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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
—— 4-Fluoro-1,4,5-trimethyl-3-oxabicyclo[3.1.0]hexan-2-one 62499-85-8 C8H11FO2
4-Fluoro-1,4,5-trimethyl-3-oxabicyclo[3.1.0]hexan-2-one
—— 2-Oxaspiro[5.5]undecane-3,5-dione 62370-76-7 C10H14O3
2-Oxaspiro[5.5]undecane-3,5-dione
—— 8-methyl-2-oxo-1-oxa-spiro[4.5]decane-4-carboxylic acid ethyl ester 62359-78-8 C13H20O4
8-methyl-2-oxo-1-oxa-spiro[4.5]decane-4-carboxylic acid ethyl ester
—— 8-<i>tert</i>-butyl-2-oxo-1-oxa-spiro[4.5]decane-4-carboxylic acid 62359-77-7 C14H22O4
8-<i>tert</i>-butyl-2-oxo-1-oxa-spiro[4.5]decane-4-carboxylic acid
—— 8-methyl-2-oxo-1-oxa-spiro[4.5]decane-4-carboxylic acid 62359-76-6 C11H16O4
8-methyl-2-oxo-1-oxa-spiro[4.5]decane-4-carboxylic acid
—— 5,8-Dimethyl-1-propyloctahydro-2-benzoxepin-3(1H)-one 62309-22-2 C15H26O2
5,8-Dimethyl-1-propyloctahydro-2-benzoxepin-3(1H)-one
—— 5-Cyclododecyl-dihydro-furan-2-one 62248-62-8 C16H28O2
5-Cyclododecyl-dihydro-furan-2-one
—— Propyl 5-methyl-2-oxooxolane-3-carboxylate 62149-69-3 C9H14O4
Propyl 5-methyl-2-oxooxolane-3-carboxylate
—— 3-(Hept-1-en-1-yl)tetrahydro-1H-cyclopenta[c]furan-1,6(3H)-dione 62151-19-3 C14H20O3
3-(Hept-1-en-1-yl)tetrahydro-1H-cyclopenta[c]furan-1,6(3H)-dione
—— 2-Hydroxyethyl 2-oxooxolane-3-carboxylate 62149-68-2 C7H10O5
2-Hydroxyethyl 2-oxooxolane-3-carboxylate
—— 2-Hydroxyethyl 2-oxooxane-3-carboxylate 62149-73-9 C8H12O5
2-Hydroxyethyl 2-oxooxane-3-carboxylate
—— (3R,6S)-4,4,6-trimethyl-3-phenyloxan-2-one 62071-31-2 C14H18O2
(3R,6S)-4,4,6-trimethyl-3-phenyloxan-2-one
—— (3R,6R)-4,4,6-Trimethyl-3-phenyloxan-2-one 62071-25-4 C14H18O2
(3R,6R)-4,4,6-Trimethyl-3-phenyloxan-2-one
—— 3-(Methylsulfanyl)-3-(3-phenylpropyl)oxolan-2-one 61836-07-5 C14H18O2S
3-(Methylsulfanyl)-3-(3-phenylpropyl)oxolan-2-one
—— 4-Hydroxy-2-oxooxolan-3-yl acetate 61892-43-1 C6H8O5
4-Hydroxy-2-oxooxolan-3-yl acetate
—— 3-[3-Phenyl-prop-(Z)-ylidene]-dihydro-furan-2-one 61836-15-5 C13H14O2
3-[3-Phenyl-prop-(Z)-ylidene]-dihydro-furan-2-one
—— 7,7-Dimethyl-5,6-di(propan-2-yl)oxepan-2-one 61716-09-4 C14H26O2
7,7-Dimethyl-5,6-di(propan-2-yl)oxepan-2-one
—— (1R)-1,6,6-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 61612-14-4 C10H16O2
(1R)-1,6,6-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one
—— 3,4,9,10-tetrabromo-1,7-dioxa-dispiro[4.0.4.2]dodecane-2,8-dione 61597-46-4 C10H8Br4O4
3,4,9,10-tetrabromo-1,7-dioxa-dispiro[4.0.4.2]dodecane-2,8-dione
—— 1-Oxa-spiro[4.5]decane-2,7-dione 61589-84-2 C9H12O3
1-Oxa-spiro[4.5]decane-2,7-dione
—— 8-Methyl-3-methylidenedecahydroazuleno[6,5-b]furan-2,5-dione 61465-30-3 C14H18O3
8-Methyl-3-methylidenedecahydroazuleno[6,5-b]furan-2,5-dione
—— 4,4-Dipentyloxetan-2-one 61257-13-4 C13H24O2
4,4-Dipentyloxetan-2-one
—— [2-Oxo-dihydro-furan-(3E)-ylidene]-acetaldehyde 61203-05-2 C6H6O3
[2-Oxo-dihydro-furan-(3E)-ylidene]-acetaldehyde
—— (4aS,7aS)-7a-Methylhexahydrocyclopenta[c]pyran-3,5-dione 61176-41-8 C9H12O3
(4aS,7aS)-7a-Methylhexahydrocyclopenta[c]pyran-3,5-dione
—— 5,5-Dimethyl-4-(3-methylpentyl)oxolan-2-one 61099-38-5 C12H22O2
5,5-Dimethyl-4-(3-methylpentyl)oxolan-2-one
—— 3-(1-Butyl-1-hydroxy-pentyl)-dihydro-furan-2-one 61127-19-3 C13H24O3
3-(1-Butyl-1-hydroxy-pentyl)-dihydro-furan-2-one
—— 3-(1-Hydroxycyclohexyl)oxan-2-one 61097-34-5 C11H18O3
3-(1-Hydroxycyclohexyl)oxan-2-one
—— 3-(1-Hydroxy-3-phenyl-propyl)-dihydro-furan-2-one 61097-28-7 C13H16O3
3-(1-Hydroxy-3-phenyl-propyl)-dihydro-furan-2-one
—— 3-(1-Hydroxy-2-methyl-propyl)-dihydro-furan-2-one 61097-29-8 C8H14O3
3-(1-Hydroxy-2-methyl-propyl)-dihydro-furan-2-one
—— 3-(1-Hydroxy-1-methyl-3-phenyl-propyl)-dihydro-furan-2-one 61097-32-3 C14H18O3
3-(1-Hydroxy-1-methyl-3-phenyl-propyl)-dihydro-furan-2-one
—— 3-(1-Hydroxy-3-phenyl-propyl)-tetrahydro-pyran-2-one 61097-31-2 C14H18O3
3-(1-Hydroxy-3-phenyl-propyl)-tetrahydro-pyran-2-one
—— Ethyl 6-chloro-2-oxo-1-oxaspiro[4.5]decane-3-carboxylate 60045-21-8 C12H17ClO4
Ethyl 6-chloro-2-oxo-1-oxaspiro[4.5]decane-3-carboxylate
—— (5R,6S)-5,6-Dichloro-4,4-dimethyloxan-2-one 79749-59-0 C7H10Cl2O2
(5R,6S)-5,6-Dichloro-4,4-dimethyloxan-2-one
—— (5R,6R)-5,6-Dichloro-4,4-dimethyloxan-2-one 79749-61-4 C7H10Cl2O2
(5R,6R)-5,6-Dichloro-4,4-dimethyloxan-2-one
—— (1S)-3-oxabicyclo<3.2.0>heptan-2-one 75658-85-4 C6H8O2
(1S)-3-oxabicyclo<3.2.0>heptan-2-one
—— 3-(3-Hydroxy-2-methoxypropylidene)-5-methyloxolan-2-one 74824-94-5 C9H14O4
3-(3-Hydroxy-2-methoxypropylidene)-5-methyloxolan-2-one
—— (1R)-6,8-Dioxabicyclo[3.2.1]octan-7-one 71357-98-7 C6H8O3
(1R)-6,8-Dioxabicyclo[3.2.1]octan-7-one
—— 3,3-spirocyclopentenyldihydrofuran-2,4-diones 848127-74-2 C8H8O3
3,3-spirocyclopentenyldihydrofuran-2,4-diones
—— (1S,5R)-1-(Triethylsilyl)-3-oxabicyclo[3.1.0]hexan-2-one 841276-64-0 C11H20O2Si
(1S,5R)-1-(Triethylsilyl)-3-oxabicyclo[3.1.0]hexan-2-one
—— 3-Docosyl-4-tricosylideneoxetan-2-one 83708-15-0 C48H92O2
3-Docosyl-4-tricosylideneoxetan-2-one
—— 7,7-Dimethyl-4-phenyl-3-oxabicyclo[4.1.0]heptan-2-one 81980-02-1 C14H16O2
7,7-Dimethyl-4-phenyl-3-oxabicyclo[4.1.0]heptan-2-one
—— (4S,6S)-4-Ethenyl-6-(prop-1-en-2-yl)oxan-2-one 88376-96-9 C10H14O2
(4S,6S)-4-Ethenyl-6-(prop-1-en-2-yl)oxan-2-one
—— 4,4'-[(E)-Diazenediyl]bis(4-methyloxolan-2-one) 88329-97-9 C10H14N2O4
4,4'-[(E)-Diazenediyl]bis(4-methyloxolan-2-one)
—— (3S,4S)-3-bromo-4-(trichloromethyl)oxetan-2-one 88237-37-0 C4H2BrCl3O2
(3S,4S)-3-bromo-4-(trichloromethyl)oxetan-2-one
—— (3S,4R)-4-(Trichloromethyl)-3-(trimethylgermyl)oxetan-2-one 88237-33-6 C7H11Cl3GeO2
(3S,4R)-4-(Trichloromethyl)-3-(trimethylgermyl)oxetan-2-one
—— (5R)-5-Hydroxy-4,4-dimethyloxolan-2-one 88196-69-4 C6H10O3
(5R)-5-Hydroxy-4,4-dimethyloxolan-2-one
—— (5S)-5-Hydroxy-4,4-dimethyloxolan-2-one 88196-68-3 C6H10O3
(5S)-5-Hydroxy-4,4-dimethyloxolan-2-one
—— (S)-7-methyl-γ-octalactone 88133-85-1 C9H16O2
(S)-7-methyl-γ-octalactone
—— 6-(Iodomethylidene)-3-phenyloxan-2-one 88070-97-7 C12H11IO2
6-(Iodomethylidene)-3-phenyloxan-2-one
—— 4-(3,3,3-Trichloroprop-1-en-1-yl)oxolan-2-one 88037-54-1 C7H7Cl3O2
4-(3,3,3-Trichloroprop-1-en-1-yl)oxolan-2-one