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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-(1-Bromo-3,3,3-trichloropropyl)oxolan-2-one 88037-60-9 C7H8BrCl3O2
4-(1-Bromo-3,3,3-trichloropropyl)oxolan-2-one
—— 4-Hydroxy-3-(phenylselanyl)oxolan-2-one 87683-14-5 C10H10O3Se
4-Hydroxy-3-(phenylselanyl)oxolan-2-one
—— (5R)-5-(3-Methylbut-2-en-1-yl)oxolan-2-one 87295-21-4 C9H14O2
(5R)-5-(3-Methylbut-2-en-1-yl)oxolan-2-one
—— 3-(1-Methyl-7-oxo-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-propionic acid 87044-42-6 C10H14O5
3-(1-Methyl-7-oxo-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-propionic acid
—— 9-Methyl-10,12-dioxa-tricyclo[7.2.1.0<sup>1,6</sup>]dodecan-11-one 87044-45-9 C11H16O3
9-Methyl-10,12-dioxa-tricyclo[7.2.1.0<sup>1,6</sup>]dodecan-11-one
—— 3-(1,3-Dithian-2-ylidene)-6-methyloxane-2,4-dione 850163-41-6 C10H12O3S2
3-(1,3-Dithian-2-ylidene)-6-methyloxane-2,4-dione
—— (4R,5R)-3-Oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid 862174-60-5 C7H8O4
(4R,5R)-3-Oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid
—— 3-(1,3-Dithian-2-ylidene)-6-phenyloxane-2,4-dione 850163-44-9 C15H14O3S2
3-(1,3-Dithian-2-ylidene)-6-phenyloxane-2,4-dione
—— 4-(Hexadecan-8-yl)tetrahydro-1H,3H-3a,7a-ethano-2-benzofuran-1,3-dione 85672-82-8 C26H44O3
4-(Hexadecan-8-yl)tetrahydro-1H,3H-3a,7a-ethano-2-benzofuran-1,3-dione
—— 3-(1,3-Dithiolan-2-ylidene)-6-methyloxane-2,4-dione 850163-40-5 C9H10O3S2
3-(1,3-Dithiolan-2-ylidene)-6-methyloxane-2,4-dione
—— 3-(1,3-Dithiolan-2-ylidene)-6-phenyloxane-2,4-dione 850163-43-8 C14H12O3S2
3-(1,3-Dithiolan-2-ylidene)-6-phenyloxane-2,4-dione
—— 3-[Bis(methylsulfanyl)methylidene]-6-phenyloxane-2,4-dione 850163-42-7 C14H14O3S2
3-[Bis(methylsulfanyl)methylidene]-6-phenyloxane-2,4-dione
—— 4-(Nonadec-10-en-1-ylidene)-3-(octadec-9-en-1-yl)oxetan-2-one 83708-16-1 C40H72O2
4-(Nonadec-10-en-1-ylidene)-3-(octadec-9-en-1-yl)oxetan-2-one
—— 6-(Tridecafluorohexyl)-3-oxabicyclo[3.2.0]heptane-2,4-dione 842123-44-8 C12H5F13O3
6-(Tridecafluorohexyl)-3-oxabicyclo[3.2.0]heptane-2,4-dione
—— 5-(4-Pentylcyclohexyl)oxolan-2-one 832147-87-2 C15H26O2
5-(4-Pentylcyclohexyl)oxolan-2-one
—— 5-Hydroxy-6,6-dimethoxy-3-oxabicyclo[3.2.0]heptan-2-one 828916-84-3 C8H12O5
5-Hydroxy-6,6-dimethoxy-3-oxabicyclo[3.2.0]heptan-2-one
—— (6S)-6-(1-Hydroxypentyl)oxane-2,4-dione 827623-59-6 C10H16O4
(6S)-6-(1-Hydroxypentyl)oxane-2,4-dione
—— 2-Methyl-3-[(2R)-5-oxooxolan-2-yl]prop-2-enamide 825653-31-4 C8H11NO3
2-Methyl-3-[(2R)-5-oxooxolan-2-yl]prop-2-enamide
—— 6-(Trideca-1,3,6-trien-1-YL)oxan-2-one 825633-00-9 C18H28O2
6-(Trideca-1,3,6-trien-1-YL)oxan-2-one
—— (S)-5-Benzyloxymethoxymethyl-dihydro-furan-2-one 82065-60-9 C13H16O4
(S)-5-Benzyloxymethoxymethyl-dihydro-furan-2-one
—— 3-(Hydroxymethyl)-3-methyl-2-oxaspiro[4.5]decan-1-one 817206-94-3 C11H18O3
3-(Hydroxymethyl)-3-methyl-2-oxaspiro[4.5]decan-1-one
—— 2-Oxo-1-oxaspiro[4.5]decan-8-yl 2-methylprop-2-enoate 817172-07-9 C13H18O4
2-Oxo-1-oxaspiro[4.5]decan-8-yl 2-methylprop-2-enoate
—— 8-Hydroxy-1-oxaspiro[4.5]decan-2-one 817206-99-8 C9H14O3
8-Hydroxy-1-oxaspiro[4.5]decan-2-one
—— 3-(Bromomethyl)-6-(hydroxyimino)-2-oxaspiro[4.4]nonan-1-one 922142-87-8 C9H12BrNO3
3-(Bromomethyl)-6-(hydroxyimino)-2-oxaspiro[4.4]nonan-1-one
—— (2R,3S)-2-Benzyl-5-oxo-tetrahydro-furan-3-carboxylic acid 916248-84-5 C12H12O4
(2R,3S)-2-Benzyl-5-oxo-tetrahydro-furan-3-carboxylic acid
—— 3-{1-[(Prop-2-en-1-yl)amino]ethylidene}oxolan-2-one 920312-83-0 C9H13NO2
3-{1-[(Prop-2-en-1-yl)amino]ethylidene}oxolan-2-one
—— 3-[1-(Trimethylsilyl)propan-2-ylidene]oxolan-2-one 919802-55-4 C10H18O2Si
3-[1-(Trimethylsilyl)propan-2-ylidene]oxolan-2-one
—— 3-[1-Phenyl-2-(trimethylsilyl)ethylidene]oxolan-2-one 919802-57-6 C15H20O2Si
3-[1-Phenyl-2-(trimethylsilyl)ethylidene]oxolan-2-one
—— 3-[2-(Trimethylsilyl)ethylidene]oxolan-2-one 919802-56-5 C9H16O2Si
3-[2-(Trimethylsilyl)ethylidene]oxolan-2-one
—— 3-Oxo-2-oxabicyclo[3.3.1]nonan-1-yl 2-methylpropanoate 918779-85-8 C12H18O4
3-Oxo-2-oxabicyclo[3.3.1]nonan-1-yl 2-methylpropanoate
—— 2,2-Di-tert-butyl-5-methoxy-1,3-oxaselenan-6-one 918496-62-5 C13H24O3Se
2,2-Di-tert-butyl-5-methoxy-1,3-oxaselenan-6-one
—— 11,12-Dimethyl-1,7-dioxadispiro[4.0.4~6~.2~5~]dodecane-2,8-dione 918312-24-0 C12H16O4
11,12-Dimethyl-1,7-dioxadispiro[4.0.4~6~.2~5~]dodecane-2,8-dione
—— (3R,4R)-3-butyl-4-methyl-5-pentanolide 917871-17-1 C10H18O2
(3R,4R)-3-butyl-4-methyl-5-pentanolide
—— (4R,5R)-4-Acetyl-5-(thiophen-2-yl)oxolan-2-one 91478-34-1 C10H10O3S
(4R,5R)-4-Acetyl-5-(thiophen-2-yl)oxolan-2-one
—— (4R,5S)-4-Acetyl-5-cyclohexyloxolan-2-one 91478-36-3 C12H18O3
(4R,5S)-4-Acetyl-5-cyclohexyloxolan-2-one
—— (4R,5R)-4-Acetyl-5-(furan-2-yl)oxolan-2-one 91478-35-2 C10H10O4
(4R,5R)-4-Acetyl-5-(furan-2-yl)oxolan-2-one
—— (1R,6R)-7,7-Dimethoxy-2-oxabicyclo[4.2.0]octan-3-one 90177-46-1 C9H14O4
(1R,6R)-7,7-Dimethoxy-2-oxabicyclo[4.2.0]octan-3-one
—— 3-Ethylidene-1-oxaspiro[4.5]decan-2-one 90162-72-4 C11H16O2
3-Ethylidene-1-oxaspiro[4.5]decan-2-one
—— (+/-)-3-decyl-4-((Ξ)-undecyliden)-oxetan-2-one 55680-03-0 C24H44O2
(+/-)-3-decyl-4-((Ξ)-undecyliden)-oxetan-2-one
—— 3-(1-Hydroxy-2-methylpropylidene)-5-methyloxolane-2,4-dione 52599-73-2 C9H12O4
3-(1-Hydroxy-2-methylpropylidene)-5-methyloxolane-2,4-dione
—— 4-methyl-oxonane-2,7-dione 528870-65-7 C9H14O3
4-methyl-oxonane-2,7-dione
—— 2-(5-Oxooxolan-3-yl)ethyl 2-methylprop-2-enoate 502916-59-8 C10H14O4
2-(5-Oxooxolan-3-yl)ethyl 2-methylprop-2-enoate
—— 5,5-dimethyl-4-(3-methyl-pent-4-enyl)-dihydro-furan-2-one 59019-92-0 C12H20O2
5,5-dimethyl-4-(3-methyl-pent-4-enyl)-dihydro-furan-2-one
—— (1R,7S)-4-oxabicyclo[5.1.0]octane-3,5-dione 59014-44-7 C7H8O3
(1R,7S)-4-oxabicyclo[5.1.0]octane-3,5-dione
—— 4-Methyl-2-oxo-3-oxabicyclo<4.2.0>nonan 58237-62-0 C9H14O2
4-Methyl-2-oxo-3-oxabicyclo<4.2.0>nonan
—— 3-Hexyl-hexahydro-cyclopenta[c]pyran-1-one 58237-65-3 C14H24O2
3-Hexyl-hexahydro-cyclopenta[c]pyran-1-one
—— 2-Methyl-2-propyl-β-butyrolacton 5810-02-6 C8H14O2
2-Methyl-2-propyl-β-butyrolacton
—— Decahydro-cyclopenta[c]chromen-4-one 58237-66-4 C12H18O2
Decahydro-cyclopenta[c]chromen-4-one
—— (3S,5S,6R)-3,5,6-Trimethyloxane-2,4-dione 922525-82-4 C8H12O3
(3S,5S,6R)-3,5,6-Trimethyloxane-2,4-dione
—— 2-Oxo-8-(propan-2-yl)-1-oxaspiro[4.5]decane-3-carboxylic acid 10017-79-5 C13H20O4
2-Oxo-8-(propan-2-yl)-1-oxaspiro[4.5]decane-3-carboxylic acid