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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
—— [(8E)-3,8-dimethyl-13-oxospiro[4,14-dioxatricyclo[9.3.0.03,5]tetradec-8-ene-12,1'-cyclopropane]-10-yl] acetate —— C18H24O5
[(8E)-3,8-dimethyl-13-oxospiro[4,14-dioxatricyclo[9.3.0.03,5]tetradec-8-ene-12,1'-cyclopropane]-10-yl] acetate
—— (3Z,3aS,6aS)-3-(dimethylaminomethylidene)-3a-methyl-4,5,6,6a-tetrahydrocyclopenta[b]furan-2-one —— C11H17NO2
(3Z,3aS,6aS)-3-(dimethylaminomethylidene)-3a-methyl-4,5,6,6a-tetrahydrocyclopenta[b]furan-2-one
—— (4E)-4-(2H-1,2-oxazol-5-ylidene)oxolane-2,3-dione —— C7H5NO4
(4E)-4-(2H-1,2-oxazol-5-ylidene)oxolane-2,3-dione
—— (7E)-7-hydroxyimino-10-methyloxecan-2-one 77432-56-5 C10H17NO3
(7E)-7-hydroxyimino-10-methyloxecan-2-one
—— 3-[3-[(E)-(2-oxooxolan-3-ylidene)methoxy]propoxymethylidene]oxolan-2-one —— C13H16O6
3-[3-[(E)-(2-oxooxolan-3-ylidene)methoxy]propoxymethylidene]oxolan-2-one
—— (3Z)-3-[4-[(Z)-(2-oxooxolan-3-ylidene)methoxy]butoxymethylidene]oxolan-2-one —— C14H18O6
(3Z)-3-[4-[(Z)-(2-oxooxolan-3-ylidene)methoxy]butoxymethylidene]oxolan-2-one
—— (3Z)-3-[5-[(Z)-(2-oxooxolan-3-ylidene)methoxy]pentoxymethylidene]oxolan-2-one —— C15H20O6
(3Z)-3-[5-[(Z)-(2-oxooxolan-3-ylidene)methoxy]pentoxymethylidene]oxolan-2-one
—— (3E)-3-[2-[(Z)-(2-oxooxolan-3-ylidene)methoxy]ethoxymethylidene]oxolan-2-one —— C12H14O6
(3E)-3-[2-[(Z)-(2-oxooxolan-3-ylidene)methoxy]ethoxymethylidene]oxolan-2-one
—— 3-[(5Z)-5-(2-oxooxolan-3-ylidene)pentylidene]oxolan-2-one —— C13H16O4
3-[(5Z)-5-(2-oxooxolan-3-ylidene)pentylidene]oxolan-2-one
—— (8E)-10-hydroxy-3,8-dimethyl-12-methylidene-4,14-dioxatricyclo[9.3.0.03,5]tetradec-8-en-13-one —— C15H20O4
(8E)-10-hydroxy-3,8-dimethyl-12-methylidene-4,14-dioxatricyclo[9.3.0.03,5]tetradec-8-en-13-one
—— (3Z)-3-[6-[(Z)-(2-oxooxolan-3-ylidene)methoxy]hexoxymethylidene]oxolan-2-one —— C16H22O6
(3Z)-3-[6-[(Z)-(2-oxooxolan-3-ylidene)methoxy]hexoxymethylidene]oxolan-2-one
—— 3-Undec-10-en-(E)-ylidene-dihydro-furan-2-one 53185-77-6 C15H24O2
3-Undec-10-en-(E)-ylidene-dihydro-furan-2-one
—— [(Z)-(2-oxooxolan-3-ylidene)methyl] 2-phenylacetate —— C13H12O4
[(Z)-(2-oxooxolan-3-ylidene)methyl] 2-phenylacetate
—— 3-[(7Z)-7-(2-oxooxolan-3-ylidene)heptylidene]oxolan-2-one —— C15H20O4
3-[(7Z)-7-(2-oxooxolan-3-ylidene)heptylidene]oxolan-2-one
—— 3-[(8E)-8-(2-oxooxolan-3-ylidene)octylidene]oxolan-2-one —— C16H22O4
3-[(8E)-8-(2-oxooxolan-3-ylidene)octylidene]oxolan-2-one
—— (3Z)-4-methyl-3-(4-methyloxolan-2-ylidene)oxolan-2-one —— C10H14O3
(3Z)-4-methyl-3-(4-methyloxolan-2-ylidene)oxolan-2-one
—— (8E)-4,9,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one —— C15H22O3
(8E)-4,9,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one
—— 2-[(1R,5S,8R)-1,8-dimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octan-8-yl]acetonitrile —— C11H13NO3
2-[(1R,5S,8R)-1,8-dimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octan-8-yl]acetonitrile
—— 2-[(1S,5R,8R)-1,8-dimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octan-8-yl]acetonitrile —— C11H13NO3
2-[(1S,5R,8R)-1,8-dimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octan-8-yl]acetonitrile
—— (1S,5R)-8,8-dimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide —— C10H13NO4
(1S,5R)-8,8-dimethyl-2,4-dioxo-3-oxabicyclo[3.2.1]octane-1-carboxamide
—— (1S,5R,6S)-6-bromo-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione —— C10H13BrO3
(1S,5R,6S)-6-bromo-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione
—— 4,7-Methanofuro[3,2-c]oxacycloundecin-6(4H)-one, 7,8,9,12-tetrahydro-3,11-dimethyl- —— C15H18O3
4,7-Methanofuro[3,2-c]oxacycloundecin-6(4H)-one, 7,8,9,12-tetrahydro-3,11-dimethyl-
—— 9,12-Dioxatricyclo[6.2.2.0(3,8)]dodecane-4,11-dione, 3-methyl-10-[2-(t-butyldiphenylsilyloxy)pent-3-en-1-yl]- —— C32H40O5Si
9,12-Dioxatricyclo[6.2.2.0(3,8)]dodecane-4,11-dione, 3-methyl-10-[2-(t-butyldiphenylsilyloxy)pent-3-en-1-yl]-
—— 2-(5-Oxo-tetrahydro-furan-2-yl)-4-phenyl-but-2-enenitrile —— C14H13NO2
2-(5-Oxo-tetrahydro-furan-2-yl)-4-phenyl-but-2-enenitrile
—— (3Z)-3-[1-[2-[[(1Z)-1-(2,4-dioxooxolan-3-ylidene)hexyl]amino]ethylamino]hexylidene]oxolane-2,4-dione —— C22H32N2O6
(3Z)-3-[1-[2-[[(1Z)-1-(2,4-dioxooxolan-3-ylidene)hexyl]amino]ethylamino]hexylidene]oxolane-2,4-dione
—— 3-Oxabicyclo[3.3.0]octan-2-one, 7-neopentylidene- —— C12H18O2
3-Oxabicyclo[3.3.0]octan-2-one, 7-neopentylidene-
—— 4-methyl-5-[(1E,3E)-penta-1,3-dienyl]oxolan-2-one —— C10H14O2
4-methyl-5-[(1E,3E)-penta-1,3-dienyl]oxolan-2-one
—— [(Z)-1-(5,5-dimethyl-2-oxooxolan-3-yl)propan-2-ylideneamino]thiourea —— C10H17N3O2S
[(Z)-1-(5,5-dimethyl-2-oxooxolan-3-yl)propan-2-ylideneamino]thiourea
—— 5-(3-Phenyl-propenyl)-dihydrofuran-2-one —— C13H14O2
5-(3-Phenyl-propenyl)-dihydrofuran-2-one
—— (Z)-8-Hydroxy-4,7-dimethyl-oct-6-enoic acid lactone —— C10H16O2
(Z)-8-Hydroxy-4,7-dimethyl-oct-6-enoic acid lactone
—— 4-Benzoyl-3-hydroxy-5-isopropylamino-5-phenyl-5H-furan-2-one —— C20H19NO4
4-Benzoyl-3-hydroxy-5-isopropylamino-5-phenyl-5H-furan-2-one
—— (4E)-4-[ethoxy(hydroxy)methylidene]oxolane-2,3-dione —— C7H8O5
(4E)-4-[ethoxy(hydroxy)methylidene]oxolane-2,3-dione
—— Tetrahydrofuran-2-one, 3-[2-pentenyl]-4-methyl- —— C10H16O2
Tetrahydrofuran-2-one, 3-[2-pentenyl]-4-methyl-
—— 3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-, (E)- —— C14H14O2
3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-, (E)-
—— 3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-6-cis-methyl-, (E)- —— C15H16O2
3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-6-cis-methyl-, (E)-
—— 3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-4-trans-methoxy-6-methyl-, (Z)- —— C16H18O3
3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-4-trans-methoxy-6-methyl-, (Z)-
—— 3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-, (Z)- —— C14H14O2
3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-, (Z)-
—— 3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-4-cis-methoxy-6-methyl-, (E)- —— C16H18O3
3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-4-cis-methoxy-6-methyl-, (E)-
—— 3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-4-methoxy- —— C15H16O3
3-Oxabicyclo[3.3.0]octan-2-one, 7-benzylidene-4-methoxy-
—— 2H-Pyran-2-one, 5-ethylidenetetrahydro-4-(2-hydroxyethyl)- —— C9H14O3
2H-Pyran-2-one, 5-ethylidenetetrahydro-4-(2-hydroxyethyl)-
—— (3Z)-5-[1,2-bis(trimethylsilyloxy)ethyl]-3-methoxyimino-4-trimethylsilyloxyoxolan-2-one —— C16H35NO6Si3
(3Z)-5-[1,2-bis(trimethylsilyloxy)ethyl]-3-methoxyimino-4-trimethylsilyloxyoxolan-2-one
—— 3-Oxabicyclo[3.3.0]octan-2-one, 7-(alpha-trimethylsilyl)benzylidene- —— C17H22O2Si
3-Oxabicyclo[3.3.0]octan-2-one, 7-(alpha-trimethylsilyl)benzylidene-
—— 4-Oxatricyclo[6.3.0.0(2,6)]undecan-5-one-1-carboxylic acid, 9-phenyl-10-[1-phenyl-1-(trimethylsilyl)methylene]-, methyl ester —— C22H28O4Si
4-Oxatricyclo[6.3.0.0(2,6)]undecan-5-one-1-carboxylic acid, 9-phenyl-10-[1-phenyl-1-(trimethylsilyl)methylene]-, methyl ester
—— 5-[(Z)-N-methoxy-C-(trimethylsilyloxymethyl)carbonimidoyl]-3,4-bis(trimethylsilyloxy)oxolan-2-one —— C16H35NO6Si3
5-[(Z)-N-methoxy-C-(trimethylsilyloxymethyl)carbonimidoyl]-3,4-bis(trimethylsilyloxy)oxolan-2-one
—— 2(3H)-Furanone, 3-(15-hexadecynylidene)dihydro-4-hydroxy-5-methyl-, [4R-(3Z,4alpha,5beta)]- —— C21H34O3
2(3H)-Furanone, 3-(15-hexadecynylidene)dihydro-4-hydroxy-5-methyl-, [4R-(3Z,4alpha,5beta)]-
—— 3-Methyl-4-propenyl-oxetan-2-one —— C7H10O2
3-Methyl-4-propenyl-oxetan-2-one
—— 4,5-Dipropenyldihydro-furan-2-one —— C10H14O2
4,5-Dipropenyldihydro-furan-2-one
—— Oxa-cycloundec-8-ene-2,7-dione —— C10H14O3
Oxa-cycloundec-8-ene-2,7-dione
—— Pyrano[4,3-b]benzopyran-1,9-dione, 5a-methoxy-9a-methyl-3-(1-propenyl)perhydro- —— C17H24O5
Pyrano[4,3-b]benzopyran-1,9-dione, 5a-methoxy-9a-methyl-3-(1-propenyl)perhydro-
—— 6,6-Dimethyl-3-ethoxymethylidene-5,6-dihydropyran-2,4-dione —— C10H14O4
6,6-Dimethyl-3-ethoxymethylidene-5,6-dihydropyran-2,4-dione