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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
—— (5,5-Dimethyl-3-oxocyclohexen-1-yl) 4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate —— C18H24O5
(5,5-Dimethyl-3-oxocyclohexen-1-yl) 4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
—— N-butyl-N,4,7,7-tetramethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C15H25NO3
N-butyl-N,4,7,7-tetramethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-Methoxy-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C11H17NO4
N-Methoxy-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 2,2,2-Trifluoroethyl 4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate —— C12H15F3O4
2,2,2-Trifluoroethyl 4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
—— N-(2-methoxyethyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C13H21NO4
N-(2-methoxyethyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N'-tert-butyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbohydrazide —— C14H24N2O3
N'-tert-butyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbohydrazide
—— N-1-adamantyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C20H29NO3
N-1-adamantyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-[4-[(4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl)amino]butyl]-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C24H36N2O6
4,7,7-trimethyl-3-oxo-N-[4-[(4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl)amino]butyl]-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-(1-pyridin-3-ylethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H21N3O3
4,7,7-trimethyl-3-oxo-N-(1-pyridin-3-ylethylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 1-[4-(2-Hydroxyethyl)piperazine-1-carbonyl]-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptan-3-one —— C16H26N2O4
1-[4-(2-Hydroxyethyl)piperazine-1-carbonyl]-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptan-3-one
—— 4,7,7-trimethyl-3-oxo-N-[6-[(4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl)amino]hexyl]-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C26H40N2O6
4,7,7-trimethyl-3-oxo-N-[6-[(4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl)amino]hexyl]-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N-(propan-2-ylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C13H20N2O3
4,7,7-trimethyl-3-oxo-N-(propan-2-ylideneamino)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 3-Acetyl-5-(methoxymethyl)-3-methyloxolan-2-one —— C9H14O4
3-Acetyl-5-(methoxymethyl)-3-methyloxolan-2-one
—— [[2-Amino-1-(5-methyl-1,3-thiazol-2-yl)-2-oxoethylidene]amino] 4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate —— C16H19N3O5S
[[2-Amino-1-(5-methyl-1,3-thiazol-2-yl)-2-oxoethylidene]amino] 4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
—— (3R,5S)-5-(chloromethyl)-3-(2,2-dimethylpropanoyl)oxolan-2-one —— C10H15ClO3
(3R,5S)-5-(chloromethyl)-3-(2,2-dimethylpropanoyl)oxolan-2-one
—— (3S,5R)-5-(chloromethyl)-3-(2,2-dimethylpropanoyl)oxolan-2-one —— C10H15ClO3
(3S,5R)-5-(chloromethyl)-3-(2,2-dimethylpropanoyl)oxolan-2-one
—— (3R,5R)-5-(chloromethyl)-3-(2,2-dimethylpropanoyl)oxolan-2-one —— C10H15ClO3
(3R,5R)-5-(chloromethyl)-3-(2,2-dimethylpropanoyl)oxolan-2-one
—— 4,7,7-trimethyl-3-oxo-N-(pyridin-1-ium-3-ylmethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C16H21N2O3+
4,7,7-trimethyl-3-oxo-N-(pyridin-1-ium-3-ylmethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 1-(4-Ethylpiperazin-4-ium-1-carbonyl)-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptan-3-one —— C16H27N2O3+
1-(4-Ethylpiperazin-4-ium-1-carbonyl)-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptan-3-one
—— 3a,6a-Dimethyl-3-oxo-1,4,5,6-tetrahydrocyclopenta[c]furan-6-carboxylic acid —— C10H14O4
3a,6a-Dimethyl-3-oxo-1,4,5,6-tetrahydrocyclopenta[c]furan-6-carboxylic acid
—— (3S,5S)-5-(cyclohexen-1-yl)-3-methyloxolan-2-one —— C11H16O2
(3S,5S)-5-(cyclohexen-1-yl)-3-methyloxolan-2-one
—— (3R)-2-oxooxolane-3-carbaldehyde —— C5H6O3
(3R)-2-oxooxolane-3-carbaldehyde
—— (3S)-2-oxooxolane-3-carbaldehyde —— C5H6O3
(3S)-2-oxooxolane-3-carbaldehyde
—— (3R,5S)-5-(cyclohexen-1-yl)-3-methyloxolan-2-one —— C11H16O2
(3R,5S)-5-(cyclohexen-1-yl)-3-methyloxolan-2-one
—— (3R,5R)-5-(cyclohexen-1-yl)-3-methyloxolan-2-one —— C11H16O2
(3R,5R)-5-(cyclohexen-1-yl)-3-methyloxolan-2-one
—— (2S,4R,8S)-2-hydroxy-6-oxatricyclo[9.4.0.04,8]pentadeca-1(15),11,13-trien-5-one —— C14H16O3
(2S,4R,8S)-2-hydroxy-6-oxatricyclo[9.4.0.04,8]pentadeca-1(15),11,13-trien-5-one
—— (2S,4S,8S)-2-hydroxy-6-oxatricyclo[9.4.0.04,8]pentadeca-1(15),11,13-trien-5-one —— C14H16O3
(2S,4S,8S)-2-hydroxy-6-oxatricyclo[9.4.0.04,8]pentadeca-1(15),11,13-trien-5-one
—— (5S)-5-fluoro-5-methyloxolan-2-one —— C5H7FO2
(5S)-5-fluoro-5-methyloxolan-2-one
—— (5R)-5-fluoro-5-methyloxolan-2-one —— C5H7FO2
(5R)-5-fluoro-5-methyloxolan-2-one
—— (3aR,4R,6aR)-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-4-carbaldehyde —— C8H10O3
(3aR,4R,6aR)-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-4-carbaldehyde
—— (3R,4S,5S)-4-chloro-3-ethyl-3-hydroxy-5-[(2-methyl-3H-pyrazol-2-ium-4-yl)methyl]oxolan-2-one —— C11H16ClN2O3+
(3R,4S,5S)-4-chloro-3-ethyl-3-hydroxy-5-[(2-methyl-3H-pyrazol-2-ium-4-yl)methyl]oxolan-2-one
—— (3S,4S,5S)-4-chloro-3-ethyl-3-hydroxy-5-[(2-methyl-3H-pyrazol-2-ium-4-yl)methyl]oxolan-2-one —— C11H16ClN2O3+
(3S,4S,5S)-4-chloro-3-ethyl-3-hydroxy-5-[(2-methyl-3H-pyrazol-2-ium-4-yl)methyl]oxolan-2-one
—— (3R,4R,5S)-4-chloro-3-ethyl-3-hydroxy-5-[(2-methyl-3H-pyrazol-2-ium-4-yl)methyl]oxolan-2-one —— C11H16ClN2O3+
(3R,4R,5S)-4-chloro-3-ethyl-3-hydroxy-5-[(2-methyl-3H-pyrazol-2-ium-4-yl)methyl]oxolan-2-one
—— (3S,4R,5S)-4-chloro-3-ethyl-3-hydroxy-5-[(2-methyl-3H-pyrazol-2-ium-4-yl)methyl]oxolan-2-one —— C11H16ClN2O3+
(3S,4R,5S)-4-chloro-3-ethyl-3-hydroxy-5-[(2-methyl-3H-pyrazol-2-ium-4-yl)methyl]oxolan-2-one
—— N,N-dibenzyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C25H27NO4
N,N-dibenzyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— N',N',5,8,8-pentamethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carbohydrazide —— C13H20N2O4
N',N',5,8,8-pentamethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carbohydrazide
—— N,N-bis(cyanomethyl)-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C15H17N3O4
N,N-bis(cyanomethyl)-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— 5,8,8-trimethyl-2,4-dioxo-N-(2-piperidin-1-ylethyl)-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C18H28N2O4
5,8,8-trimethyl-2,4-dioxo-N-(2-piperidin-1-ylethyl)-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— N-(furan-2-ylmethyl)-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C16H19NO5
N-(furan-2-ylmethyl)-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— 5,8,8-trimethyl-2,4-dioxo-N-prop-2-enyl-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C14H19NO4
5,8,8-trimethyl-2,4-dioxo-N-prop-2-enyl-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— 5,8,8-trimethyl-N-(3-morpholin-4-ylpropyl)-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C18H28N2O5
5,8,8-trimethyl-N-(3-morpholin-4-ylpropyl)-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— 5,8,8-trimethyl-2,4-dioxo-N-(1-phenylethyl)-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C19H23NO4
5,8,8-trimethyl-2,4-dioxo-N-(1-phenylethyl)-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— N,5,8,8-tetramethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C12H17NO4
N,5,8,8-tetramethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— N,N-bis(2-methoxyethyl)-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C17H27NO6
N,N-bis(2-methoxyethyl)-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— 5,8,8-trimethyl-2,4-dioxo-N,N-dipropyl-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C17H27NO4
5,8,8-trimethyl-2,4-dioxo-N,N-dipropyl-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— 1-(Azepane-1-carbonyl)-5,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione —— C17H25NO4
1-(Azepane-1-carbonyl)-5,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione
—— 5,8,8-trimethyl-2,4-dioxo-N-(2-phenylethyl)-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C19H23NO4
5,8,8-trimethyl-2,4-dioxo-N-(2-phenylethyl)-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— N-(3-methoxypropyl)-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C15H23NO5
N-(3-methoxypropyl)-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— N-benzyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C18H21NO4
N-benzyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— N-cyclohexyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C17H25NO4
N-cyclohexyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide