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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
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutanoyl(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O5
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutanoyl(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclopropylmethyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H30N2O5
    (3R,4S,4aS,9bS)-3-[cyclopropylmethyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[hept-6-enoyl(hexyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O5
    (3R,4S,4aS,9bS)-3-[hept-6-enoyl(hexyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[acetyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H30N2O5
    (3R,4S,4aS,9bS)-3-[acetyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclohexyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O6
    (3R,4S,4aS,9bS)-3-[cyclohexyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[5-oxohexanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H27F3N2O6
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[5-oxohexanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— ethyl (2S,3S)-3-hydroxy-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-carboxylate —— C15H20O7
    ethyl (2S,3S)-3-hydroxy-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[pent-4-enoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H25F3N2O5
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[pent-4-enoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclohexylmethyl(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O6
    (3R,4S,4aS,9bS)-3-[cyclohexylmethyl(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[5-oxohexanoyl-[[(2S)-oxolan-2-yl]methyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H34N2O7
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[5-oxohexanoyl-[[(2S)-oxolan-2-yl]methyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (NE)-N-[(2R)-2-decyl-5-methyl-1-benzofuran-3-ylidene]hydroxylamine —— C19H29NO2
    (NE)-N-[(2R)-2-decyl-5-methyl-1-benzofuran-3-ylidene]hydroxylamine
    —— (NE)-N-[(2S)-2-decyl-5-methyl-1-benzofuran-3-ylidene]hydroxylamine —— C19H29NO2
    (NE)-N-[(2S)-2-decyl-5-methyl-1-benzofuran-3-ylidene]hydroxylamine
    —— (5E)-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-(morpholin-4-yl)-1,3-thiazol-4(5H)-one —— C17H18N2O3S
    (5E)-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-(morpholin-4-yl)-1,3-thiazol-4(5H)-one
    —— methyl (1R,2R,3R,7Z,10R)-7-[[5-(3-chlorophenyl)furan-2-yl]methylidene]-3-methyl-8-oxo-17-oxa-6-thia-4,9-diazapentacyclo[8.7.0.01,3.05,9.011,16]heptadeca-4,11,13,15-tetraene-2-carboxylate —— C27H19ClN2O5S
    methyl (1R,2R,3R,7Z,10R)-7-[[5-(3-chlorophenyl)furan-2-yl]methylidene]-3-methyl-8-oxo-17-oxa-6-thia-4,9-diazapentacyclo[8.7.0.01,3.05,9.011,16]heptadeca-4,11,13,15-tetraene-2-carboxylate
    —— methyl (1R,2S,3R,7Z,10R)-7-[[5-(2-chlorophenyl)furan-2-yl]methylidene]-3-methyl-8-oxo-17-oxa-6-thia-4,9-diazapentacyclo[8.7.0.01,3.05,9.011,16]heptadeca-4,11,13,15-tetraene-2-carboxylate —— C27H19ClN2O5S
    methyl (1R,2S,3R,7Z,10R)-7-[[5-(2-chlorophenyl)furan-2-yl]methylidene]-3-methyl-8-oxo-17-oxa-6-thia-4,9-diazapentacyclo[8.7.0.01,3.05,9.011,16]heptadeca-4,11,13,15-tetraene-2-carboxylate
    —— methyl (1R,2R,3R,7Z,10R)-7-[[5-(2-chlorophenyl)furan-2-yl]methylidene]-3-methyl-8-oxo-17-oxa-6-thia-4,9-diazapentacyclo[8.7.0.01,3.05,9.011,16]heptadeca-4,11,13,15-tetraene-2-carboxylate —— C27H19ClN2O5S
    methyl (1R,2R,3R,7Z,10R)-7-[[5-(2-chlorophenyl)furan-2-yl]methylidene]-3-methyl-8-oxo-17-oxa-6-thia-4,9-diazapentacyclo[8.7.0.01,3.05,9.011,16]heptadeca-4,11,13,15-tetraene-2-carboxylate
    —— methyl (1R,2S,3R,7Z,10R)-7-[[5-(3-chlorophenyl)furan-2-yl]methylidene]-3-methyl-8-oxo-17-oxa-6-thia-4,9-diazapentacyclo[8.7.0.01,3.05,9.011,16]heptadeca-4,11,13,15-tetraene-2-carboxylate —— C27H19ClN2O5S
    methyl (1R,2S,3R,7Z,10R)-7-[[5-(3-chlorophenyl)furan-2-yl]methylidene]-3-methyl-8-oxo-17-oxa-6-thia-4,9-diazapentacyclo[8.7.0.01,3.05,9.011,16]heptadeca-4,11,13,15-tetraene-2-carboxylate
    —— 4-(2-Methyl-2,3-dihydro-benzofuran-5-yl)-thiazol-2-ylamine —— C12H12N2OS
    4-(2-Methyl-2,3-dihydro-benzofuran-5-yl)-thiazol-2-ylamine
    —— (2R)-2-methyl-N-[[4-[1-methyl-4-(3-methyl-1,2-oxazol-5-yl)pyrazol-3-yl]cyclohexyl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C25H30N4O3
    (2R)-2-methyl-N-[[4-[1-methyl-4-(3-methyl-1,2-oxazol-5-yl)pyrazol-3-yl]cyclohexyl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-(diethylamino)ethyl (2Z)-2-(8,9b-dimethyl-4,4a-dihydrodibenzofuran-3-ylidene)acetate —— C22H29NO3
    2-(diethylamino)ethyl (2Z)-2-(8,9b-dimethyl-4,4a-dihydrodibenzofuran-3-ylidene)acetate
    —— (2S)-2-methyl-6-nitro-2,3-dihydro-1-benzofuran-5-ol —— C9H9NO4
    (2S)-2-methyl-6-nitro-2,3-dihydro-1-benzofuran-5-ol
    —— methyl (3S)-5-chlorosulfonyl-2,3-dihydro-1-benzofuran-3-carboxylate —— C10H9ClO5S
    methyl (3S)-5-chlorosulfonyl-2,3-dihydro-1-benzofuran-3-carboxylate
    —— methyl (3R)-5-chlorosulfonyl-2,3-dihydro-1-benzofuran-3-carboxylate —— C10H9ClO5S
    methyl (3R)-5-chlorosulfonyl-2,3-dihydro-1-benzofuran-3-carboxylate
    —— (2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride —— C9H8Cl2O3S
    (2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride
    —— (2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride —— C9H8Cl2O3S
    (2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride
    —— (3R)-3-phenyl-3H-1-benzofuran-2-one —— C14H10O2
    (3R)-3-phenyl-3H-1-benzofuran-2-one
    —— ethyl (2S)-5-chlorosulfonyl-2,3-dihydro-1-benzofuran-2-carboxylate —— C11H11ClO5S
    ethyl (2S)-5-chlorosulfonyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— ethyl (2R)-5-chlorosulfonyl-2,3-dihydro-1-benzofuran-2-carboxylate —— C11H11ClO5S
    ethyl (2R)-5-chlorosulfonyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— 3-(1,1-Dioxidotetrahydro-3-thienyl)-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylene]-2-thioxo-1,3-thiazolidin-4-one —— C17H17NO4S3
    3-(1,1-Dioxidotetrahydro-3-thienyl)-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylene]-2-thioxo-1,3-thiazolidin-4-one
    —— (2R)-2-[(3R)-2-oxo-3-phenyl-3H-1-benzofuran-5-yl]propanoic acid —— C17H14O4
    (2R)-2-[(3R)-2-oxo-3-phenyl-3H-1-benzofuran-5-yl]propanoic acid
    —— (2S)-2-[(3R)-2-oxo-3-phenyl-3H-1-benzofuran-5-yl]propanoic acid —— C17H14O4
    (2S)-2-[(3R)-2-oxo-3-phenyl-3H-1-benzofuran-5-yl]propanoic acid
    —— 4-[(2E)-2-benzylidene-5-nitro-3H-1-benzofuran-3-yl]morpholine —— C19H18N2O4
    4-[(2E)-2-benzylidene-5-nitro-3H-1-benzofuran-3-yl]morpholine
    —— ethyl 2-[(4E)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2,3-dioxo-5-pyridin-4-ylpyrrolidin-1-yl]-4-methyl-1,3-thiazole-5-carboxylate —— C26H23N3O6S
    ethyl 2-[(4E)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2,3-dioxo-5-pyridin-4-ylpyrrolidin-1-yl]-4-methyl-1,3-thiazole-5-carboxylate
    —— 1-[2-(dimethylamino)ethyl]-3-hydroxy-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)carbonyl]-5-(2-thienyl)-1,5-dihydro-2H-pyrrol-2-one —— C22H24N2O4S
    1-[2-(dimethylamino)ethyl]-3-hydroxy-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)carbonyl]-5-(2-thienyl)-1,5-dihydro-2H-pyrrol-2-one
    —— (NE)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydroxylamine —— C12H15NO3
    (NE)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydroxylamine
    —— (NE)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydroxylamine —— C12H15NO3
    (NE)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydroxylamine
    —— (3E)-3-[(2-methylanilino)methylidene]-1-benzofuran-2-thione —— C16H13NOS
    (3E)-3-[(2-methylanilino)methylidene]-1-benzofuran-2-thione
    —— 2H-Pyrrol-2-one, 4-[(2,3-dihydro-2-methyl-5-benzofuranyl)carbonyl]-1,5-dihydro-3-hydroxy-1-[3-(1H-imidazol-1-yl)propyl]-5-(2-thienyl)- —— C24H23N3O4S
    2H-Pyrrol-2-one, 4-[(2,3-dihydro-2-methyl-5-benzofuranyl)carbonyl]-1,5-dihydro-3-hydroxy-1-[3-(1H-imidazol-1-yl)propyl]-5-(2-thienyl)-
    —— Ethanone, 1-(2,3-dihydro-5-benzofuryl)-, o-methyloxime —— C11H13NO2
    Ethanone, 1-(2,3-dihydro-5-benzofuryl)-, o-methyloxime
    —— (2aR,7bR)-7b-methyl-2aH-dioxeto[3,4-b][1]benzofuran —— C9H8O3
    (2aR,7bR)-7b-methyl-2aH-dioxeto[3,4-b][1]benzofuran
    —— (2aR,7bS)-7b-methyl-2aH-dioxeto[3,4-b][1]benzofuran —— C9H8O3
    (2aR,7bS)-7b-methyl-2aH-dioxeto[3,4-b][1]benzofuran
    —— (2aS,7bR)-7b-methyl-2aH-dioxeto[3,4-b][1]benzofuran —— C9H8O3
    (2aS,7bR)-7b-methyl-2aH-dioxeto[3,4-b][1]benzofuran
    —— (1Z,2S)-2-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3S)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol —— C22H26N2O5
    (1Z,2S)-2-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3S)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1Z,2R)-2-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3S)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol —— C22H26N2O5
    (1Z,2R)-2-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3S)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1E,2R)-2-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3S)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol —— C22H26N2O5
    (1E,2R)-2-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3S)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1E,2R)-2-[(1R,2R,4S)-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
    (1E,2R)-2-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3R)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1E,2S)-2-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3S)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol —— C22H26N2O5
    (1E,2S)-2-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3S)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1E,2S)-2-[(1R,2R,4S)-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
    (1E,2S)-2-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1-[(3R)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— (1R,9S,12R)-11-methyl-8-oxa-11-azatetracyclo[10.3.1.01,9.02,7]hexadeca-2(7),3,5-trien-6-ol —— C15H19NO2
    (1R,9S,12R)-11-methyl-8-oxa-11-azatetracyclo[10.3.1.01,9.02,7]hexadeca-2(7),3,5-trien-6-ol
    —— (1R,9R,12R)-11-methyl-8-oxa-11-azatetracyclo[10.3.1.01,9.02,7]hexadeca-2(7),3,5-trien-6-ol —— C15H19NO2
    (1R,9R,12R)-11-methyl-8-oxa-11-azatetracyclo[10.3.1.01,9.02,7]hexadeca-2(7),3,5-trien-6-ol