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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
—— 9-tert-Butyl-1-oxaspiro[4.5]deca-6,9-dien-2,8-dione —— C13H16O3
9-tert-Butyl-1-oxaspiro[4.5]deca-6,9-dien-2,8-dione
—— Xylonic acid, 1,4-lactone, TMS —— C14H32O5Si3
Xylonic acid, 1,4-lactone, TMS
—— 3-Deoxy-2-C-hydroxymethyl-erythro-pentonic acid, 1,4-lactone, TMS —— C15H34O5Si3
3-Deoxy-2-C-hydroxymethyl-erythro-pentonic acid, 1,4-lactone, TMS
—— 4-Ethyl-4-heptanolide —— C9H16O2
4-Ethyl-4-heptanolide
—— [4,4,6,6,6-2H5]Mevalonic Acid Lactone —— C6H10O3
[4,4,6,6,6-2H5]Mevalonic Acid Lactone
—— 2C-(2-Hydroxyethyl)threonic acid lactone # 1, TMS —— C15H34O5Si3
2C-(2-Hydroxyethyl)threonic acid lactone # 1, TMS
—— 2C-(2-Hydroxyethyl)erithronic acid lactone # 1, TMS —— C15H34O5Si3
2C-(2-Hydroxyethyl)erithronic acid lactone # 1, TMS
—— 4-(cis-3-Hexenoxy)-gamma-valerolactone —— C11H18O3
4-(cis-3-Hexenoxy)-gamma-valerolactone
—— cis-2,6-Dimethyl-heptan-5-olide —— C9H16O2
cis-2,6-Dimethyl-heptan-5-olide
—— trans-2,6-Dimethyl-heptan-5-olide —— C9H16O2
trans-2,6-Dimethyl-heptan-5-olide
—— 4-(2-Phenylethoxy)-gamma-valerolactone —— C13H16O3
4-(2-Phenylethoxy)-gamma-valerolactone
—— Methylcamphonanate —— C10H14O4
Methylcamphonanate
—— 2-Methyloctan-4-olide, trans- 94319-39-8 C9H16O2
2-Methyloctan-4-olide, trans-
—— Mannonic acid, 2,3,5,6-tetrakis-O-(trimethylsilyl)-, lactone —— C18H42O6Si4
Mannonic acid, 2,3,5,6-tetrakis-O-(trimethylsilyl)-, lactone
—— D-Glucaric acid, 1,4-lactone —— C6H8O7
D-Glucaric acid, 1,4-lactone
—— 3-Hydroxy-5-(1,2,3-trihydroxypropyl)oxolan-2-one —— C7H12O6
3-Hydroxy-5-(1,2,3-trihydroxypropyl)oxolan-2-one
—— Senkyunolide P —— C24H30O4
Senkyunolide P
—— 3-(Dimethylaminomethylidene)-3a-methyl-4,5,6,6a-tetrahydrocyclopenta[b]furan-2-one —— C11H17NO2
3-(Dimethylaminomethylidene)-3a-methyl-4,5,6,6a-tetrahydrocyclopenta[b]furan-2-one
—— 3-ethyl-4-[(1-methyl-1H-imidazol-1-ium-5-yl)methyl]oxolan-2-one —— C11H17N2O2+
3-ethyl-4-[(1-methyl-1H-imidazol-1-ium-5-yl)methyl]oxolan-2-one
—— Simvastatin, TMS derivative —— C28H46O5Si
Simvastatin, TMS derivative
—— 9,10-Di(methylthio) octa-decanolide —— C20H38O2S2
9,10-Di(methylthio) octa-decanolide
—— 13,15-Dihydroxy-6-(2-hydroxyacetyl)-5-methyl-19-oxapentacyclo[8.7.2.01,13.02,10.05,9]nonadecan-18-one —— C21H30O6
13,15-Dihydroxy-6-(2-hydroxyacetyl)-5-methyl-19-oxapentacyclo[8.7.2.01,13.02,10.05,9]nonadecan-18-one
—— trans-4-Hydroxy-3-methylundecanoic acid lactone —— C12H22O2
trans-4-Hydroxy-3-methylundecanoic acid lactone
—— (4R,5R)-5-heptyl-4-methyldihydrofuran-2(3H)-one —— C12H22O2
(4R,5R)-5-heptyl-4-methyldihydrofuran-2(3H)-one
—— 4-Chlorobut-2-ynyl 3,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octane-2-carboxylate —— C14H17ClO4
4-Chlorobut-2-ynyl 3,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octane-2-carboxylate
—— D-(+)-Glucuronic acid gamma-lactone, tris(trimethylsilyl) ether, benzyloxime (isomer 2) —— C22H39NO6Si3
D-(+)-Glucuronic acid gamma-lactone, tris(trimethylsilyl) ether, benzyloxime (isomer 2)
—— D-(+)-Glucuronic acid gamma-lactone, tris(trimethylsilyl) ether, benzyloxime (isomer 1) —— C22H39NO6Si3
D-(+)-Glucuronic acid gamma-lactone, tris(trimethylsilyl) ether, benzyloxime (isomer 1)
—— D-(+)-Glucuronic acid gamma-lactone, tris(trimethylsilyl) ether, methyloxime (anti) —— C16H35NO6Si3
D-(+)-Glucuronic acid gamma-lactone, tris(trimethylsilyl) ether, methyloxime (anti)
—— dihydromahubenolide B 71325-93-4 C21H36O3
dihydromahubenolide B
—— 2-Oxabicyclo[4.3.0]non-8-en-3-one, cis- —— C8H10O2
2-Oxabicyclo[4.3.0]non-8-en-3-one, cis-
—— 2-Oxabicyclo[4.3.0]non-8-en-3-one, 4,4-dimethyl-, cis- —— C10H14O2
2-Oxabicyclo[4.3.0]non-8-en-3-one, 4,4-dimethyl-, cis-
—— (2-Oxotetrahydrofuran-3-yl)methyl trifluoroacetate —— C7H7F3O4
(2-Oxotetrahydrofuran-3-yl)methyl trifluoroacetate
—— 2H-Pyran-2,4(3H)-dione, 3-acetyl-6-ethoxydihydro- —— C9H12O5
2H-Pyran-2,4(3H)-dione, 3-acetyl-6-ethoxydihydro-
—— 5-Benzylidene-2-(2-oxooxolan-3-yl)sulfanyl-1,3-thiazol-4-one —— C14H11NO3S2
5-Benzylidene-2-(2-oxooxolan-3-yl)sulfanyl-1,3-thiazol-4-one
—— 6-(3H-diazirine-3-carbonyl)-5-methyl-19-oxapentacyclo[8.7.2.01,13.02,10.05,9]nonadec-13-ene-15,18-dione —— C21H24N2O4
6-(3H-diazirine-3-carbonyl)-5-methyl-19-oxapentacyclo[8.7.2.01,13.02,10.05,9]nonadec-13-ene-15,18-dione
—— (4S,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one —— C6H10O6
(4S,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(5-oxooxolan-3-yl)acetamide —— C19H26N2O3
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(5-oxooxolan-3-yl)acetamide
—— [(1S,3R,7S,8S)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 3-hydroxy-2,2-dimethylbutanoate —— C25H38O6
[(1S,3R,7S,8S)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 3-hydroxy-2,2-dimethylbutanoate
—— 5-Aminooxepan-2-one —— C6H11NO2
5-Aminooxepan-2-one
—— 5-Aminooxepan-2-one hydrochloride —— C6H12ClNO2
5-Aminooxepan-2-one hydrochloride
—— (4-Methyl-2-oxooxan-4-yl) 1-(2,2-dimethylpropyl)-2,2-dimethylcyclopropane-1-carboxylate —— C17H28O4
(4-Methyl-2-oxooxan-4-yl) 1-(2,2-dimethylpropyl)-2,2-dimethylcyclopropane-1-carboxylate
—— 4-[2-[1-Ethylsulfinyl-2-(4-hydroxyoxetan-2-yl)propyl]sulfinylethyl]oxetan-2-one —— C13H22O6S2
4-[2-[1-Ethylsulfinyl-2-(4-hydroxyoxetan-2-yl)propyl]sulfinylethyl]oxetan-2-one
—— (4-Methyl-2-oxooxan-4-yl) bicyclo[2.2.1]hept-2-ene-1-carboxylate —— C14H18O4
(4-Methyl-2-oxooxan-4-yl) bicyclo[2.2.1]hept-2-ene-1-carboxylate
—— 3-Butan-2-ylidene-4-propan-2-ylideneoxolan-2-one —— C11H16O2
3-Butan-2-ylidene-4-propan-2-ylideneoxolan-2-one
—— (4S,5S)-5-[(2R)-2-[(1R,3aR,7aR)-4-(bromomethylidene)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]propyl]-4-butyl-3-methylideneoxolan-2-one —— C23H35BrO2
(4S,5S)-5-[(2R)-2-[(1R,3aR,7aR)-4-(bromomethylidene)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]propyl]-4-butyl-3-methylideneoxolan-2-one
—— (2,6-Dioxooxan-4-yl)-methyl-methylidenephosphanium —— C7H10O3P+
(2,6-Dioxooxan-4-yl)-methyl-methylidenephosphanium
—— 6-[2-(4-Oxooxan-3-yl)ethyl]oxan-2-one —— C12H18O4
6-[2-(4-Oxooxan-3-yl)ethyl]oxan-2-one
—— Ethane;3-methyloxolan-2-one —— C7H14O2
Ethane;3-methyloxolan-2-one
—— 4-Hex-3-enyl-4-methyloxetan-2-one —— C10H16O2
4-Hex-3-enyl-4-methyloxetan-2-one
—— 11-Butyl-3-oxatricyclo[5.5.1.11,5]tetradecan-4-one —— C17H28O2
11-Butyl-3-oxatricyclo[5.5.1.11,5]tetradecan-4-one