Z,4R)-4-methyl-3-[(4R)-4-methyloxolan-2-ylidene]oxolan-2-one
—— 2-(2-oxo-5-pentyltetrahydrofuran-3-yl)-N-(1,3,4-thiadiazol-2-ylcarbamothioyl)acetamide —— C14H20N4O3S2
2-(2-oxo-5-pentyltetrahydrofuran-3-yl)-N-(1,3,4-thiadiazol-2-ylcarbamothioyl)acetamide
—— (1S,3aS,5R,8aS,9R,9aS)-9-hydroxy-1,5,6-trimethyl-1,3a,4,5,8,8a,9,9a-octahydroazuleno[6,5-b]furan-2,7-dione —— C15H20O4
(1S,3aS,5R,8aS,9R,9aS)-9-hydroxy-1,5,6-trimethyl-1,3a,4,5,8,8a,9,9a-octahydroazuleno[6,5-b]furan-2,7-dione
—— (3S)-3-methyl-2-oxooxolane-3-carboximidamide —— C6H10N2O2
(3S)-3-methyl-2-oxooxolane-3-carboximidamide
—— (3R)-3-(3-methylbutyl)oxolan-2-one —— C9H16O2
(3R)-3-(3-methylbutyl)oxolan-2-one
—— (1S,4R,8R,9R,12S)-9-hydroxy-2-oxatricyclo[6.3.1.04,12]dodeca-5,10-dien-3-one —— C11H12O3
(1S,4R,8R,9R,12S)-9-hydroxy-2-oxatricyclo[6.3.1.04,12]dodeca-5,10-dien-3-one
—— (1S,4R,8R,9R,12R)-9-hydroxy-2-oxatricyclo[6.3.1.04,12]dodeca-5,10-dien-3-one —— C11H12O3
(1S,4R,8R,9R,12R)-9-hydroxy-2-oxatricyclo[6.3.1.04,12]dodeca-5,10-dien-3-one
—— (1S,4S,8R,9R,12R)-9-hydroxy-2-oxatricyclo[6.3.1.04,12]dodeca-5,10-dien-3-one —— C11H12O3
(1S,4S,8R,9R,12R)-9-hydroxy-2-oxatricyclo[6.3.1.04,12]dodeca-5,10-dien-3-one
—— (1S,4S,8R,9R,12S)-9-hydroxy-2-oxatricyclo[6.3.1.04,12]dodeca-5,10-dien-3-one —— C11H12O3
(1S,4S,8R,9R,12S)-9-hydroxy-2-oxatricyclo[6.3.1.04,12]dodeca-5,10-dien-3-one
—— (4R,5S)-4-chloro-5-methyl-5-pentyloxolan-2-one —— C10H17ClO2
(4R,5S)-4-chloro-5-methyl-5-pentyloxolan-2-one
—— (4R,5R)-4-chloro-5-methyl-5-pentyloxolan-2-one —— C10H17ClO2
(4R,5R)-4-chloro-5-methyl-5-pentyloxolan-2-one
—— (1R,4R,8S,12R)-2-oxatricyclo[6.3.1.04,12]dodecane-3,9-dione —— C11H14O3
(1R,4R,8S,12R)-2-oxatricyclo[6.3.1.04,12]dodecane-3,9-dione
—— (1R,4R,8S,12S)-2-oxatricyclo[6.3.1.04,12]dodecane-3,9-dione —— C11H14O3
(1R,4R,8S,12S)-2-oxatricyclo[6.3.1.04,12]dodecane-3,9-dione
—— (1R,4R,8R,12R)-2-oxatricyclo[6.3.1.04,12]dodecane-3,9-dione —— C11H14O3
(1R,4R,8R,12R)-2-oxatricyclo[6.3.1.04,12]dodecane-3,9-dione
—— (4S)-4-(2,2-dichloroethenyl)-5,5-dimethyloxolan-2-one —— C8H10Cl2O2
(4S)-4-(2,2-dichloroethenyl)-5,5-dimethyloxolan-2-one
—— (4R)-4-(2,2-dichloroethenyl)-5,5-dimethyloxolan-2-one —— C8H10Cl2O2
(4R)-4-(2,2-dichloroethenyl)-5,5-dimethyloxolan-2-one
—— (1S,4S,5S)-1,4-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-one —— C8H12O3
(1S,4S,5S)-1,4-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-one
—— ethyl (2R,3R)-2-(2-methylpropyl)-4,5-dioxooxolane-3-carboxylate —— C11H16O5
ethyl (2R,3R)-2-(2-methylpropyl)-4,5-dioxooxolane-3-carboxylate
—— ethyl (2R,3R)-4,5-dioxo-2-pentan-3-yloxolane-3-carboxylate —— C12H18O5
ethyl (2R,3R)-4,5-dioxo-2-pentan-3-yloxolane-3-carboxylate
—— ethyl (2S,3S)-2-(2-methylpropyl)-4,5-dioxooxolane-3-carboxylate —— C11H16O5
ethyl (2S,3S)-2-(2-methylpropyl)-4,5-dioxooxolane-3-carboxylate
—— (1S,4R,5S)-1,4-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-one —— C8H12O3
(1S,4R,5S)-1,4-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-one
—— (3R,4S,5R)-3,4-dihydroxy-3,5-diphenyloxolan-2-one —— C16H14O4
(3R,4S,5R)-3,4-dihydroxy-3,5-diphenyloxolan-2-one
—— (3R,4S,5S)-3,4-dihydroxy-3,5-diphenyloxolan-2-one —— C16H14O4
(3R,4S,5S)-3,4-dihydroxy-3,5-diphenyloxolan-2-one
—— (3R,4R,5S)-3,4-dihydroxy-3,5-diphenyloxolan-2-one —— C16H14O4
(3R,4R,5S)-3,4-dihydroxy-3,5-diphenyloxolan-2-one
—— (2S)-2-methyl-5-oxo-N,N-dipropyloxolane-2-carboxamide —— C12H21NO3
(2S)-2-methyl-5-oxo-N,N-dipropyloxolane-2-carboxamide
—— (3S,4R,5S)-3,4-dihydroxy-5-[(1S)-1-hydroxyethyl]oxolan-2-one —— C6H10O5
(3S,4R,5S)-3,4-dihydroxy-5-[(1S)-1-hydroxyethyl]oxolan-2-one