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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
—— N-hexadecyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C27H47NO4
N-hexadecyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— 1-(4-Ethylpiperazine-1-carbonyl)-5,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione —— C17H26N2O4
1-(4-Ethylpiperazine-1-carbonyl)-5,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione
—— 5,8,8-trimethyl-N,N-bis(2-methylpropyl)-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C19H31NO4
5,8,8-trimethyl-N,N-bis(2-methylpropyl)-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— 7a-methyl-7-methylidene-4,4a,5,6-tetrahydro-1H-cyclopenta[c]pyran-3-one —— C10H14O2
7a-methyl-7-methylidene-4,4a,5,6-tetrahydro-1H-cyclopenta[c]pyran-3-one
—— 5,8,8-trimethyl-2,4-dioxo-N-propyl-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C14H21NO4
5,8,8-trimethyl-2,4-dioxo-N-propyl-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— N,N,5,8,8-pentamethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C13H19NO4
N,N,5,8,8-pentamethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— N,N-diethyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C15H23NO4
N,N-diethyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— N-ethyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C13H19NO4
N-ethyl-5,8,8-trimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— 1,8,8-Trimethyl-5-(4-methylpiperazine-1-carbonyl)-3-oxabicyclo[3.2.1]octane-2,4-dione —— C16H24N2O4
1,8,8-Trimethyl-5-(4-methylpiperazine-1-carbonyl)-3-oxabicyclo[3.2.1]octane-2,4-dione
—— 5,8,8-trimethyl-2,4-dioxo-N-propan-2-yl-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C14H21NO4
5,8,8-trimethyl-2,4-dioxo-N-propan-2-yl-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— [[Cyano-(4-methyl-1,3-thiazol-2-yl)methylidene]amino] 4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate —— C16H17N3O4S
[[Cyano-(4-methyl-1,3-thiazol-2-yl)methylidene]amino] 4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
—— (5S)-5-[(2R)-butan-2-yl]oxolan-2-one —— C8H14O2
(5S)-5-[(2R)-butan-2-yl]oxolan-2-one
—— (5R)-5-[(2S)-butan-2-yl]oxolan-2-one —— C8H14O2
(5R)-5-[(2S)-butan-2-yl]oxolan-2-one
—— (5S)-5-[(2S)-butan-2-yl]oxolan-2-one —— C8H14O2
(5S)-5-[(2S)-butan-2-yl]oxolan-2-one
—— (E)-3-[(2S)-6-oxooxan-2-yl]prop-2-enal —— C8H10O3
(E)-3-[(2S)-6-oxooxan-2-yl]prop-2-enal
—— (E)-3-[(2R)-6-oxooxan-2-yl]prop-2-enal —— C8H10O3
(E)-3-[(2R)-6-oxooxan-2-yl]prop-2-enal
—— ethyl (3S)-3-chloro-2-oxooxolane-3-carboxylate —— C7H9ClO4
ethyl (3S)-3-chloro-2-oxooxolane-3-carboxylate
—— (3R)-4,4,5,5-tetramethyl-2-oxooxolane-3-carboxylic acid —— C9H14O4
(3R)-4,4,5,5-tetramethyl-2-oxooxolane-3-carboxylic acid
—— (3R)-2,4-dioxooxolane-3-carbaldehyde —— C5H4O4
(3R)-2,4-dioxooxolane-3-carbaldehyde
—— ethyl (3R)-3-chloro-2-oxooxolane-3-carboxylate —— C7H9ClO4
ethyl (3R)-3-chloro-2-oxooxolane-3-carboxylate
—— (5R)-3,3,5-trimethyloxolan-2-one —— C7H12O2
(5R)-3,3,5-trimethyloxolan-2-one
—— (5S)-3,3,5-trimethyloxolan-2-one —— C7H12O2
(5S)-3,3,5-trimethyloxolan-2-one
—— N-butyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C14H23NO3
N-butyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— 4,7,7-trimethyl-3-oxo-N'-(4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl)-2-oxabicyclo[2.2.1]heptane-1-carbohydrazide —— C20H28N2O6
4,7,7-trimethyl-3-oxo-N'-(4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl)-2-oxabicyclo[2.2.1]heptane-1-carbohydrazide
—— N'-[6-bromo-4-(dibromomethyl)-5,5-dimethylbicyclo[2.1.1]hexane-1-carbonyl]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbohydrazide —— C20H27Br3N2O4
N'-[6-bromo-4-(dibromomethyl)-5,5-dimethylbicyclo[2.1.1]hexane-1-carbonyl]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbohydrazide
—— N'-(6-bromo-4,5,5-trimethylbicyclo[2.1.1]hexane-1-carbonyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbohydrazide —— C20H29BrN2O4
N'-(6-bromo-4,5,5-trimethylbicyclo[2.1.1]hexane-1-carbonyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbohydrazide
—— (3S,4R)-3-acetyl-4-hydroxy-4,5,5-trimethyl-3-propyloxolan-2-one —— C12H20O4
(3S,4R)-3-acetyl-4-hydroxy-4,5,5-trimethyl-3-propyloxolan-2-one
—— (3R,4S)-3-acetyl-4-hydroxy-4,5,5-trimethyl-3-propyloxolan-2-one —— C12H20O4
(3R,4S)-3-acetyl-4-hydroxy-4,5,5-trimethyl-3-propyloxolan-2-one
—— (3R,4R)-3-acetyl-4-hydroxy-4,5,5-trimethyl-3-propyloxolan-2-one —— C12H20O4
(3R,4R)-3-acetyl-4-hydroxy-4,5,5-trimethyl-3-propyloxolan-2-one
—— (3S,4S)-3-acetyl-4-hydroxy-4,5,5-trimethyl-3-propyloxolan-2-one —— C12H20O4
(3S,4S)-3-acetyl-4-hydroxy-4,5,5-trimethyl-3-propyloxolan-2-one
—— N-[2-[(3R)-2,2-dimethyl-4-oxooxetan-3-yl]ethyl]acetamide —— C9H15NO3
N-[2-[(3R)-2,2-dimethyl-4-oxooxetan-3-yl]ethyl]acetamide
—— N-[2-[(3S)-2,2-dimethyl-4-oxooxetan-3-yl]ethyl]acetamide —— C9H15NO3
N-[2-[(3S)-2,2-dimethyl-4-oxooxetan-3-yl]ethyl]acetamide
—— (3aS,6aS)-3,3-dichloro-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-2-one —— C7H8Cl2O2
(3aS,6aS)-3,3-dichloro-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-2-one
—— (4R,5R)-4-amino-5-(cyclopentylmethoxy)oxolan-2-one —— C10H17NO3
(4R,5R)-4-amino-5-(cyclopentylmethoxy)oxolan-2-one
—— (4S,5S)-4-amino-5-(cyclopentylmethoxy)oxolan-2-one —— C10H17NO3
(4S,5S)-4-amino-5-(cyclopentylmethoxy)oxolan-2-one
—— (4S,5R)-4-amino-5-(cyclopentylmethoxy)oxolan-2-one —— C10H17NO3
(4S,5R)-4-amino-5-(cyclopentylmethoxy)oxolan-2-one
—— (3aR,6aS)-3,3-dichloro-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-2-one —— C7H8Cl2O2
(3aR,6aS)-3,3-dichloro-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-2-one
—— (4R,5S)-4-amino-5-(cyclopentylmethoxy)oxolan-2-one —— C10H17NO3
(4R,5S)-4-amino-5-(cyclopentylmethoxy)oxolan-2-one
—— (3S,4aR,7aS)-3-methyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[b]pyran-2-one —— C9H14O2
(3S,4aR,7aS)-3-methyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[b]pyran-2-one
—— (3R,4aR,7aS)-3-methyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[b]pyran-2-one —— C9H14O2
(3R,4aR,7aS)-3-methyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[b]pyran-2-one
—— (3S,4aS,7aS)-3-methyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[b]pyran-2-one —— C9H14O2
(3S,4aS,7aS)-3-methyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[b]pyran-2-one
—— (1S,3S,6R,9S)-3-methyl-5-oxatricyclo[4.2.1.03,9]nonan-4-one —— C9H12O2
(1S,3S,6R,9S)-3-methyl-5-oxatricyclo[4.2.1.03,9]nonan-4-one
—— (1S,3R,6R,9S)-3-methyl-5-oxatricyclo[4.2.1.03,9]nonan-4-one —— C9H12O2
(1S,3R,6R,9S)-3-methyl-5-oxatricyclo[4.2.1.03,9]nonan-4-one
—— (3R,4aS,7aS)-3-methyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[b]pyran-2-one —— C9H14O2
(3R,4aS,7aS)-3-methyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[b]pyran-2-one
—— (1R,3S,6R,8S,9R)-8-methyl-5-oxatricyclo[4.2.1.03,9]nonan-4-one —— C9H12O2
(1R,3S,6R,8S,9R)-8-methyl-5-oxatricyclo[4.2.1.03,9]nonan-4-one
—— (1R,3S,6S,8S,9S)-8-methyl-5-oxatricyclo[4.2.1.03,9]nonan-4-one —— C9H12O2
(1R,3S,6S,8S,9S)-8-methyl-5-oxatricyclo[4.2.1.03,9]nonan-4-one
—— (3S,5S)-5-hexyl-3,4,4-trimethyloxolan-2-one —— C13H24O2
(3S,5S)-5-hexyl-3,4,4-trimethyloxolan-2-one
—— (3S,5R)-5-hexyl-3,4,4-trimethyloxolan-2-one —— C13H24O2
(3S,5R)-5-hexyl-3,4,4-trimethyloxolan-2-one
—— (1S,3S)-2,2-dimethyl-3-[(E)-(2-oxooxolan-3-ylidene)methyl]cyclopropane-1-carboxylic acid —— C11H14O4
(1S,3S)-2,2-dimethyl-3-[(E)-(2-oxooxolan-3-ylidene)methyl]cyclopropane-1-carboxylic acid
—— (3R,4S)-4-methyl-3-(2-phenylethyl)oxolan-2-one —— C13H16O2
(3R,4S)-4-methyl-3-(2-phenylethyl)oxolan-2-one