摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词
历史搜索
    热门化合物HOT
    • 喹啉
    • 水杨醛
    • 二溴甲烷
    • 谷胱甘肽
    • L-乳酸
    • 苯巴比妥
    • 辣椒碱
    • 非那明
    • 百草枯
    • 联苯烯
    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
    —— (5S)-5-(furan-2-yl)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]pyrrolidine-2,3-dione —— C23H23NO6
    (5S)-5-(furan-2-yl)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]pyrrolidine-2,3-dione
    —— (1Z,2R)-2-[(1R,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3R)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol —— C22H26N2O5
    (1Z,2R)-2-[(1R,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3R)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C23H23NO5S
    (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— [(2R)-1-[2-(diethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C24H28N2O4S
    [(2R)-1-[2-(diethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— [(2S)-1-[2-(dimethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C22H24N2O4S
    [(2S)-1-[2-(dimethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— (5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione —— C24H26N2O5S
    (5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(pyridin-3-ylmethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione —— C24H20N2O4S
    (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(pyridin-3-ylmethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5R)-1-(furan-2-ylmethyl)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C23H19NO5S
    (5R)-1-(furan-2-ylmethyl)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(pyridin-3-ylmethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione —— C24H20N2O4S
    (5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(pyridin-3-ylmethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2R)-oxolan-2-yl]methyl]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C24H24N2O5
    (5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2R)-oxolan-2-yl]methyl]-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— [(2S)-1-[2-(diethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C24H28N2O4S
    [(2S)-1-[2-(diethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— (5S)-1-(furan-2-ylmethyl)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C23H19NO5S
    (5S)-1-(furan-2-ylmethyl)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C25H27N3O5
    (5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— [(2S)-1-[2-(dimethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C22H24N2O4S
    [(2S)-1-[2-(dimethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— [(2R)-1-[2-(dimethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C22H24N2O4S
    [(2R)-1-[2-(dimethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione —— C24H26N2O5S
    (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-morpholin-4-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C26H29N3O5
    (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-morpholin-4-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— (5S)-1-(furan-2-ylmethyl)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C23H19NO5S
    (5S)-1-(furan-2-ylmethyl)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5R)-1-(furan-2-ylmethyl)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C23H19NO5S
    (5R)-1-(furan-2-ylmethyl)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C25H27N3O5
    (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(pyridin-3-ylmethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione —— C24H20N2O4S
    (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(pyridin-3-ylmethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-morpholin-4-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C26H29N3O5
    (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-morpholin-4-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C25H27N3O5
    (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione —— C24H26N2O5S
    (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— [(2R)-1-[2-(diethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C24H28N2O4S
    [(2R)-1-[2-(diethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— [(2S)-1-[2-(diethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C24H28N2O4S
    [(2S)-1-[2-(diethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-morpholin-4-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C26H29N3O5
    (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-morpholin-4-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione —— C24H26N2O5S
    (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-morpholin-4-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C26H29N3O5
    (5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-morpholin-4-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— (5aR,9aS)-5a-morpholin-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-2-ol —— C16H21NO3
    (5aR,9aS)-5a-morpholin-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-2-ol
    —— (5aS,9aR)-5a-morpholin-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-2-ol —— C16H21NO3
    (5aS,9aR)-5a-morpholin-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-2-ol
    —— (5aS,9aS)-5a-morpholin-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-2-ol —— C16H21NO3
    (5aS,9aS)-5a-morpholin-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-2-ol
    —— (5aR,9aR)-5a-morpholin-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-2-ol —— C16H21NO3
    (5aR,9aR)-5a-morpholin-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-2-ol
    —— (3aR,8bR)-3a-morpholin-4-yl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol —— C15H19NO3
    (3aR,8bR)-3a-morpholin-4-yl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol
    —— (3aS,8bS)-3a-morpholin-4-yl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol —— C15H19NO3
    (3aS,8bS)-3a-morpholin-4-yl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol
    —— (3aS,8bR)-3a-morpholin-4-yl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol —— C15H19NO3
    (3aS,8bR)-3a-morpholin-4-yl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol
    —— (3aR,8bS)-3a-morpholin-4-yl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol —— C15H19NO3
    (3aR,8bS)-3a-morpholin-4-yl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol
    —— (3aR,8bS)-3a,8b-dihydrofuro[3,4-b][1]benzofuran-1,1,3,3-tetracarbonitrile —— C14H6N4O2
    (3aR,8bS)-3a,8b-dihydrofuro[3,4-b][1]benzofuran-1,1,3,3-tetracarbonitrile
    —— (3aS,8bS)-3a,8b-dihydrofuro[3,4-b][1]benzofuran-1,1,3,3-tetracarbonitrile —— C14H6N4O2
    (3aS,8bS)-3a,8b-dihydrofuro[3,4-b][1]benzofuran-1,1,3,3-tetracarbonitrile
    —— (3aR,8bR)-3a,8b-dihydrofuro[3,4-b][1]benzofuran-1,1,3,3-tetracarbonitrile —— C14H6N4O2
    (3aR,8bR)-3a,8b-dihydrofuro[3,4-b][1]benzofuran-1,1,3,3-tetracarbonitrile
    —— (3aS,8bR)-3a,8b-dihydrofuro[3,4-b][1]benzofuran-1,1,3,3-tetracarbonitrile —— C14H6N4O2
    (3aS,8bR)-3a,8b-dihydrofuro[3,4-b][1]benzofuran-1,1,3,3-tetracarbonitrile
    —— (3S)-5-chloro-3-phenyl-3H-1-benzofuran-2-one —— C14H9ClO2
    (3S)-5-chloro-3-phenyl-3H-1-benzofuran-2-one
    —— (3R)-5-chloro-3-phenyl-3H-1-benzofuran-2-one —— C14H9ClO2
    (3R)-5-chloro-3-phenyl-3H-1-benzofuran-2-one
    —— (1E)-2-methyl-1-[(3R)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol —— C17H23NO2
    (1E)-2-methyl-1-[(3R)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1E)-2-methyl-1-[(3S)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol —— C17H23NO2
    (1E)-2-methyl-1-[(3S)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1Z)-2-methyl-1-[(3R)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol —— C17H23NO2
    (1Z)-2-methyl-1-[(3R)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (3S)-5-ethyl-3-phenyl-3H-1-benzofuran-2-one —— C16H14O2
    (3S)-5-ethyl-3-phenyl-3H-1-benzofuran-2-one
    —— (3S)-5-methyl-3-phenyl-3H-1-benzofuran-2-one —— C15H12O2
    (3S)-5-methyl-3-phenyl-3H-1-benzofuran-2-one
    —— (3R)-5-methyl-3-phenyl-3H-1-benzofuran-2-one —— C15H12O2
    (3R)-5-methyl-3-phenyl-3H-1-benzofuran-2-one
    —— [1]benzofuro[2',3':3,4]cyclobuta[1,2-b][1]benzofuran-4c,9c(4bH,9bH)-dicarbonitrile —— C18H10N2O2
    [1]benzofuro[2',3':3,4]cyclobuta[1,2-b][1]benzofuran-4c,9c(4bH,9bH)-dicarbonitrile