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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
—— (2-Oxooxan-3-ylidene)methylurea —— C7H10N2O3
(2-Oxooxan-3-ylidene)methylurea
—— (7R,9Z)-4,4,7-trimethyl-1-oxacycloundec-9-ene-2,6-dione —— C13H20O3
(7R,9Z)-4,4,7-trimethyl-1-oxacycloundec-9-ene-2,6-dione
—— (3S,4E,5S)-5-[(1R)-1,2-dihydroxyethyl]-3-hydroxy-4-hydroxyiminooxolan-2-one —— C6H9NO6
(3S,4E,5S)-5-[(1R)-1,2-dihydroxyethyl]-3-hydroxy-4-hydroxyiminooxolan-2-one
—— (3S,4E,5S)-5-[(1S)-1,2-dihydroxyethyl]-3-hydroxy-4-hydroxyiminooxolan-2-one —— C6H9NO6
(3S,4E,5S)-5-[(1S)-1,2-dihydroxyethyl]-3-hydroxy-4-hydroxyiminooxolan-2-one
—— (5S)-5-[(Z)-4-methylpent-2-en-2-yl]oxolan-2-one —— C10H16O2
(5S)-5-[(Z)-4-methylpent-2-en-2-yl]oxolan-2-one
—— (7S)-7-tert-butyloxepan-2-one —— C10H18O2
(7S)-7-tert-butyloxepan-2-one
—— 4-[(5R)-5-tert-butyl-1-phenylpyrazolidin-3-ylidene]oxolane-2,3-dione —— C17H20N2O3
4-[(5R)-5-tert-butyl-1-phenylpyrazolidin-3-ylidene]oxolane-2,3-dione
—— (5R)-5-[(Z)-4-methylpent-2-en-2-yl]oxolan-2-one —— C10H16O2
(5R)-5-[(Z)-4-methylpent-2-en-2-yl]oxolan-2-one
—— 4-[(5S)-5-tert-butyl-1-phenylpyrazolidin-3-ylidene]oxolane-2,3-dione —— C17H20N2O3
4-[(5S)-5-tert-butyl-1-phenylpyrazolidin-3-ylidene]oxolane-2,3-dione
—— (3S,4R)-4-[(1R,2S)-1,2-dihydroxypropyl]-3-hydroxyoxetan-2-one —— C6H10O5
(3S,4R)-4-[(1R,2S)-1,2-dihydroxypropyl]-3-hydroxyoxetan-2-one
—— diethyl-methyl-[[(3R,5S)-5-methyl-2-oxooxolan-3-yl]methyl]azanium —— C11H22NO2+
diethyl-methyl-[[(3R,5S)-5-methyl-2-oxooxolan-3-yl]methyl]azanium
—— diethyl-methyl-[[(3S,5R)-5-methyl-2-oxooxolan-3-yl]methyl]azanium —— C11H22NO2+
diethyl-methyl-[[(3S,5R)-5-methyl-2-oxooxolan-3-yl]methyl]azanium
—— (3S,4R)-4-[(1S,2R)-1,2-dihydroxypropyl]-3-hydroxyoxetan-2-one —— C6H10O5
(3S,4R)-4-[(1S,2R)-1,2-dihydroxypropyl]-3-hydroxyoxetan-2-one
—— (3S,4R)-4-[(1S,2S)-1,2-dihydroxypropyl]-3-hydroxyoxetan-2-one —— C6H10O5
(3S,4R)-4-[(1S,2S)-1,2-dihydroxypropyl]-3-hydroxyoxetan-2-one
—— (3S,4R)-4-[(1R,2R)-1,2-dihydroxypropyl]-3-hydroxyoxetan-2-one —— C6H10O5
(3S,4R)-4-[(1R,2R)-1,2-dihydroxypropyl]-3-hydroxyoxetan-2-one
—— 5-Oxaspiro[2.5]octane-4,6-dione —— C7H8O3
5-Oxaspiro[2.5]octane-4,6-dione
—— 3-(1H-pyrrol-2-ylmethylidene)oxolan-2-one —— C9H9NO2
3-(1H-pyrrol-2-ylmethylidene)oxolan-2-one
—— 1-(Hydroxymethyl)-4,8-dimethyl-7-methylidene-2,5-dioxabicyclo[2.2.2]octane-3,6-dione —— C10H12O5
1-(Hydroxymethyl)-4,8-dimethyl-7-methylidene-2,5-dioxabicyclo[2.2.2]octane-3,6-dione
—— (3S,4R,5S)-3,4-dihydroxy-5-[(1S,2R)-1,2,3-trihydroxypropyl]oxolan-2-one —— C7H12O7
(3S,4R,5S)-3,4-dihydroxy-5-[(1S,2R)-1,2,3-trihydroxypropyl]oxolan-2-one
—— (3S,4S,5S)-3,4-dihydroxy-5-[(1S,2R)-1,2,3-trihydroxypropyl]oxolan-2-one —— C7H12O7
(3S,4S,5S)-3,4-dihydroxy-5-[(1S,2R)-1,2,3-trihydroxypropyl]oxolan-2-one
—— 4,6-dimethyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one —— C10H16O2
4,6-dimethyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one
—— (6R)-6-[(1E,3Z,6Z,9Z)-pentadeca-1,3,6,9-tetraenyl]oxan-2-one —— C20H30O2
(6R)-6-[(1E,3Z,6Z,9Z)-pentadeca-1,3,6,9-tetraenyl]oxan-2-one
—— (6R)-6-cyclopentyloxan-2-one —— C10H16O2
(6R)-6-cyclopentyloxan-2-one
—— (6S)-6-cyclopentyloxan-2-one —— C10H16O2
(6S)-6-cyclopentyloxan-2-one
—— (1S,5'R,8S,9S,10S,11S)-5'-(furan-3-yl)-11-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione —— C19H20O6
(1S,5'R,8S,9S,10S,11S)-5'-(furan-3-yl)-11-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione
—— (1S,5'R,8S,9S,10S,11R)-5'-(furan-3-yl)-11-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione —— C19H20O6
(1S,5'R,8S,9S,10S,11R)-5'-(furan-3-yl)-11-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione
—— (1S,5'R,8S,9S,10R,11R)-5'-(furan-3-yl)-11-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione —— C19H20O6
(1S,5'R,8S,9S,10R,11R)-5'-(furan-3-yl)-11-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione
—— (3S)-3-phenyl-2-oxaspiro[4.5]decan-1-one —— C15H18O2
(3S)-3-phenyl-2-oxaspiro[4.5]decan-1-one
—— (1S,5'R,8S,9S,10R,11S)-5'-(furan-3-yl)-11-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione —— C19H20O6
(1S,5'R,8S,9S,10R,11S)-5'-(furan-3-yl)-11-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione
—— Propyl 2-methyl-5-oxooxolane-2-carboxylate —— C9H14O4
Propyl 2-methyl-5-oxooxolane-2-carboxylate
—— (3S)-3-[[1-(2-aminoethyl)-4,5-dihydroimidazol-2-yl]methyl]oxan-2-one —— C11H19N3O2
(3S)-3-[[1-(2-aminoethyl)-4,5-dihydroimidazol-2-yl]methyl]oxan-2-one
—— (3R)-3-[[1-(2-aminoethyl)-4,5-dihydroimidazol-2-yl]methyl]oxan-2-one —— C11H19N3O2
(3R)-3-[[1-(2-aminoethyl)-4,5-dihydroimidazol-2-yl]methyl]oxan-2-one
—— (3S)-3-chlorooxolan-2-one —— C4H5ClO2
(3S)-3-chlorooxolan-2-one
—— (3S,4R)-4-[(1R)-1,2-dihydroxyethyl]-3-hydroxyoxetan-2-one —— C5H8O5
(3S,4R)-4-[(1R)-1,2-dihydroxyethyl]-3-hydroxyoxetan-2-one
—— (3S,4R)-4-[(1S)-1,2-dihydroxyethyl]-3-hydroxyoxetan-2-one —— C5H8O5
(3S,4R)-4-[(1S)-1,2-dihydroxyethyl]-3-hydroxyoxetan-2-one
—— 2-[(2S,4R)-2-[(3R,4E,6E)-3,5-dimethyl-2-oxoocta-4,6-dienyl]-6-oxooxan-4-yl]acetamide —— C17H25NO4
2-[(2S,4R)-2-[(3R,4E,6E)-3,5-dimethyl-2-oxoocta-4,6-dienyl]-6-oxooxan-4-yl]acetamide
—— (3S,4S)-4-[(1R)-1,2-dihydroxyethyl]-3-hydroxyoxetan-2-one —— C5H8O5
(3S,4S)-4-[(1R)-1,2-dihydroxyethyl]-3-hydroxyoxetan-2-one
—— ethyl (3R)-5,5-dimethyl-2-oxooxolane-3-carboxylate —— C9H14O4
ethyl (3R)-5,5-dimethyl-2-oxooxolane-3-carboxylate
—— (3S,5S)-5-methyl-2-oxooxolane-3-carbonitrile —— C6H7NO2
(3S,5S)-5-methyl-2-oxooxolane-3-carbonitrile
—— (3R)-5,5-dimethyl-2-oxooxolane-3-carbonitrile —— C7H9NO2
(3R)-5,5-dimethyl-2-oxooxolane-3-carbonitrile
—— 5-Oxo-2-phenyltetrahydro-3-furoic acid sodium salt 13389-97-4 C11H9NaO4
5-Oxo-2-phenyltetrahydro-3-furoic acid sodium salt
—— (3S)-3,4,4,5,5-pentamethyloxolan-2-one —— C9H16O2
(3S)-3,4,4,5,5-pentamethyloxolan-2-one
—— (3R,5S)-5-methyl-3-[[2-[[(3R,5S)-5-methyl-2-oxooxolan-3-yl]methyl]phenyl]methyl]oxolan-2-one —— C18H22O4
(3R,5S)-5-methyl-3-[[2-[[(3R,5S)-5-methyl-2-oxooxolan-3-yl]methyl]phenyl]methyl]oxolan-2-one
—— (3R,5S)-5-methyl-3-[[2-[[(3S,5R)-5-methyl-2-oxooxolan-3-yl]methyl]phenyl]methyl]oxolan-2-one —— C18H22O4
(3R,5S)-5-methyl-3-[[2-[[(3S,5R)-5-methyl-2-oxooxolan-3-yl]methyl]phenyl]methyl]oxolan-2-one
—— (3R,5S)-5-methyl-3-[[2-[[(3S,5S)-5-methyl-2-oxooxolan-3-yl]methyl]phenyl]methyl]oxolan-2-one —— C18H22O4
(3R,5S)-5-methyl-3-[[2-[[(3S,5S)-5-methyl-2-oxooxolan-3-yl]methyl]phenyl]methyl]oxolan-2-one
—— (1S,4R,6R)-6-bromo-4-ethyl-2-oxabicyclo[2.2.1]heptan-3-one —— C8H11BrO2
(1S,4R,6R)-6-bromo-4-ethyl-2-oxabicyclo[2.2.1]heptan-3-one
—— (1R,4S,6R)-6-bromo-4-ethyl-2-oxabicyclo[2.2.1]heptan-3-one —— C8H11BrO2
(1R,4S,6R)-6-bromo-4-ethyl-2-oxabicyclo[2.2.1]heptan-3-one
—— (3S,4S,5S,6S,7S)-3,4,5,6,7-pentahydroxyoxocan-2-one —— C7H12O7
(3S,4S,5S,6S,7S)-3,4,5,6,7-pentahydroxyoxocan-2-one
—— (3S,4S,5S,6S,7R)-3,4,5,6,7-pentahydroxyoxocan-2-one —— C7H12O7
(3S,4S,5S,6S,7R)-3,4,5,6,7-pentahydroxyoxocan-2-one
—— (3S,4S,5S,6R,7S)-3,4,5,6,7-pentahydroxyoxocan-2-one —— C7H12O7
(3S,4S,5S,6R,7S)-3,4,5,6,7-pentahydroxyoxocan-2-one