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    首页 分子通 按分子结构分类 有机化合物 有机杂环化合物 香豆素

    香豆素

    香豆素 基本信息

    香豆素（Coumarin）是一类具有独特芳香气味的化合物，化学式为C9H6O2。它们属于苯骈α-呋喃酮类化合物，在自然界中广泛存在。

    结构特征

    香豆素的基本结构由苯环和呋喃酮构成，其中苯环与四个碳原子相连的呋喃酮单元形成独特的“香豆素环”。

    自然来源

    香豆素存在于多种植物、真菌及动物体内。在植物界中，它主要作为天然防御机制的一部分，用作对昆虫的化学信号。著名的例子包括：天竺葵科（如紫花苜蓿）、唇形科（如薄荷）和芸香科（如柑橘属果实）。此外，在真菌、苔藓及藻类中也有发现。

    化学性质 稳定性

    由于其独特的结构，香豆素表现出良好的化学稳定性。它们不易被氧化或还原，但可以与其他化合物发生多种类型的反应，包括缩合、取代等。

    生物活性

    许多香豆素衍生物具有生物活性，能够引起抗菌、抗炎、抗氧化等多种作用。这些特性使它们成为医药、食品添加剂等多个领域的重要研究对象。

    应用领域 医药行业

    在制药业中，某些结构类似物被开发为药物先导化合物。例如，香豆素类抗生素是最早的广谱抗生素之一；一些香豆素衍生物还表现出抗癌潜力。

    食品工业

    由于其独特的香气和味道，在食品加工中也得到了广泛应用，常作为香精成分使用。

    其他应用

    此外，它们还在染料生产、农药开发等多个领域展现出潜在价值。

    生产方法

    香豆素可通过多种合成路径获得。传统的化学合成涉及从苯甲醛出发的反应；而近年来，通过生物转化技术，利用微生物发酵过程制备天然香豆素也成为一种可持续的方法。

    总之，香豆素因其独特的结构和广泛的生物学应用，在多个领域中发挥着重要作用，并且仍然是有机化学研究中的一个重要课题。

    相关化合物

    中文名称 英文名称 CAS号 化学式 结构式图片
    —— (2R,3S)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepan-3-ol —— C15H21NO2
    (2R,3S)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepan-3-ol
    —— (2S,3S)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepan-3-ol —— C15H21NO2
    (2S,3S)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepan-3-ol
    —— (2R,3R)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepan-3-ol —— C15H21NO2
    (2R,3R)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepan-3-ol
    —— (2S,3R)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepan-3-ol —— C15H21NO2
    (2S,3R)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepan-3-ol
    —— (2R)-N-cycloheptyl-2-methyl-2,3-dihydro-1-benzofuran-5-amine —— C16H23NO
    (2R)-N-cycloheptyl-2-methyl-2,3-dihydro-1-benzofuran-5-amine
    —— (2S)-N-cycloheptyl-2-methyl-2,3-dihydro-1-benzofuran-5-amine —— C16H23NO
    (2S)-N-cycloheptyl-2-methyl-2,3-dihydro-1-benzofuran-5-amine
    —— 1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazole-4-carboxylic acid —— C13H12N2O3
    1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazole-4-carboxylic acid
    —— 1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazole-4-carboxylic acid —— C13H12N2O3
    1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazole-4-carboxylic acid
    —— 2-[5-(2,3-dihydro-1-benzofuran-6-yl)-3-methyl-1H-pyrrol-2-yl]ethanamine —— C15H18N2O
    2-[5-(2,3-dihydro-1-benzofuran-6-yl)-3-methyl-1H-pyrrol-2-yl]ethanamine
    —— (2R)-2-methyl-N-[(3R)-thiolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine —— C13H17NOS
    (2R)-2-methyl-N-[(3R)-thiolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— (2R)-2-methyl-N-[(3S)-thiolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine —— C13H17NOS
    (2R)-2-methyl-N-[(3S)-thiolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— (2S)-2-methyl-N-[(3S)-thiolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine —— C13H17NOS
    (2S)-2-methyl-N-[(3S)-thiolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— (2S)-2-methyl-N-[(3R)-thiolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine —— C13H17NOS
    (2S)-2-methyl-N-[(3R)-thiolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— (1S,2S,3R)-2-(2,3-dihydro-1-benzofuran-6-yl)-3-methoxycyclopropane-1-carboxylic acid —— C13H14O4
    (1S,2S,3R)-2-(2,3-dihydro-1-benzofuran-6-yl)-3-methoxycyclopropane-1-carboxylic acid
    —— (1S,2R,3R)-2-(2,3-dihydro-1-benzofuran-6-yl)-3-methoxycyclopropane-1-carboxylic acid —— C13H14O4
    (1S,2R,3R)-2-(2,3-dihydro-1-benzofuran-6-yl)-3-methoxycyclopropane-1-carboxylic acid
    —— (1S,2S,3S)-2-(2,3-dihydro-1-benzofuran-6-yl)-3-methoxycyclopropane-1-carboxylic acid —— C13H14O4
    (1S,2S,3S)-2-(2,3-dihydro-1-benzofuran-6-yl)-3-methoxycyclopropane-1-carboxylic acid
    —— (1S,2R,3S)-2-(2,3-dihydro-1-benzofuran-6-yl)-3-methoxycyclopropane-1-carboxylic acid —— C13H14O4
    (1S,2R,3S)-2-(2,3-dihydro-1-benzofuran-6-yl)-3-methoxycyclopropane-1-carboxylic acid
    —— (2R)-2-methyl-N-[(3S)-oxan-3-yl]-2,3-dihydro-1-benzofuran-5-amine —— C14H19NO2
    (2R)-2-methyl-N-[(3S)-oxan-3-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— (2S)-2-methyl-N-[(3S)-oxan-3-yl]-2,3-dihydro-1-benzofuran-5-amine —— C14H19NO2
    (2S)-2-methyl-N-[(3S)-oxan-3-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— (2S)-2-methyl-N-[(3R)-oxan-3-yl]-2,3-dihydro-1-benzofuran-5-amine —— C14H19NO2
    (2S)-2-methyl-N-[(3R)-oxan-3-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— (2R)-2-methyl-N-[(3R)-oxan-3-yl]-2,3-dihydro-1-benzofuran-5-amine —— C14H19NO2
    (2R)-2-methyl-N-[(3R)-oxan-3-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— (3S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]piperidin-3-amine —— C14H20N2O
    (3S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]piperidin-3-amine
    —— (3R)-N-(2,3-dihydro-1-benzofuran-5-yl)-1-methylpiperidin-3-amine —— C14H20N2O
    (3R)-N-(2,3-dihydro-1-benzofuran-5-yl)-1-methylpiperidin-3-amine
    —— (3S)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]piperidin-3-amine —— C14H20N2O
    (3S)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]piperidin-3-amine
    —— (3S)-N-(2,3-dihydro-1-benzofuran-5-yl)-1-methylpiperidin-3-amine —— C14H20N2O
    (3S)-N-(2,3-dihydro-1-benzofuran-5-yl)-1-methylpiperidin-3-amine
    —— (5S,6S)-5-amino-6-(2,3-dihydro-1-benzofuran-6-yl)piperidin-2-one —— C13H16N2O2
    (5S,6S)-5-amino-6-(2,3-dihydro-1-benzofuran-6-yl)piperidin-2-one
    —— (5R,6R)-5-amino-6-(2,3-dihydro-1-benzofuran-6-yl)piperidin-2-one —— C13H16N2O2
    (5R,6R)-5-amino-6-(2,3-dihydro-1-benzofuran-6-yl)piperidin-2-one
    —— (5R,6S)-5-amino-6-(2,3-dihydro-1-benzofuran-6-yl)piperidin-2-one —— C13H16N2O2
    (5R,6S)-5-amino-6-(2,3-dihydro-1-benzofuran-6-yl)piperidin-2-one
    —— (1S,3S)-3-(2,3-dihydro-1-benzofuran-6-yl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C14H16O3
    (1S,3S)-3-(2,3-dihydro-1-benzofuran-6-yl)-2,2-dimethylcyclopropane-1-carboxylic acid
    —— (1R,3S)-3-(2,3-dihydro-1-benzofuran-6-yl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C14H16O3
    (1R,3S)-3-(2,3-dihydro-1-benzofuran-6-yl)-2,2-dimethylcyclopropane-1-carboxylic acid
    —— (5S,6R)-5-amino-6-(2,3-dihydro-1-benzofuran-6-yl)piperidin-2-one —— C13H16N2O2
    (5S,6R)-5-amino-6-(2,3-dihydro-1-benzofuran-6-yl)piperidin-2-one
    —— (1R,3R)-3-(2,3-dihydro-1-benzofuran-6-yl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C14H16O3
    (1R,3R)-3-(2,3-dihydro-1-benzofuran-6-yl)-2,2-dimethylcyclopropane-1-carboxylic acid
    —— (2S)-N-cyclohexyl-2-methyl-2,3-dihydro-1-benzofuran-5-amine —— C15H21NO
    (2S)-N-cyclohexyl-2-methyl-2,3-dihydro-1-benzofuran-5-amine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepane —— C15H21NO
    (2R)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepane
    —— (2S)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)piperidin-3-one —— C14H17NO2
    (2S)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)piperidin-3-one
    —— (2R)-N-cyclohexyl-2-methyl-2,3-dihydro-1-benzofuran-5-amine —— C15H21NO
    (2R)-N-cyclohexyl-2-methyl-2,3-dihydro-1-benzofuran-5-amine
    —— (2S)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepane —— C15H21NO
    (2S)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)azepane
    —— (2R)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)piperidin-3-one —— C14H17NO2
    (2R)-2-(2,3-dihydro-1-benzofuran-6-ylmethyl)piperidin-3-one
    —— [3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-4-yl]methanamine —— C13H15N3O
    [3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-4-yl]methanamine
    —— [3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-4-yl]methanamine —— C13H15N3O
    [3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-4-yl]methanamine
    —— (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-(oxan-4-yl)propan-1-amine —— C16H23NO2
    (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-(oxan-4-yl)propan-1-amine
    —— (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-4-pyrrolidin-1-ylbutan-1-amine —— C16H24N2O
    (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-4-pyrrolidin-1-ylbutan-1-amine
    —— (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-4-pyrrolidin-1-ylbutan-1-amine —— C16H24N2O
    (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-4-pyrrolidin-1-ylbutan-1-amine
    —— 1-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1,4-diazepane —— C16H24N2O
    1-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1,4-diazepane
    —— 1-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1,4-diazepane —— C16H24N2O
    1-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1,4-diazepane
    —— (3R)-3-cyclopentyl-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C16H20O3
    (3R)-3-cyclopentyl-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— (3S)-3-cyclopentyl-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C16H20O3
    (3S)-3-cyclopentyl-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— (3S)-3-cyclohexyl-3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-amine —— C17H25NO
    (3S)-3-cyclohexyl-3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-amine
    —— (3R)-3-cyclohexyl-3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-amine —— C17H25NO
    (3R)-3-cyclohexyl-3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-amine
    —— (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-thiophen-2-ylpropan-1-amine —— C15H17NOS
    (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-thiophen-2-ylpropan-1-amine