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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
—— 3-(1-Hydroxyheptylidene)oxane-2,4-dione 89706-96-7 C12H18O4
3-(1-Hydroxyheptylidene)oxane-2,4-dione
—— 3-(1-Hydroxyoctylidene)-6-propyloxane-2,4-dione 89707-06-2 C16H26O4
3-(1-Hydroxyoctylidene)-6-propyloxane-2,4-dione
—— 3-(1-Hydroxyheptylidene)-6-propyloxane-2,4-dione 89707-04-0 C15H24O4
3-(1-Hydroxyheptylidene)-6-propyloxane-2,4-dione
—— 7-Oxatricyclo[4.3.3.01,6]dodecan-8-one 89789-45-7 C11H16O2
7-Oxatricyclo[4.3.3.01,6]dodecan-8-one
—— 3-[Amino(methylamino)methylidene]-5-ethyloxolan-2-one 89810-30-0 C8H14N2O2
3-[Amino(methylamino)methylidene]-5-ethyloxolan-2-one
—— 10-Sulfanyl-1-oxacycloundec-5-en-2-one 89908-66-7 C10H16O2S
10-Sulfanyl-1-oxacycloundec-5-en-2-one
—— 3-[Hydroxy(phenyl)methylidene]-4,5-dioxooxolane-2-carboxylic acid 89966-26-7 C12H8O6
3-[Hydroxy(phenyl)methylidene]-4,5-dioxooxolane-2-carboxylic acid
—— 4,4-Dimethyl-6-oxooxan-2-yl acetate 90664-78-1 C9H14O4
4,4-Dimethyl-6-oxooxan-2-yl acetate
—— 6-(1-Iodohexadeca-3,6,9-trien-1-YL)oxan-2-one 92446-08-7 C21H33IO2
6-(1-Iodohexadeca-3,6,9-trien-1-YL)oxan-2-one
—— 5,5'-[(E)-Diazenediyl]di(oxan-2-one) 92135-15-4 C10H14N2O4
5,5'-[(E)-Diazenediyl]di(oxan-2-one)
—— 1-Methyl-2-oxooxolan-1-ium 92382-45-1 C5H9O2+
1-Methyl-2-oxooxolan-1-ium
—— 3-Ethyl-6,6-dimethyl-2-oxooxane-3-carboxamide 92215-60-6 C10H17NO3
3-Ethyl-6,6-dimethyl-2-oxooxane-3-carboxamide
—— 3-(Tetradec-1-EN-1-YL)oxolan-2-one 93610-12-9 C18H32O2
3-(Tetradec-1-EN-1-YL)oxolan-2-one
—— 5-Bromo-4,4,6-trimethyl-tetrahydro-pyran-2-one 93445-37-5 C8H13BrO2
5-Bromo-4,4,6-trimethyl-tetrahydro-pyran-2-one
—— 4-(Nonadec-2-en-1-ylidene)-3-(octadec-1-en-1-yl)oxetan-2-one 95823-83-9 C40H72O2
4-(Nonadec-2-en-1-ylidene)-3-(octadec-1-en-1-yl)oxetan-2-one
—— 4a,5,8,8a-Tetrahydro-1H-5,8-methano-2-benzopyran-1,3(4H)-dione 96392-00-6 C10H10O3
4a,5,8,8a-Tetrahydro-1H-5,8-methano-2-benzopyran-1,3(4H)-dione
—— 1-Methyl-2-oxabicyclo<3.2.1>octan-3-on 101581-02-6 C8H12O2
1-Methyl-2-oxabicyclo<3.2.1>octan-3-on
—— 5-(But-3-en-1-yl)-6-iodohexahydro-2H-cyclopenta[b]furan-2-one 105555-18-8 C11H15IO2
5-(But-3-en-1-yl)-6-iodohexahydro-2H-cyclopenta[b]furan-2-one
—— 3-(Ethoxymethylidene)oxolan-2-one 106202-40-8 C7H10O3
3-(Ethoxymethylidene)oxolan-2-one
—— 3-(1-Hydroxy-2-phenylethylidene)oxolane-2,4-dione 109480-19-5 C12H10O4
3-(1-Hydroxy-2-phenylethylidene)oxolane-2,4-dione
—— 3-(1-Hydroxyhexylidene)oxolane-2,4-dione 109480-18-4 C10H14O4
3-(1-Hydroxyhexylidene)oxolane-2,4-dione
—— 4,7,8,9-Tetrahydrooxonin-2(3H)-one 110189-60-1 C8H12O2
4,7,8,9-Tetrahydrooxonin-2(3H)-one
—— 3-(2,4-Dimethylheptyl)-5-methyloxolan-2-one 110444-32-1 C14H26O2
3-(2,4-Dimethylheptyl)-5-methyloxolan-2-one
—— 4-Methyl-5-(3-methylbuta-1,3-dien-1-yl)oxolan-2-one 111372-57-7 C10H14O2
4-Methyl-5-(3-methylbuta-1,3-dien-1-yl)oxolan-2-one
—— 4-Methyl-5-(3-methylbut-1-en-1-yl)oxolan-2-one 111372-59-9 C10H16O2
4-Methyl-5-(3-methylbut-1-en-1-yl)oxolan-2-one
—— N-[(6-Oxooxan-2-yl)methyl]acetamide 111640-15-4 C8H13NO3
N-[(6-Oxooxan-2-yl)methyl]acetamide
—— 1-Methyl-2,6-dioxooxan-1-ium 113020-77-2 C6H9O3+
1-Methyl-2,6-dioxooxan-1-ium
—— 5-Ethoxy-3,4-dimethyloxolan-2-one 112895-73-5 C8H14O3
5-Ethoxy-3,4-dimethyloxolan-2-one
—— 4-(1-Hydroxyethyl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexan-2-one 113580-99-7 C9H14O3
4-(1-Hydroxyethyl)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexan-2-one
—— 5-[(tert-Butylperoxy)methyl]oxolan-2-one 113828-49-2 C9H16O4
5-[(tert-Butylperoxy)methyl]oxolan-2-one
—— 5-Chloro-4-fluorooxolan-2-one 114434-97-8 C4H4ClFO2
5-Chloro-4-fluorooxolan-2-one
—— 4-Hydroxy-2-oxabicyclo[2.2.2]octan-3-one 115919-10-3 C7H10O3
4-Hydroxy-2-oxabicyclo[2.2.2]octan-3-one
—— 3-(But-3-en-1-ylidene)oxolan-2-one 118891-10-4 C8H10O2
3-(But-3-en-1-ylidene)oxolan-2-one
—— 3-Hexadecyl-4-undecylideneoxetan-2-one 138538-30-4 C30H56O2
3-Hexadecyl-4-undecylideneoxetan-2-one
—— 3,3-Dichlorooctahydrocycloocta[b]furan-2(3H)-one 139595-41-8 C10H14Cl2O2
3,3-Dichlorooctahydrocycloocta[b]furan-2(3H)-one
—— 5-hexyl-5-hydroxy-dihydro-furan-2-one 143300-69-0 C10H18O3
5-hexyl-5-hydroxy-dihydro-furan-2-one
—— 8-(Hex-2-EN-1-YL)-2-oxabicyclo[3.2.1]octan-3-one 143292-40-4 C13H20O2
8-(Hex-2-EN-1-YL)-2-oxabicyclo[3.2.1]octan-3-one
—— 5-Oxo-2-undecyloxolane-3-carboxylic acid 143258-01-9 C16H28O4
5-Oxo-2-undecyloxolane-3-carboxylic acid
—— 3-[(Trichlorostannyl)methyl]oxolan-2-one 143939-03-1 C5H7Cl3O2Sn
3-[(Trichlorostannyl)methyl]oxolan-2-one
—— 5-(2,4,4-Trimethylpentyl)oxolan-2-one 147136-15-0 C12H22O2
5-(2,4,4-Trimethylpentyl)oxolan-2-one
—— 9-Ethenyl-7-methyl-4,5,8,9-tetrahydrooxonin-2(3H)-one 195148-87-9 C11H16O2
9-Ethenyl-7-methyl-4,5,8,9-tetrahydrooxonin-2(3H)-one
—— (4S,6R)-6-(4-methylphenyl)-4-phenyloxan-2-one 189443-67-2 C18H18O2
(4S,6R)-6-(4-methylphenyl)-4-phenyloxan-2-one
—— (4S,6S)-4,6-diphenyloxan-2-one 189443-64-9 C17H16O2
(4S,6S)-4,6-diphenyloxan-2-one
—— (5R,7R)-5-methyl-7-(2-methylpropyl)oxepan-2-one 189291-35-8 C11H20O2
(5R,7R)-5-methyl-7-(2-methylpropyl)oxepan-2-one
—— (1R)-1-Phenyl-3-oxabicyclo[3.1.0]hexane-2,4-dione 185683-71-0 C11H8O3
(1R)-1-Phenyl-3-oxabicyclo[3.1.0]hexane-2,4-dione
—— 5-(Furan-2-yl)-5-methyloxolan-2-one 185700-56-5 C9H10O3
5-(Furan-2-yl)-5-methyloxolan-2-one
—— 2-Oxo-3-oxabicyclo[3.1.0]hexane-6-carbaldehyde 185119-21-5 C6H6O3
2-Oxo-3-oxabicyclo[3.1.0]hexane-6-carbaldehyde
—— 5,5-Dimethyl-7-phenyl-5,5a-dihydro-1H,3H-indeno[1,7a-c]furan-3-one 184651-32-9 C19H18O2
5,5-Dimethyl-7-phenyl-5,5a-dihydro-1H,3H-indeno[1,7a-c]furan-3-one
—— (3S,5S,6R)-6-Ethyl-3,5-dimethyloxane-2,4-dione 180089-66-1 C9H14O3
(3S,5S,6R)-6-Ethyl-3,5-dimethyloxane-2,4-dione
—— (1S)-5,8,8-Trimethyl-3-oxabicyclo[3.2.1]octan-2-one 184046-42-2 C10H16O2
(1S)-5,8,8-Trimethyl-3-oxabicyclo[3.2.1]octan-2-one