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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
—— Tetrahydrofuran-2-one, 3-[1-fluoroethyl]-5-[[2-hydroxypropyl]benzeneethyl- —— C17H23FO3
Tetrahydrofuran-2-one, 3-[1-fluoroethyl]-5-[[2-hydroxypropyl]benzeneethyl-
—— 3-(ethoxymethylidene)-6,6-dimethyloxane-2,4-dione —— C10H14O4
3-(ethoxymethylidene)-6,6-dimethyloxane-2,4-dione
—— 3-Oxabicyclo[3.1.0]hexane-5,6,6-tricarbonitrile, 2,2-dimethyl-4-oxo- —— C10H7N3O2
3-Oxabicyclo[3.1.0]hexane-5,6,6-tricarbonitrile, 2,2-dimethyl-4-oxo-
—— 3-(dimethylaminomethylidene)-6,6-dimethyloxane-2,4-dione —— C10H15NO3
3-(dimethylaminomethylidene)-6,6-dimethyloxane-2,4-dione
—— 2(3H)-Furanone, 4,5-dihydro-5-methoxy-4-(2-methyl-3-methylene-1-buten-4-yl)- —— C11H16O3
2(3H)-Furanone, 4,5-dihydro-5-methoxy-4-(2-methyl-3-methylene-1-buten-4-yl)-
—— d-Galactono-1,4-lactone, 2,3-bis(diethylboryl)oxy-5,6-O-(ethylboranediyl)- —— C16H31B3O6
d-Galactono-1,4-lactone, 2,3-bis(diethylboryl)oxy-5,6-O-(ethylboranediyl)-
—— 2(3H)-Furanone, 4,5-dihydro-3-methoxy-4-(2-methyl-1-propen-3-yl)-, trans- —— C9H14O3
2(3H)-Furanone, 4,5-dihydro-3-methoxy-4-(2-methyl-1-propen-3-yl)-, trans-
—— 2H-Pyran-2-one, tetrahydro-4-(2-methyl-3-methylene-1-buten-4-yl)- —— C11H16O2
2H-Pyran-2-one, tetrahydro-4-(2-methyl-3-methylene-1-buten-4-yl)-
—— 2(3H)-Furanone, 4,5-dihydro-5-methoxy-4-(2,3-dimethyl-2-buten-4-yl)- —— C11H18O3
2(3H)-Furanone, 4,5-dihydro-5-methoxy-4-(2,3-dimethyl-2-buten-4-yl)-
—— N-(5-Oxo-tetrahydro-furan-2-ylmethyl)-acetamide —— C7H11NO3
N-(5-Oxo-tetrahydro-furan-2-ylmethyl)-acetamide
—— 3-[1-[2-[1-(2,4-dioxooxolan-3-ylidene)ethylamino]ethylamino]ethylidene]oxolane-2,4-dione —— C14H16N2O6
3-[1-[2-[1-(2,4-dioxooxolan-3-ylidene)ethylamino]ethylamino]ethylidene]oxolane-2,4-dione
—— Guaia-1(10),11-dien-15,2-olide —— C15H20O2
Guaia-1(10),11-dien-15,2-olide
—— Mevalonic lactone, trimethylsilyl —— C9H18O3Si
Mevalonic lactone, trimethylsilyl
—— 11-Hexyl-oxacycloundecan-2-one —— C16H30O2
11-Hexyl-oxacycloundecan-2-one
—— 5-Hydroxy-nonadecanoic, delta-lactone —— C19H36O2
5-Hydroxy-nonadecanoic, delta-lactone
—— 4-Hydroxy-nonadecanoic, gamma-lactone —— C19H36O2
4-Hydroxy-nonadecanoic, gamma-lactone
—— Xylonic acid, 2,3,4-tris-O-(trimethylsilyl)-, delta-lactone, D- —— C14H32O5Si3
Xylonic acid, 2,3,4-tris-O-(trimethylsilyl)-, delta-lactone, D-
—— 5-methyl-3-trimethylsilyloxyoxolan-2-one —— C8H16O3Si
5-methyl-3-trimethylsilyloxyoxolan-2-one
—— 2-Deoxytetronic acid, 1,4-lactone, TMS —— C7H14O3Si
2-Deoxytetronic acid, 1,4-lactone, TMS
—— 4-trimethylsilyloxy-5-(1-trimethylsilyloxyethyl)oxolan-2-one —— C12H26O4Si2
4-trimethylsilyloxy-5-(1-trimethylsilyloxyethyl)oxolan-2-one
—— Idonic acid, 2,3,5,6-tetrakis-O-(trimethylsilyl)-, lactone —— C18H42O6Si4
Idonic acid, 2,3,5,6-tetrakis-O-(trimethylsilyl)-, lactone
—— 3,4-bis(trimethylsilyloxy)-5-(1-trimethylsilyloxyethyl)oxolan-2-one —— C15H34O5Si3
3,4-bis(trimethylsilyloxy)-5-(1-trimethylsilyloxyethyl)oxolan-2-one
—— D-Ribonic acid, 2-C-methyl-2,3,5-tris-O-(trimethylsilyl)-, lactone —— C15H34O5Si3
D-Ribonic acid, 2-C-methyl-2,3,5-tris-O-(trimethylsilyl)-, lactone
—— Arabino-Hexonic acid, 2-deoxy-3,5,6-tris-O-(trimethylsilyl)-, gamma-lactone —— C15H34O5Si3
Arabino-Hexonic acid, 2-deoxy-3,5,6-tris-O-(trimethylsilyl)-, gamma-lactone
—— Threono-1,4-lactone, bis-TMS —— C10H22O4Si2
Threono-1,4-lactone, bis-TMS
—— 3-methyl-3,4-bis(trimethylsilyloxy)oxolan-2-one —— C11H24O4Si2
3-methyl-3,4-bis(trimethylsilyloxy)oxolan-2-one
—— 3-trimethylsilyloxy-5-(trimethylsilyloxymethyl)oxolan-2-one —— C11H24O4Si2
3-trimethylsilyloxy-5-(trimethylsilyloxymethyl)oxolan-2-one
—— D-threo-Pentonic acid, 3-deoxy-2,5-bis-O-(trimethylsilyl)-2-C-[[(trimethylsilyl)oxy]methyl]-, lactone —— C15H34O5Si3
D-threo-Pentonic acid, 3-deoxy-2,5-bis-O-(trimethylsilyl)-2-C-[[(trimethylsilyl)oxy]methyl]-, lactone
—— 3,6-dideoxy-arabino-hexonic acid, 1,4-lactone, TMS —— C12H26O4Si2
3,6-dideoxy-arabino-hexonic acid, 1,4-lactone, TMS
—— Hexanoic acid, 3-hydroxy-2,2-dimethyl-, beta-lactone —— C8H14O2
Hexanoic acid, 3-hydroxy-2,2-dimethyl-, beta-lactone
—— 4-isopropyl-3,3-dimethyl-oxetan-2-one 7227-96-5 C8H14O2
4-isopropyl-3,3-dimethyl-oxetan-2-one
—— (+/-)-Camphoric anhydride —— C10H14O3
(+/-)-Camphoric anhydride
—— Methyl 2-((1S,8R)-1,6,8-trimethyl-3-oxa-2-oxotricyclo[6.3.1.0<4,12>]dodec-5-en-7-yl)acetate —— C17H24O4
Methyl 2-((1S,8R)-1,6,8-trimethyl-3-oxa-2-oxotricyclo[6.3.1.0<4,12>]dodec-5-en-7-yl)acetate
—— 2-((1S,7S,8R)-1,6,8-Trimethyl-3-oxa-2-oxotricyclo[6.3.1.0<4,12>]dodec-5-en-7-yl)ethanal —— C16H22O3
2-((1S,7S,8R)-1,6,8-Trimethyl-3-oxa-2-oxotricyclo[6.3.1.0<4,12>]dodec-5-en-7-yl)ethanal
—— 4-Hydroxy-3-icos-11-ynyl-5-methyl-dihydro-furan-2-one —— C50H86O6
4-Hydroxy-3-icos-11-ynyl-5-methyl-dihydro-furan-2-one
—— 6H-3,6a-Methano-4H-naphtho[2,1-c]oxocin-4-one, 13-[(acetyloxy)methyl]dodecahydro-9,9,12a-trimethyl-, (3R,6aS,8aS,12aS,13R)- —— C22H34O4
6H-3,6a-Methano-4H-naphtho[2,1-c]oxocin-4-one, 13-[(acetyloxy)methyl]dodecahydro-9,9,12a-trimethyl-, (3R,6aS,8aS,12aS,13R)-
—— 6H-3,6a-Methano-4H-naphtho[2,1-c]oxocin-4-one, dodecahydro-13-(hydroxymethyl)-9,9,12a-trimethyl-, (3R,6aS,8aS,12aS,13R)- —— C20H32O3
6H-3,6a-Methano-4H-naphtho[2,1-c]oxocin-4-one, dodecahydro-13-(hydroxymethyl)-9,9,12a-trimethyl-, (3R,6aS,8aS,12aS,13R)-
—— 5-[tert-butyl(dimethyl)silyl]oxy-3-[2-[(2-methylpropan-2-yl)oxy]ethylidene]-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-2-one —— C19H34O4Si
5-[tert-butyl(dimethyl)silyl]oxy-3-[2-[(2-methylpropan-2-yl)oxy]ethylidene]-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-2-one
—— Propan-2-yl 8-[dimethyl(phenyl)silyl]-5-oxo-9-(2-phenylcyclohexyl)oxy-2,6,10-trioxa-1-azatricyclo[5.3.1.04,11]undecane-3-carboxylate —— C31H39NO7Si
Propan-2-yl 8-[dimethyl(phenyl)silyl]-5-oxo-9-(2-phenylcyclohexyl)oxy-2,6,10-trioxa-1-azatricyclo[5.3.1.04,11]undecane-3-carboxylate
—— 3-(1-Ethoxy-ethoxy)-4,4-dimethyl-dihydro-furan-2-one —— C10H18O4
3-(1-Ethoxy-ethoxy)-4,4-dimethyl-dihydro-furan-2-one
—— 5-[tert-butyl(dimethyl)silyl]oxy-3-[(2-methylpropan-2-yl)oxymethylidene]-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-2-one —— C18H32O4Si
5-[tert-butyl(dimethyl)silyl]oxy-3-[(2-methylpropan-2-yl)oxymethylidene]-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-2-one
—— 4-Hydroxy-3-methyl-5-(2-methylenehept-6-ynyl)tetrahydrofuran-2-one —— C13H18O3
4-Hydroxy-3-methyl-5-(2-methylenehept-6-ynyl)tetrahydrofuran-2-one
—— 4-(1,2-Dihydroxyethyl)-3-methyl-oxetan-2-one —— C6H10O4
4-(1,2-Dihydroxyethyl)-3-methyl-oxetan-2-one
—— 2-[bis(2-oxonioethyl)amino]ethyloxidanium;(4,4-dimethyl-2-oxooxolan-3-yl)oxidanium;germane —— C12H33GeNO6+4
2-[bis(2-oxonioethyl)amino]ethyloxidanium;(4,4-dimethyl-2-oxooxolan-3-yl)oxidanium;germane
—— 2-(8'-Iodo-3'-oxospiro[1,3-dioxolane-2,6'-2-oxabicyclo[3.3.1]nonane]-5'-yl)acetaldehyde —— C12H15IO5
2-(8'-Iodo-3'-oxospiro[1,3-dioxolane-2,6'-2-oxabicyclo[3.3.1]nonane]-5'-yl)acetaldehyde
—— (4-oxo-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-6-yl)methyl acetate —— C14H14O6
(4-oxo-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-6-yl)methyl acetate
—— 6-Ethoxy-3-phenyl-6,6a-dihydrofuro[3,4-d]isoxazol-4(3aH)-one —— C13H13NO4
6-Ethoxy-3-phenyl-6,6a-dihydrofuro[3,4-d]isoxazol-4(3aH)-one
—— 2-(4-Oxo-3-oxaspiro[4.5]decan-10-yl)acetic acid —— C11H16O4
2-(4-Oxo-3-oxaspiro[4.5]decan-10-yl)acetic acid
—— 10-Phenyl-3-oxatricyclo[5.4.1.04,12]dodeca-1(11),7-dien-2-one —— C17H16O2
10-Phenyl-3-oxatricyclo[5.4.1.04,12]dodeca-1(11),7-dien-2-one
—— 2,6,8-Trihydroxy-3,7-dimethyl-11-methylidene-9-pentan-2-yloxy-4,13-dioxatricyclo[8.3.0.03,5]tridecan-12-one —— C19H30O7
2,6,8-Trihydroxy-3,7-dimethyl-11-methylidene-9-pentan-2-yloxy-4,13-dioxatricyclo[8.3.0.03,5]tridecan-12-one