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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)-3-methyl-8-(2-methylbutan-2-yl)-1-oxaspiro[4.5]decan-2-one —— C15H26O2
(3R)-3-methyl-8-(2-methylbutan-2-yl)-1-oxaspiro[4.5]decan-2-one
—— (3S,5S,7S)-3,7,9,9-tetramethyl-1-oxaspiro[4.4]nonan-2-one —— C12H20O2
(3S,5S,7S)-3,7,9,9-tetramethyl-1-oxaspiro[4.4]nonan-2-one
—— (6S,10R)-10-methyl-1-oxaspiro[5.5]undecan-2-one —— C11H18O2
(6S,10R)-10-methyl-1-oxaspiro[5.5]undecan-2-one
—— (6R,10S)-10-methyl-1-oxaspiro[5.5]undecan-2-one —— C11H18O2
(6R,10S)-10-methyl-1-oxaspiro[5.5]undecan-2-one
—— (3S,5R,9R)-3,7,7,9-tetramethyl-1-oxaspiro[4.5]decan-2-one —— C13H22O2
(3S,5R,9R)-3,7,7,9-tetramethyl-1-oxaspiro[4.5]decan-2-one
—— (3S,5S,9R)-3,7,7,9-tetramethyl-1-oxaspiro[4.5]decan-2-one —— C13H22O2
(3S,5S,9R)-3,7,7,9-tetramethyl-1-oxaspiro[4.5]decan-2-one
—— ethyl (2S,3R)-2-ethyl-3-methyl-4,5-dioxooxolane-3-carboxylate —— C10H14O5
ethyl (2S,3R)-2-ethyl-3-methyl-4,5-dioxooxolane-3-carboxylate
—— ethyl (2S,3S)-2-ethyl-3-methyl-4,5-dioxooxolane-3-carboxylate —— C10H14O5
ethyl (2S,3S)-2-ethyl-3-methyl-4,5-dioxooxolane-3-carboxylate
—— (3S,5S,6R)-3,6-dimethyl-1-oxaspiro[4.5]decan-2-one —— C11H18O2
(3S,5S,6R)-3,6-dimethyl-1-oxaspiro[4.5]decan-2-one
—— ethyl (2R,3R)-2-ethyl-3-methyl-4,5-dioxooxolane-3-carboxylate —— C10H14O5
ethyl (2R,3R)-2-ethyl-3-methyl-4,5-dioxooxolane-3-carboxylate
—— (3aR,6aR)-5,5-dioxo-3a,4,6,6a-tetrahydro-3H-thieno[3,4-b]furan-2-one —— C6H8O4S
(3aR,6aR)-5,5-dioxo-3a,4,6,6a-tetrahydro-3H-thieno[3,4-b]furan-2-one
—— (3aR,6aS)-5,5-dioxo-3a,4,6,6a-tetrahydro-3H-thieno[3,4-b]furan-2-one —— C6H8O4S
(3aR,6aS)-5,5-dioxo-3a,4,6,6a-tetrahydro-3H-thieno[3,4-b]furan-2-one
—— (3aS,6aS)-5,5-dioxo-3a,4,6,6a-tetrahydro-3H-thieno[3,4-b]furan-2-one —— C6H8O4S
(3aS,6aS)-5,5-dioxo-3a,4,6,6a-tetrahydro-3H-thieno[3,4-b]furan-2-one
—— (4S,5R)-4-bromo-5-ethoxyoxolan-2-one —— C6H9BrO3
(4S,5R)-4-bromo-5-ethoxyoxolan-2-one
—— (4S,5S)-4-bromo-5-ethoxyoxolan-2-one —— C6H9BrO3
(4S,5S)-4-bromo-5-ethoxyoxolan-2-one
—— (4R,5R)-4-bromo-5-ethoxyoxolan-2-one —— C6H9BrO3
(4R,5R)-4-bromo-5-ethoxyoxolan-2-one
—— (5S)-2-amino-8,8-dimethyl-7-oxa-1-thia-3-azaspiro[4.4]non-2-ene-4,6-dione —— C8H10N2O3S
(5S)-2-amino-8,8-dimethyl-7-oxa-1-thia-3-azaspiro[4.4]non-2-ene-4,6-dione
—— (5R)-2-amino-8,8-dimethyl-7-oxa-1-thia-3-azaspiro[4.4]non-2-ene-4,6-dione —— C8H10N2O3S
(5R)-2-amino-8,8-dimethyl-7-oxa-1-thia-3-azaspiro[4.4]non-2-ene-4,6-dione
—— (5R)-5-(bromomethyl)dihydro-3,3-dimethyl-2(3H)-furanone —— C7H11BrO2
(5R)-5-(bromomethyl)dihydro-3,3-dimethyl-2(3H)-furanone
—— 3-[(2R)-5-oxooxolan-2-yl]propanal —— C7H10O3
3-[(2R)-5-oxooxolan-2-yl]propanal
—— 5-(bromomethyl)dihydro-3,3-dimethyl-2(3H)-furanone —— C7H11BrO2
5-(bromomethyl)dihydro-3,3-dimethyl-2(3H)-furanone
—— (3R)-3-acetyl-3-prop-2-ynyloxolan-2-one —— C9H10O3
(3R)-3-acetyl-3-prop-2-ynyloxolan-2-one
—— methyl (2S)-2-[(1S,2R,3S,4S,7S,8S,12R,14R,15S,16R,17S,18S)-8-(furan-3-yl)-1,3,15-trihydroxy-7,16,18-trimethyl-10-oxo-9,13-dioxahexacyclo[14.2.1.02,14.03,12.04,18.07,12]nonadecan-17-yl]-2-hydroxyacetate —— C27H34O10
methyl (2S)-2-[(1S,2R,3S,4S,7S,8S,12R,14R,15S,16R,17S,18S)-8-(furan-3-yl)-1,3,15-trihydroxy-7,16,18-trimethyl-10-oxo-9,13-dioxahexacyclo[14.2.1.02,14.03,12.04,18.07,12]nonadecan-17-yl]-2-hydroxyacetate
—— methyl (2S)-2-[(1S,2R,3S,4R,7S,8S,12R,14R,15S,16R,17S,18S)-8-(furan-3-yl)-1,3,15-trihydroxy-7,16,18-trimethyl-10-oxo-9,13-dioxahexacyclo[14.2.1.02,14.03,12.04,18.07,12]nonadecan-17-yl]-2-hydroxyacetate —— C27H34O10
methyl (2S)-2-[(1S,2R,3S,4R,7S,8S,12R,14R,15S,16R,17S,18S)-8-(furan-3-yl)-1,3,15-trihydroxy-7,16,18-trimethyl-10-oxo-9,13-dioxahexacyclo[14.2.1.02,14.03,12.04,18.07,12]nonadecan-17-yl]-2-hydroxyacetate
—— 5-bromo-3,3,5-trimethyl-6-(4-chlorophenyl)-2,3,5,6-tetrahydro-2,4-pyrandione —— C14H14BrClO3
5-bromo-3,3,5-trimethyl-6-(4-chlorophenyl)-2,3,5,6-tetrahydro-2,4-pyrandione
—— 8-(Bromomethyl)-1,8-dimethyl-3-oxabicyclo[3.2.1]octan-2-one —— C10H15BrO2
8-(Bromomethyl)-1,8-dimethyl-3-oxabicyclo[3.2.1]octan-2-one
—— N-[1-(4-bromophenyl)ethylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H21BrN2O3
N-[1-(4-bromophenyl)ethylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-[(2-chlorophenyl)methylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H19ClN2O3
N-[(2-chlorophenyl)methylideneamino]-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— Diethyl-[4-(2-oxo-5-pentyloxolan-3-yl)but-2-ynyl]azanium —— C17H30NO2+
Diethyl-[4-(2-oxo-5-pentyloxolan-3-yl)but-2-ynyl]azanium
—— 4'Allyldecahydro-methylspiro(dioxolane29'(1'H)(14)methanonaphth(12C)oxepin)dione —— C21H26O5
4'Allyldecahydro-methylspiro(dioxolane29'(1'H)(14)methanonaphth(12C)oxepin)dione
—— (3S,5S)-5-butyl-5-ethyl-3-methyloxolan-2-one —— C11H20O2
(3S,5S)-5-butyl-5-ethyl-3-methyloxolan-2-one
—— ethyl (2S,4S)-4-acetyl-5-oxooxolane-2-carboxylate —— C9H12O5
ethyl (2S,4S)-4-acetyl-5-oxooxolane-2-carboxylate
—— ethyl (2R,4R)-4-acetyl-5-oxooxolane-2-carboxylate —— C9H12O5
ethyl (2R,4R)-4-acetyl-5-oxooxolane-2-carboxylate
—— (3R,5S)-5-butyl-5-ethyl-3-methyloxolan-2-one —— C11H20O2
(3R,5S)-5-butyl-5-ethyl-3-methyloxolan-2-one
—— (3S,5R)-3-acetyl-5-ethenyloxolan-2-one —— C8H10O3
(3S,5R)-3-acetyl-5-ethenyloxolan-2-one
—— (3R,5R)-3-acetyl-5-ethenyloxolan-2-one —— C8H10O3
(3R,5R)-3-acetyl-5-ethenyloxolan-2-one
—— (3S,5R)-5-butyl-5-ethyl-3-methyloxolan-2-one —— C11H20O2
(3S,5R)-5-butyl-5-ethyl-3-methyloxolan-2-one
—— (3R,5S)-3-acetyl-5-ethenyloxolan-2-one —— C8H10O3
(3R,5S)-3-acetyl-5-ethenyloxolan-2-one
—— (1S,6R,8R)-2,2,6-trimethylspiro[3-oxabicyclo[4.2.0]octane-8,2'-oxirane]-4-one —— C11H16O3
(1S,6R,8R)-2,2,6-trimethylspiro[3-oxabicyclo[4.2.0]octane-8,2'-oxirane]-4-one
—— (1R,6R,8S)-2,2,6-trimethylspiro[3-oxabicyclo[4.2.0]octane-8,2'-oxirane]-4-one —— C11H16O3
(1R,6R,8S)-2,2,6-trimethylspiro[3-oxabicyclo[4.2.0]octane-8,2'-oxirane]-4-one
—— (1S,6R)-2,2,6-trimethyl-3-oxabicyclo[4.2.0]octane-4,8-dione —— C10H14O3
(1S,6R)-2,2,6-trimethyl-3-oxabicyclo[4.2.0]octane-4,8-dione
—— (1S,6R,8S)-2,2,6-trimethylspiro[3-oxabicyclo[4.2.0]octane-8,2'-oxirane]-4-one —— C11H16O3
(1S,6R,8S)-2,2,6-trimethylspiro[3-oxabicyclo[4.2.0]octane-8,2'-oxirane]-4-one
—— 3-carbamimidoylmercapto-dihydro-furan-2-one —— C5H8N2O2S
3-carbamimidoylmercapto-dihydro-furan-2-one
—— (Z)-[4-(2-methyl-5-oxo-4-propyloxolan-2-yl)-3H-1,3-thiazol-2-ylidene]-[2-[[4-(2-methyl-5-oxo-4-propyloxolan-2-yl)-3H-1,3-thiazol-2-ylidene]azaniumyl]ethyl]azanium —— C24H36N4O4S2+2
(Z)-[4-(2-methyl-5-oxo-4-propyloxolan-2-yl)-3H-1,3-thiazol-2-ylidene]-[2-[[4-(2-methyl-5-oxo-4-propyloxolan-2-yl)-3H-1,3-thiazol-2-ylidene]azaniumyl]ethyl]azanium
—— 10'-Oxospiro[1,3-dioxolane-2,4'-9-oxatricyclo[6.2.1.01,5]undecane]-2'-carboxylic acid —— C13H16O6
10'-Oxospiro[1,3-dioxolane-2,4'-9-oxatricyclo[6.2.1.01,5]undecane]-2'-carboxylic acid
—— 6-chloro-5,5-dioxo-3a,4,6,6a-tetrahydro-3H-thieno[3,4-b]furan-2-one —— C6H7ClO4S
6-chloro-5,5-dioxo-3a,4,6,6a-tetrahydro-3H-thieno[3,4-b]furan-2-one
—— [1-(4-Hexyl-5-oxooxolan-2-yl)ethylideneamino]urea —— C13H23N3O3
[1-(4-Hexyl-5-oxooxolan-2-yl)ethylideneamino]urea
—— 13-Phenyl-14-oxadispiro[4.1.57.35]pentadecane-6,15-dione —— C20H24O3
13-Phenyl-14-oxadispiro[4.1.57.35]pentadecane-6,15-dione
—— ethyl (2S,3S)-2-oxo-5-phenyltetrahydrofuran-3-carboxylate —— C13H14O4
ethyl (2S,3S)-2-oxo-5-phenyltetrahydrofuran-3-carboxylate
—— (4S)-3,3-dichloro-4-(chloromethyl)oxolan-2-one —— C5H5Cl3O2
(4S)-3,3-dichloro-4-(chloromethyl)oxolan-2-one