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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-benzyl-2-[(3R,5R)-2-oxo-5-pentyloxolan-3-yl]acetamide —— C18H25NO3
N-benzyl-2-[(3R,5R)-2-oxo-5-pentyloxolan-3-yl]acetamide
—— N-benzyl-2-[(3R,5S)-2-oxo-5-pentyloxolan-3-yl]acetamide —— C18H25NO3
N-benzyl-2-[(3R,5S)-2-oxo-5-pentyloxolan-3-yl]acetamide
—— (2S,3S)-5-oxo-2-(3-oxopropyl)oxolane-3-carbaldehyde —— C8H10O4
(2S,3S)-5-oxo-2-(3-oxopropyl)oxolane-3-carbaldehyde
—— (3R,6S)-3,6-dimethyloxane-2,5-dione —— C7H10O3
(3R,6S)-3,6-dimethyloxane-2,5-dione
—— (2'S,5'S,16'S)-2',16'-dimethyl-5'-sulfanyloxyspiro[1,3-dioxolane-2,15'-10-oxatetracyclo[9.7.0.02,7.012,16]octadecane]-9'-one —— C21H32O5S
(2'S,5'S,16'S)-2',16'-dimethyl-5'-sulfanyloxyspiro[1,3-dioxolane-2,15'-10-oxatetracyclo[9.7.0.02,7.012,16]octadecane]-9'-one
—— (2'S,5'S,16'S)-5'-(boranylidyne-lambda4-sulfanyl)oxy-2',16'-dimethylspiro[1,3-dioxolane-2,15'-10-oxatetracyclo[9.7.0.02,7.012,16]octadecane]-9'-one —— C21H31BO5S
(2'S,5'S,16'S)-5'-(boranylidyne-lambda4-sulfanyl)oxy-2',16'-dimethylspiro[1,3-dioxolane-2,15'-10-oxatetracyclo[9.7.0.02,7.012,16]octadecane]-9'-one
—— Dihydrofuro[3,4-c]pyridinone —— C7H7NO2
Dihydrofuro[3,4-c]pyridinone
—— Ethene;2-oxaspiro[4.4]nonane-1,8-dione —— C10H14O3
Ethene;2-oxaspiro[4.4]nonane-1,8-dione
—— 2-Oxaspiro[4.4]nonane-1,8-dione 1019652-23-3 C8H10O3
2-Oxaspiro[4.4]nonane-1,8-dione
—— Ethene;2-oxaspiro[4.5]decane-1,8-dione —— C11H16O3
Ethene;2-oxaspiro[4.5]decane-1,8-dione
—— (5S)-3,4-dihydroxy-5-(1,2,3-trihydroxypropyl)oxolan-2-one —— C7H12O7
(5S)-3,4-dihydroxy-5-(1,2,3-trihydroxypropyl)oxolan-2-one
—— (6aS)-2-oxo-3,3a,6,6a-tetrahydrocyclopenta[b]furan-5-carbaldehyde —— C8H8O3
(6aS)-2-oxo-3,3a,6,6a-tetrahydrocyclopenta[b]furan-5-carbaldehyde
—— (5E)-5-benzylidene-2-[(3R)-2-oxooxolan-3-yl]sulfanyl-1,3-thiazol-4-one —— C14H11NO3S2
(5E)-5-benzylidene-2-[(3R)-2-oxooxolan-3-yl]sulfanyl-1,3-thiazol-4-one
—— (5Z)-5-benzylidene-2-[(3S)-2-oxooxolan-3-yl]sulfanyl-1,3-thiazol-4-one —— C14H11NO3S2
(5Z)-5-benzylidene-2-[(3S)-2-oxooxolan-3-yl]sulfanyl-1,3-thiazol-4-one
—— (5E)-5-benzylidene-2-[(3S)-2-oxooxolan-3-yl]sulfanyl-1,3-thiazol-4-one —— C14H11NO3S2
(5E)-5-benzylidene-2-[(3S)-2-oxooxolan-3-yl]sulfanyl-1,3-thiazol-4-one
—— 2-oxo-3,3a,6,6a-Tetrahydro-2H-cyclopenta[b]furan-5-carbaldehyde —— C8H8O3
2-oxo-3,3a,6,6a-Tetrahydro-2H-cyclopenta[b]furan-5-carbaldehyde
—— (2S,3S,4S)-1,2,3,4-tetrahydroxy-6,9-dioxabicyclo[3.2.2]nonane-7,8-dione —— C7H8O8
(2S,3S,4S)-1,2,3,4-tetrahydroxy-6,9-dioxabicyclo[3.2.2]nonane-7,8-dione
—— (4S)-4-heptyl-3-hexyloxetan-2-one —— C16H30O2
(4S)-4-heptyl-3-hexyloxetan-2-one
—— 3-(2-Methylpropoxymethyl)-1,5-dioxonan-2-one —— C12H22O4
3-(2-Methylpropoxymethyl)-1,5-dioxonan-2-one
—— (3R)-5-methyl-3,4-bis(2-methylprop-2-enoxy)oxolan-2-one —— C13H20O4
(3R)-5-methyl-3,4-bis(2-methylprop-2-enoxy)oxolan-2-one
—— 5-Methyl-5-nonyloxolan-2-one —— C14H26O2
5-Methyl-5-nonyloxolan-2-one
—— 1,1,1,3,3,3-Hexafluoropropan-2-yl 4-butyl-3-oxo-2-oxabicyclo[3.1.0]hexane-4-carboxylate —— C13H14F6O4
1,1,1,3,3,3-Hexafluoropropan-2-yl 4-butyl-3-oxo-2-oxabicyclo[3.1.0]hexane-4-carboxylate
—— [(4S)-1-cyano-3-methyl-7-oxo-6-oxatricyclo[3.2.1.03,8]octan-4-yl] 2,2-dimethylpropanoate —— C14H17NO4
[(4S)-1-cyano-3-methyl-7-oxo-6-oxatricyclo[3.2.1.03,8]octan-4-yl] 2,2-dimethylpropanoate
—— (5R)-3,4-diethyl-5-(hydroxymethyl)-2-oxooxolane-3-carbonitrile —— C10H15NO3
(5R)-3,4-diethyl-5-(hydroxymethyl)-2-oxooxolane-3-carbonitrile
—— [1-[(2R,4S)-4-hexyl-2-methyl-5-oxooxolan-2-yl]ethenylamino]urea —— C14H25N3O3
[1-[(2R,4S)-4-hexyl-2-methyl-5-oxooxolan-2-yl]ethenylamino]urea
—— (1R,4S)-4,7,7-trimethyl-N-(3-morpholin-4-ylpropyl)-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H28N2O4
(1R,4S)-4,7,7-trimethyl-N-(3-morpholin-4-ylpropyl)-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1S,4R)-4,7,7-trimethyl-N-(3-morpholin-4-ylpropyl)-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H28N2O4
(1S,4R)-4,7,7-trimethyl-N-(3-morpholin-4-ylpropyl)-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1S,4R)-4,7,7-trimethyl-N-(3-morpholin-4-ium-4-ylpropyl)-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H29N2O4+
(1S,4R)-4,7,7-trimethyl-N-(3-morpholin-4-ium-4-ylpropyl)-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1R,4S)-4,7,7-trimethyl-N-(3-morpholin-4-ium-4-ylpropyl)-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H29N2O4+
(1R,4S)-4,7,7-trimethyl-N-(3-morpholin-4-ium-4-ylpropyl)-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1R,4S)-4,7,7-trimethyl-3-oxo-N-propyl-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C13H21NO3
(1R,4S)-4,7,7-trimethyl-3-oxo-N-propyl-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (3R)-3-[1-(propylamino)ethenyl]oxolane-2,4-dione —— C9H13NO3
(3R)-3-[1-(propylamino)ethenyl]oxolane-2,4-dione
—— (3S,5S)-5-hexyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one —— C13H21N3O2S
(3S,5S)-5-hexyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one
—— (3R,5S)-5-hexyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one —— C13H21N3O2S
(3R,5S)-5-hexyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one
—— (3R,5R)-5-hexyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one —— C13H21N3O2S
(3R,5R)-5-hexyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one
—— (3S,5R)-5-hexyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one —— C13H21N3O2S
(3S,5R)-5-hexyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one
—— [4-[(3S,5R)-5-methyl-2-oxooxolan-3-yl]but-1-en-2-ylamino]thiourea —— C10H17N3O2S
[4-[(3S,5R)-5-methyl-2-oxooxolan-3-yl]but-1-en-2-ylamino]thiourea
—— (3R,5R)-5-pentyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one —— C12H19N3O2S
(3R,5R)-5-pentyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one
—— (3S,5R)-5-pentyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one —— C12H19N3O2S
(3S,5R)-5-pentyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one
—— (3R,5S)-5-pentyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one —— C12H19N3O2S
(3R,5S)-5-pentyl-3-[(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)methyl]oxolan-2-one
—— (3R,5S)-5-(propoxymethyl)-3-[2-(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)ethyl]oxolan-2-one —— C12H19N3O3S
(3R,5S)-5-(propoxymethyl)-3-[2-(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)ethyl]oxolan-2-one
—— (3R,5R)-5-(propoxymethyl)-3-[2-(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)ethyl]oxolan-2-one —— C12H19N3O3S
(3R,5R)-5-(propoxymethyl)-3-[2-(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)ethyl]oxolan-2-one
—— (3S,5S)-5-(propoxymethyl)-3-[2-(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)ethyl]oxolan-2-one —— C12H19N3O3S
(3S,5S)-5-(propoxymethyl)-3-[2-(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)ethyl]oxolan-2-one
—— [3-[(3R,5S)-5-methyl-2-oxo-3-propanoyloxolan-3-yl]prop-1-en-2-ylamino]thiourea —— C12H19N3O3S
[3-[(3R,5S)-5-methyl-2-oxo-3-propanoyloxolan-3-yl]prop-1-en-2-ylamino]thiourea
—— [(3S)-2-oxooxolan-3-yl] 2,5-dioxopyrrolidine-1-carbodithioate —— C9H9NO4S2
[(3S)-2-oxooxolan-3-yl] 2,5-dioxopyrrolidine-1-carbodithioate
—— [(3R)-2-oxooxolan-3-yl] 2,5-dioxopyrrolidine-1-carbodithioate —— C9H9NO4S2
[(3R)-2-oxooxolan-3-yl] 2,5-dioxopyrrolidine-1-carbodithioate
—— [3-[(3S,5R)-2-oxo-5-pentyloxolan-3-yl]prop-1-en-2-ylamino]thiourea —— C13H23N3O2S
[3-[(3S,5R)-2-oxo-5-pentyloxolan-3-yl]prop-1-en-2-ylamino]thiourea
—— (3S,6R)-6-(4-bromophenyl)-3-[(4-bromophenyl)methyl]-3,5,5-trimethyloxane-2,4-dione —— C21H20Br2O3
(3S,6R)-6-(4-bromophenyl)-3-[(4-bromophenyl)methyl]-3,5,5-trimethyloxane-2,4-dione
—— (3R,6S)-6-(4-bromophenyl)-3-[(4-bromophenyl)methyl]-3,5,5-trimethyloxane-2,4-dione —— C21H20Br2O3
(3R,6S)-6-(4-bromophenyl)-3-[(4-bromophenyl)methyl]-3,5,5-trimethyloxane-2,4-dione
—— (3R,6R)-6-(4-bromophenyl)-3-[(4-bromophenyl)methyl]-3,5,5-trimethyloxane-2,4-dione —— C21H20Br2O3
(3R,6R)-6-(4-bromophenyl)-3-[(4-bromophenyl)methyl]-3,5,5-trimethyloxane-2,4-dione
—— (3S,6S)-6-(4-bromophenyl)-3-[(4-bromophenyl)methyl]-3,5,5-trimethyloxane-2,4-dione —— C21H20Br2O3
(3S,6S)-6-(4-bromophenyl)-3-[(4-bromophenyl)methyl]-3,5,5-trimethyloxane-2,4-dione