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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
—— 1H-Cyclopenta[c]furan-1-one, hexahydro-3,6,6-trimethyl- —— C10H16O2
1H-Cyclopenta[c]furan-1-one, hexahydro-3,6,6-trimethyl-
—— 3-Oxabicyclo[3.3.0]oct-6-en-2-one, 7-methyl- —— C8H10O2
3-Oxabicyclo[3.3.0]oct-6-en-2-one, 7-methyl-
—— methyl 1-oxo-5-[phenyl(trimethylsilyl)methylidene]-3a,4,6,6a,7,7a-hexahydro-3H-pentaleno[1,2-c]furan-3b-carboxylate —— C22H28O4Si
methyl 1-oxo-5-[phenyl(trimethylsilyl)methylidene]-3a,4,6,6a,7,7a-hexahydro-3H-pentaleno[1,2-c]furan-3b-carboxylate
—— 5-[N-methoxy-C-(trimethylsilyloxymethyl)carbonimidoyl]-3,4-bis(trimethylsilyloxy)oxolan-2-one —— C16H35NO6Si3
5-[N-methoxy-C-(trimethylsilyloxymethyl)carbonimidoyl]-3,4-bis(trimethylsilyloxy)oxolan-2-one
—— 3,4-Dihydroxy-5-methyl-dihydrofuran-2-one, 2TMS derivative —— C11H24O4Si2
3,4-Dihydroxy-5-methyl-dihydrofuran-2-one, 2TMS derivative
—— 4-(3-hydroxyiminobutyl)-5,5-dimethyloxolan-2-one —— C10H17NO3
4-(3-hydroxyiminobutyl)-5,5-dimethyloxolan-2-one
—— 1H-Cyclopenta[c]furan-3(3aH)-one, 6,6a-dihydro-1-(1,3-dioxolan-2-yl)-, (3aR,1-trans,6a-cis)- —— C10H12O4
1H-Cyclopenta[c]furan-3(3aH)-one, 6,6a-dihydro-1-(1,3-dioxolan-2-yl)-, (3aR,1-trans,6a-cis)-
—— 5-(1-Iodo-1-methyl-ethyl)-3,3-dimethyl-dihydro-furan-2-one —— C9H15IO2
5-(1-Iodo-1-methyl-ethyl)-3,3-dimethyl-dihydro-furan-2-one
—— Valeric acid, 3,5-dihydroxy-2,4-dimethyl-, delta-lactone —— C7H12O3
Valeric acid, 3,5-dihydroxy-2,4-dimethyl-, delta-lactone
—— 3-Methyl-hexahydro-pyrano[3,2-b]pyran-2-one —— C9H14O3
3-Methyl-hexahydro-pyrano[3,2-b]pyran-2-one
—— Tetrahydro[2,2']bifuranyl-5-one —— C8H12O3
Tetrahydro[2,2']bifuranyl-5-one
—— Oxane-3-carboxylic acid, 6-(4-bromophenyl)-3,5,5-trimethyl-2,4-dioxo-, ethyl ester —— C17H19BrO5
Oxane-3-carboxylic acid, 6-(4-bromophenyl)-3,5,5-trimethyl-2,4-dioxo-, ethyl ester
—— 6-(4-Bromophenyl)-5-ethyl-3,3-dimethyloxane-2,4-dione —— C15H17BrO3
6-(4-Bromophenyl)-5-ethyl-3,3-dimethyloxane-2,4-dione
—— 4-Ethyl-3,3,4-trimethyloxetan-2-one —— C8H14O2
4-Ethyl-3,3,4-trimethyloxetan-2-one
—— 6-(3-Bromophenyl)-5-ethyl-3,3-dimethyloxane-2,4-dione —— C15H17BrO3
6-(3-Bromophenyl)-5-ethyl-3,3-dimethyloxane-2,4-dione
—— 6-((Z)-1-Bromo-2-phenyl-vinyl)-3,3,5,5-tetramethyl-dihydro-pyran-2,4-dione —— C17H19BrO3
6-((Z)-1-Bromo-2-phenyl-vinyl)-3,3,5,5-tetramethyl-dihydro-pyran-2,4-dione
—— 6-(2-Iodophenyl)-3,3,5,5-tetramethyldihydro-2H-pyran-2,4(3H)-dione —— C15H17IO3
6-(2-Iodophenyl)-3,3,5,5-tetramethyldihydro-2H-pyran-2,4(3H)-dione
—— 5-Ethyl-6-(2-fluorophenyl)-3,3-dimethyloxane-2,4-dione —— C15H17FO3
5-Ethyl-6-(2-fluorophenyl)-3,3-dimethyloxane-2,4-dione
—— 6-Ethyl-3-(1-methylethyl)tetrahydro(2H)pyran-2-one —— C10H18O2
6-Ethyl-3-(1-methylethyl)tetrahydro(2H)pyran-2-one
—— 2(3H)-Furanone, 4,5-dihydro-4-(2-methyl-3-methylenebut-4-yl)- —— C10H16O2
2(3H)-Furanone, 4,5-dihydro-4-(2-methyl-3-methylenebut-4-yl)-
—— 4,5-bis(prop-1-enyl)oxolan-2-one —— C10H14O2
4,5-bis(prop-1-enyl)oxolan-2-one
—— 3-methyl-4-prop-1-enyloxetan-2-one —— C7H10O2
3-methyl-4-prop-1-enyloxetan-2-one
—— 4,4a,5,7a-Tetrahydro-3H-cyclopenta[b]pyran-2-one —— C8H10O2
4,4a,5,7a-Tetrahydro-3H-cyclopenta[b]pyran-2-one
—— 2,6-Dimethyl-4-oxatricyclo[5.2.1.0(2,6)]dec-8-en-3-one —— C11H14O2
2,6-Dimethyl-4-oxatricyclo[5.2.1.0(2,6)]dec-8-en-3-one
—— 3,3-Dimethyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-one —— C10H14O2
3,3-Dimethyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-one
—— 2-Oxabicyclo[4.3.0]non-8-en-3-one, 4-methyl-, endo —— C9H12O2
2-Oxabicyclo[4.3.0]non-8-en-3-one, 4-methyl-, endo
—— 3-(2-Hydroxypropan-2-yl)-5-(trifluoromethyl)oxolan-2-one —— C8H11F3O3
3-(2-Hydroxypropan-2-yl)-5-(trifluoromethyl)oxolan-2-one
—— 6-Dibromoethenyl-3-oxabicyclo[3.1.0]hexan-4-one-1-carboxylic acid, methyl ester —— C9H8Br2O4
6-Dibromoethenyl-3-oxabicyclo[3.1.0]hexan-4-one-1-carboxylic acid, methyl ester
—— (-)-3,4-Di-O-methyl-2-deoxy-D-ribono-1,5-lactone —— C7H12O4
(-)-3,4-Di-O-methyl-2-deoxy-D-ribono-1,5-lactone
—— 3-Ethyl-5,5-dimethyl-6-phenyldihydro-2H-pyran-2,4(3H)-dione —— C15H18O3
3-Ethyl-5,5-dimethyl-6-phenyldihydro-2H-pyran-2,4(3H)-dione
—— 6-(4-Chlorophenyl)-3-ethyl-5,5-dimethyldihydro-2H-pyran-2,4(3H)-dione —— C15H17ClO3
6-(4-Chlorophenyl)-3-ethyl-5,5-dimethyldihydro-2H-pyran-2,4(3H)-dione
—— Furane-2,3-dione, tetrahydro-5-tert-butyl-5-hydroxy- —— C8H12O4
Furane-2,3-dione, tetrahydro-5-tert-butyl-5-hydroxy-
—— 2H-Pyran-2,4(3H)-dione, 6-(4-bromophenyl)-3-ethyl-5,5-dimethyl- —— C15H17BrO3
2H-Pyran-2,4(3H)-dione, 6-(4-bromophenyl)-3-ethyl-5,5-dimethyl-
—— trans-1-Oxaspiro[4.5]decane-2,8-dione, 6-carbomethoxy- —— C11H14O5
trans-1-Oxaspiro[4.5]decane-2,8-dione, 6-carbomethoxy-
—— 4-(2-Bromoacetyl)-1-oxaspiro[4.5]decan-2-one —— C11H15BrO3
4-(2-Bromoacetyl)-1-oxaspiro[4.5]decan-2-one
—— rac-4-(2,3-dimethylbu-2-en-1-yl)dihydrofuran-2(3H)-one —— C10H16O2
rac-4-(2,3-dimethylbu-2-en-1-yl)dihydrofuran-2(3H)-one
—— 1-oxacycloundec-8-ene-2,7-dione —— C10H14O3
1-oxacycloundec-8-ene-2,7-dione
—— 5a-methoxy-9a-methyl-3-prop-1-enyl-3,4,4a,6,7,8,10,10a-octahydropyrano[4,3-b]chromene-1,9-dione —— C17H24O5
5a-methoxy-9a-methyl-3-prop-1-enyl-3,4,4a,6,7,8,10,10a-octahydropyrano[4,3-b]chromene-1,9-dione
—— 4-Methoxy-5-(methoxymethyl)oxolan-2-one —— C7H12O4
4-Methoxy-5-(methoxymethyl)oxolan-2-one
—— 7-(2-methoxy-ethyl)-oxepan-2-one 102541-04-8 C9H16O3
7-(2-methoxy-ethyl)-oxepan-2-one
—— 3,5-Dihydroxy-6-(hydroxymethyl)oxan-2-one —— C6H10O5
3,5-Dihydroxy-6-(hydroxymethyl)oxan-2-one
—— 8-Acetoxy-5b-methylperhydrocyclobuta[n]phenanthrene-11-ol-2,3-dione-2a-propanoic acid lactone —— C22H28O6
8-Acetoxy-5b-methylperhydrocyclobuta[n]phenanthrene-11-ol-2,3-dione-2a-propanoic acid lactone
—— Spiro[oxirane-2,1'(1'H)-indene], 2',3',3'a,4',7',7'a-hexahydro-5'-acetyl-2',3',3'a,7'-tetrahydroxy-4-carboxy-, 3,4-lactone —— C14H16O7
Spiro[oxirane-2,1'(1'H)-indene], 2',3',3'a,4',7',7'a-hexahydro-5'-acetyl-2',3',3'a,7'-tetrahydroxy-4-carboxy-, 3,4-lactone
—— 1S,3R,4S,5R,6S-1-Hydroxy-2,2,3,4,5,6-hexamethyl-8-oxo-7,9-dioxatricyclo[4.2.1.0(3,5)]nonane —— C13H20O4
1S,3R,4S,5R,6S-1-Hydroxy-2,2,3,4,5,6-hexamethyl-8-oxo-7,9-dioxatricyclo[4.2.1.0(3,5)]nonane
—— 2-Hydroxy-1,2,5,5,6,7exo-hexamethyl-4-oxo-3-oxabicyclo[4.1.0]heptane —— C12H20O3
2-Hydroxy-1,2,5,5,6,7exo-hexamethyl-4-oxo-3-oxabicyclo[4.1.0]heptane
—— 4-Hydroxy-3,4,6-trimethylhept-5-enoic acid lactone —— C10H16O2
4-Hydroxy-3,4,6-trimethylhept-5-enoic acid lactone
—— trans-4,cis-6-Dimethyl-7-oxo-8-oxabicyclo(2.2.2)octane-2-carboxylic acid —— C10H14O4
trans-4,cis-6-Dimethyl-7-oxo-8-oxabicyclo(2.2.2)octane-2-carboxylic acid
—— 5-hexyl-5-methyl-2,4(3H,5H)-furandione —— C11H18O3
5-hexyl-5-methyl-2,4(3H,5H)-furandione
—— 3-Methoxy-3-methyl-tetrahydro-pyran-2-one —— C7H12O3
3-Methoxy-3-methyl-tetrahydro-pyran-2-one
—— (+)-4a,7,7a,8,9,10,11a-Octahydro-3,3,7,10,11-pentamethyl-6-oxo-1,2,4-trioxino[6.5-j]-2-benzopyran —— C15H24O5
(+)-4a,7,7a,8,9,10,11a-Octahydro-3,3,7,10,11-pentamethyl-6-oxo-1,2,4-trioxino[6.5-j]-2-benzopyran