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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,4S)-2-(E)-bromomethylene-3-bromomethyl-4-pentyl-γ-butyrolactone —— C11H16Br2O2
(3R,4S)-2-(E)-bromomethylene-3-bromomethyl-4-pentyl-γ-butyrolactone
—— methyl (-)-(2S,3S)-2-methyl-5-oxotetrahydro-3-furancarboxylate —— C7H10O4
methyl (-)-(2S,3S)-2-methyl-5-oxotetrahydro-3-furancarboxylate
—— (+)-(2R,3S)-2-methyl-5-oxotetrahydro-3-furancarboxylic acid —— C6H8O4
(+)-(2R,3S)-2-methyl-5-oxotetrahydro-3-furancarboxylic acid
—— methyl (-)-(2S,3R)-2-methyl-5-oxotetrahydro-3-furancarboxylate —— C7H10O4
methyl (-)-(2S,3R)-2-methyl-5-oxotetrahydro-3-furancarboxylate
—— (3R,4R,5R)-dihydro-3,4-dihydroxy-5-((1'S)-1'-hydroxyethyl)furan-2(3H)-one —— C6H10O5
(3R,4R,5R)-dihydro-3,4-dihydroxy-5-((1'S)-1'-hydroxyethyl)furan-2(3H)-one
—— (4S,5R)-4-acetamido-5-(2-methylpropyl)tetrahydro-2-furanone —— C10H17NO3
(4S,5R)-4-acetamido-5-(2-methylpropyl)tetrahydro-2-furanone
—— dihydro-4-acetoxy-3,3-dimethyl-2(3H)-furanone —— C8H12O4
dihydro-4-acetoxy-3,3-dimethyl-2(3H)-furanone
—— 6-(azidomethyl)tetrahydro-2H-pyran-2-one —— C6H9N3O2
6-(azidomethyl)tetrahydro-2H-pyran-2-one
—— (3E)-3-[(4-phenylcyclohex-1-en-1-yl)methylene]-2(3H)-furanone —— C17H18O2
(3E)-3-[(4-phenylcyclohex-1-en-1-yl)methylene]-2(3H)-furanone
—— 6-(4-hydroxybenzyl)-tetrahydropyran-2-one —— C12H14O3
6-(4-hydroxybenzyl)-tetrahydropyran-2-one
—— (E)-4-(pent-1-enyl)-3-phenyl-2-methylenebutyrolactone —— C16H18O2
(E)-4-(pent-1-enyl)-3-phenyl-2-methylenebutyrolactone
—— 5-(4-hydroxyhexyl)dihydrofuran-2(3H)-one —— C10H18O3
5-(4-hydroxyhexyl)dihydrofuran-2(3H)-one
—— 3-bromo-4,4-dimethyloxetan-2-one —— C5H7BrO2
3-bromo-4,4-dimethyloxetan-2-one
—— (3E)-3-(2-cyclohexylideneethylidene)dihydro-2(3H)-furanone —— C12H16O2
(3E)-3-(2-cyclohexylideneethylidene)dihydro-2(3H)-furanone
—— cis-6-(Iodomethyl)-2-tert-butylhexanolide —— C11H19IO2
cis-6-(Iodomethyl)-2-tert-butylhexanolide
—— trans-6-(Iodomethyl)-2-tert-butylhexanolide —— C11H19IO2
trans-6-(Iodomethyl)-2-tert-butylhexanolide
—— tetrahydro-5-oxo-2-phenyl-2-furancarboxylic acid methyl ester —— C12H12O4
tetrahydro-5-oxo-2-phenyl-2-furancarboxylic acid methyl ester
—— cis-4-iodomethyl-3-(1,1-dimethylethyl)tetrahydro-2H-pyran-2-one —— C10H17IO2
cis-4-iodomethyl-3-(1,1-dimethylethyl)tetrahydro-2H-pyran-2-one
—— trans-4-iodomethyl-3-(1,1-dimethylethyl)tetrahydro-2H-pyran-2-one —— C10H17IO2
trans-4-iodomethyl-3-(1,1-dimethylethyl)tetrahydro-2H-pyran-2-one
—— 4,4-dimethyl-6-(2-oxopropyl)tetrahydro-2H-pyran-2-one —— C10H16O3
4,4-dimethyl-6-(2-oxopropyl)tetrahydro-2H-pyran-2-one
—— (E)-3-iodomethylene-4-(4'-chlorooctafluorobutylmethyl)-2(3H)-dihydrofuranone —— C10H6ClF8IO2
(E)-3-iodomethylene-4-(4'-chlorooctafluorobutylmethyl)-2(3H)-dihydrofuranone
—— (E)-3-(1'-iodononylidene)-4-(4'-chlorooctafluorobutylmethyl)-2(3H)-dihydrofuran-one —— C18H22ClF8IO2
(E)-3-(1'-iodononylidene)-4-(4'-chlorooctafluorobutylmethyl)-2(3H)-dihydrofuran-one
—— (+/-)-methyl 2-(5-heptyl-2-oxo-tetrahydrofuran-3-yl)acrylate —— C15H24O4
(+/-)-methyl 2-(5-heptyl-2-oxo-tetrahydrofuran-3-yl)acrylate
—— 5-hexyl-4-methyl-6-(trimethylsilyl)-5-hexen-4-olide —— C16H30O2Si
5-hexyl-4-methyl-6-(trimethylsilyl)-5-hexen-4-olide
—— (S)-2-ethyl-5-oxotetrahydrofuran-2-carboxylic acid —— C7H10O4
(S)-2-ethyl-5-oxotetrahydrofuran-2-carboxylic acid
—— 3-(3-hydroxy-2-oxotetrahydrofuran-3-yl)propanoic acid —— C7H10O5
3-(3-hydroxy-2-oxotetrahydrofuran-3-yl)propanoic acid
—— 1D-(1,2,4,5/3(OH),6(NH))-6-N-[N,N'-bis(tert-butoxycarbonyl)guanidino]-1,2:3,3'-di-O-isopropylidene-6-C-(S)-6'-methoxymethoxymethyl-3,5-di-C-hydroxymethylcyclohexane-1,2,3,4-tetrol-6'',4-lactone —— C29H47N3O13
1D-(1,2,4,5/3(OH),6(NH))-6-N-[N,N'-bis(tert-butoxycarbonyl)guanidino]-1,2:3,3'-di-O-isopropylidene-6-C-(S)-6'-methoxymethoxymethyl-3,5-di-C-hydroxymethylcyclohexane-1,2,3,4-tetrol-6'',4-lactone
—— 1D-(1,2,4,5/3(OH),6(NH<sub>2</sub>))-6-amino-1,2:3,3'-di-O-isopropylidene-6-C-(S)-6'-methoxymethoxymethyl-3,5-di-C-hydroxymethylcyclohexane-1,2,3,4-tetrol-6'',4-lactone —— C18H29NO9
1D-(1,2,4,5/3(OH),6(NH<sub>2</sub>))-6-amino-1,2:3,3'-di-O-isopropylidene-6-C-(S)-6'-methoxymethoxymethyl-3,5-di-C-hydroxymethylcyclohexane-1,2,3,4-tetrol-6'',4-lactone
—— 3,3-dimethyl-5-(prop-1-en-2-yl)dihydrofuran-2(3H)-one —— C9H14O2
3,3-dimethyl-5-(prop-1-en-2-yl)dihydrofuran-2(3H)-one
—— 3-(Z)-chlorobutylidene-4R-chloromethyl-5R-phenyl-γ-butyrolactone —— C14H22Cl2O2
3-(Z)-chlorobutylidene-4R-chloromethyl-5R-phenyl-γ-butyrolactone
—— (3R,4S,5S,1'R,2'R)-4-hydroxy-5-(1-hydroxy-2-methylbutyl)-3,5-dimethyl-4,5-dihydrofuran-2(3H)-one —— C11H20O4
(3R,4S,5S,1'R,2'R)-4-hydroxy-5-(1-hydroxy-2-methylbutyl)-3,5-dimethyl-4,5-dihydrofuran-2(3H)-one
—— (3R,4S,5R,1'S,2'R)-4-hydroxy-5-(1-hydroxy-2-methylbutyl)-3,5-dimethyl-4,5-dihydrofuran-2(3H)-one —— C11H20O4
(3R,4S,5R,1'S,2'R)-4-hydroxy-5-(1-hydroxy-2-methylbutyl)-3,5-dimethyl-4,5-dihydrofuran-2(3H)-one
—— α-(Z)-(1'-Bromobutylidene)-β-(bromomethyl)-γ-butyrolactone —— C9H12Br2O2
α-(Z)-(1'-Bromobutylidene)-β-(bromomethyl)-γ-butyrolactone
—— methyl rac-(E)-2-methyl-5-[(1S,5S,8S)-5,8-dimethyl-3-oxo-2-oxabicyclo[3.2.1]oct-8-yl]pent-2-enoate —— C16H24O4
methyl rac-(E)-2-methyl-5-[(1S,5S,8S)-5,8-dimethyl-3-oxo-2-oxabicyclo[3.2.1]oct-8-yl]pent-2-enoate
—— 2-carboxy-2-methyl-4-phenyl-4-butanolide —— C12H12O4
2-carboxy-2-methyl-4-phenyl-4-butanolide
—— 3-carboxy-3-methyl-1-oxaspiro<4.5>decan-2-one —— C11H16O4
3-carboxy-3-methyl-1-oxaspiro<4.5>decan-2-one
—— 5-methyl-2-oxotetrahydrofuran-3-carboxylic acid —— C6H8O4
5-methyl-2-oxotetrahydrofuran-3-carboxylic acid
—— 5-methyl-2-oxotetrahydrofuran-3-carboxylic acid —— C6H8O4
5-methyl-2-oxotetrahydrofuran-3-carboxylic acid
—— phomactin T —— C20H26O6
phomactin T
—— (+/-)-(3R,4R)-4-methyl-3-phenyltetrahydropyran-2-one —— C12H14O2
(+/-)-(3R,4R)-4-methyl-3-phenyltetrahydropyran-2-one
—— 5-benzyl-5-methyl-3-<(E)-pentylidene>dihydrofuran-2(3H)-one —— C17H22O2
5-benzyl-5-methyl-3-<(E)-pentylidene>dihydrofuran-2(3H)-one
—— 5-methyl-3-<(E)-pentylidene>-5-propyldihydrofuran-2(3H)-one —— C13H22O2
5-methyl-3-<(E)-pentylidene>-5-propyldihydrofuran-2(3H)-one
—— 5,5-dimethyl-3-<(E)-pentylidene>dihydrofuran-2(3H)-one —— C11H18O2
5,5-dimethyl-3-<(E)-pentylidene>dihydrofuran-2(3H)-one
—— 5,5-Dicyclohexyl-4,5-dihydro-2(3H)-furanone —— C16H26O2
5,5-Dicyclohexyl-4,5-dihydro-2(3H)-furanone
—— 5-(1-phenylethyl)dihydrofuran-2(3H)-one —— C12H14O2
5-(1-phenylethyl)dihydrofuran-2(3H)-one
—— (+/-)-4-((<i>Z</i>)-4-cyclohexyl-butylidene)-3-(3-cyclohexyl-propyl)-oxetan-2-one —— C22H36O2
(+/-)-4-((<i>Z</i>)-4-cyclohexyl-butylidene)-3-(3-cyclohexyl-propyl)-oxetan-2-one
—— (4R,6R)-6-{2[(1S,2S,6S,8S,8AR)-1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}-tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one —— C30H54O5Si2
(4R,6R)-6-{2[(1S,2S,6S,8S,8AR)-1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}-tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one
—— 6-(5-chloro-2,2,3,3,4,4,5,5-octafluoro-pentyl)-3-oxa-bicyclo[3.2.1]octan-2-one —— C12H11ClF8O2
6-(5-chloro-2,2,3,3,4,4,5,5-octafluoro-pentyl)-3-oxa-bicyclo[3.2.1]octan-2-one
—— 4-tert-butyl-dimethyl-silanyloxymethyl-3-(6-methyl-heptanoyl)-dihydro-furan-2-one —— C19H36O4Si
4-tert-butyl-dimethyl-silanyloxymethyl-3-(6-methyl-heptanoyl)-dihydro-furan-2-one
—— 3-methyl-5-oxo-tetrahydro-furan-3-carboxylic acid 855427-61-1 C6H8O4
3-methyl-5-oxo-tetrahydro-furan-3-carboxylic acid