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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
    —— 3-(2,3-dihydrobenzofuran-5-yl)-3-(isobutyl{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)ethoxy]benzyl}amino)propionic acid —— C30H37N3O7
    3-(2,3-dihydrobenzofuran-5-yl)-3-(isobutyl{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)ethoxy]benzyl}amino)propionic acid
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)-3-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl-propylamino]propanoic acid —— C29H35N3O6
    3-(2,3-Dihydro-1-benzofuran-5-yl)-3-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl-propylamino]propanoic acid
    —— 3-(cyclopropylmethyl{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)ethoxy]benzyl}amino)-3-(2,3-dihydro-benzofuran-5-yl)propionic acid —— C30H35N3O7
    3-(cyclopropylmethyl{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)ethoxy]benzyl}amino)-3-(2,3-dihydro-benzofuran-5-yl)propionic acid
    —— 3-[Cyclopentylmethyl-[[3-methoxy-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C32H39N3O7
    3-[Cyclopentylmethyl-[[3-methoxy-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-[Cyclohexylmethyl-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C32H40N2O6
    3-[Cyclohexylmethyl-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-[Butyl-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C30H37N3O6
    3-[Butyl-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-[Cyclopentylmethyl-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C32H39N3O6
    3-[Cyclopentylmethyl-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)-3-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methylphenyl]methyl-(2-methylpropyl)amino]propanoic acid —— C29H36N2O6
    3-(2,3-Dihydro-1-benzofuran-5-yl)-3-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methylphenyl]methyl-(2-methylpropyl)amino]propanoic acid
    —— 3-(2,3-dihydrobenzofuran-5-yl)-3-({3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)ethoxy]benzyl}propylamino)propionic acid —— C29H35N3O7
    3-(2,3-dihydrobenzofuran-5-yl)-3-({3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)ethoxy]benzyl}propylamino)propionic acid
    —— 3-[Cyclopropylmethyl-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C30H35N3O6
    3-[Cyclopropylmethyl-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-[Cyclopropylmethyl-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C30H36N2O5
    3-[Cyclopropylmethyl-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)-3-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl-(2-methylpropyl)amino]propanoic acid —— C30H37N3O6
    3-(2,3-Dihydro-1-benzofuran-5-yl)-3-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl-(2-methylpropyl)amino]propanoic acid
    —— 3-(butyl{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)ethoxy]benzyl}amino)-3-(2,3-dihydrobenzofuran-5-yl)propionic acid —— C30H37N3O7
    3-(butyl{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)ethoxy]benzyl}amino)-3-(2,3-dihydrobenzofuran-5-yl)propionic acid
    —— 3-[Butyl-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C29H36N2O6
    3-[Butyl-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-[Cyclopentylmethyl-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methoxyphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C32H40N2O6
    3-[Cyclopentylmethyl-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methoxyphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-[Butyl-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C30H38N2O5
    3-[Butyl-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-[Cyclohexylmethyl-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxyphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C32H40N2O7
    3-[Cyclohexylmethyl-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxyphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— diethyl (3S)-3-hydroxy-7-methoxy-3H-1-benzofuran-2,2-dicarboxylate —— C15H18O7
    diethyl (3S)-3-hydroxy-7-methoxy-3H-1-benzofuran-2,2-dicarboxylate
    —— 5-(2-Ethoxyethylsulfanyl)-2,3-dihydro-1-benzofuran —— C12H16O2S
    5-(2-Ethoxyethylsulfanyl)-2,3-dihydro-1-benzofuran
    —— 2,3-Dihydro-1-benzofuran-4-yl hydrogen carbonate —— C9H8O4
    2,3-Dihydro-1-benzofuran-4-yl hydrogen carbonate
    —— 2,3-Dihydro-1-benzofuran-4-yl carbamate —— C9H9NO3
    2,3-Dihydro-1-benzofuran-4-yl carbamate
    —— (1Z)-2-methyl-1-[(3S)-3-piperidin-1-ium-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol —— C17H24NO2+
    (1Z)-2-methyl-1-[(3S)-3-piperidin-1-ium-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1Z)-2-methyl-1-[(3R)-3-piperidin-1-ium-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol —— C17H24NO2+
    (1Z)-2-methyl-1-[(3R)-3-piperidin-1-ium-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1E)-2-methyl-1-[(3S)-3-piperidin-1-ium-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol —— C17H24NO2+
    (1E)-2-methyl-1-[(3S)-3-piperidin-1-ium-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1E)-2-methyl-1-[(3R)-3-piperidin-1-ium-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol —— C17H24NO2+
    (1E)-2-methyl-1-[(3R)-3-piperidin-1-ium-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1Z)-2-methyl-1-[(3S)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol —— C17H23NO2
    (1Z)-2-methyl-1-[(3S)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (E)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-(morpholine-4-carbonyl)prop-2-enenitrile —— C17H18N2O3
    (E)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-(morpholine-4-carbonyl)prop-2-enenitrile
    —— (Z)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-(morpholine-4-carbonyl)prop-2-enenitrile —— C17H18N2O3
    (Z)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-(morpholine-4-carbonyl)prop-2-enenitrile
    —— (Z)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-(morpholine-4-carbonyl)prop-2-enenitrile —— C17H18N2O3
    (Z)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-(morpholine-4-carbonyl)prop-2-enenitrile
    —— (E)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-(morpholine-4-carbonyl)prop-2-enenitrile —— C17H18N2O3
    (E)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-(morpholine-4-carbonyl)prop-2-enenitrile
    —— (5E)-3-methyl-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H13NO2S2
    (5E)-3-methyl-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5Z)-3-methyl-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H13NO2S2
    (5Z)-3-methyl-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-3-methyl-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H13NO2S2
    (5E)-3-methyl-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5Z)-3-methyl-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H13NO2S2
    (5Z)-3-methyl-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[[(2S)-oxolan-2-yl]methyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H19NO3S2
    (5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[[(2S)-oxolan-2-yl]methyl]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— 3-[(5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C16H15NO4S2
    3-[(5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
    —— 3-[(5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate —— C16H14NO4S2-
    3-[(5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate
    —— 3-[(5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C16H15NO4S2
    3-[(5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
    —— 3-[(5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C16H15NO4S2
    3-[(5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
    —— 3-[(5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate —— C16H14NO4S2-
    3-[(5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate
    —— 3-[(5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C16H15NO4S2
    3-[(5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
    —— 3-[(5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate —— C16H14NO4S2-
    3-[(5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate
    —— 6-[(5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate —— C19H20NO4S2-
    6-[(5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate
    —— 6-[(5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate —— C19H20NO4S2-
    6-[(5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate
    —— 6-[(5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate —— C19H20NO4S2-
    6-[(5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate
    —— 6-[(5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid —— C19H21NO4S2
    6-[(5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid
    —— 6-[(5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate —— C19H20NO4S2-
    6-[(5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate
    —— 6-[(5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid —— C19H21NO4S2
    6-[(5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid
    —— 6-[(5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid —— C19H21NO4S2
    6-[(5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid
    —— 1-[(2R,3R)-3-hydroxy-2-(1,2,4-triazol-1-yl)-3H-1-benzofuran-2-yl]-2,2-dimethylpropan-1-one —— C15H17N3O3
    1-[(2R,3R)-3-hydroxy-2-(1,2,4-triazol-1-yl)-3H-1-benzofuran-2-yl]-2,2-dimethylpropan-1-one