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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
    —— 2-[(R)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]benzoic acid —— C16H14O4
    2-[(R)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]benzoic acid
    —— (S)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(5-fluoro-2-methoxyphenyl)methanamine —— C16H16FNO2
    (S)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(5-fluoro-2-methoxyphenyl)methanamine
    —— (1S,6R)-6-[(R)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohex-3-ene-1-carboxylic acid —— C16H18O4
    (1S,6R)-6-[(R)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohex-3-ene-1-carboxylic acid
    —— (1S,2S)-2-[(S)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohexane-1-carboxylic acid —— C16H20O4
    (1S,2S)-2-[(S)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohexane-1-carboxylic acid
    —— (1S,6R)-6-[(S)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohex-3-ene-1-carboxylic acid —— C16H18O4
    (1S,6R)-6-[(S)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohex-3-ene-1-carboxylic acid
    —— (1S,2R)-2-[(R)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohexane-1-carboxylic acid —— C16H20O4
    (1S,2R)-2-[(R)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohexane-1-carboxylic acid
    —— (R)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(5-fluoro-2-methoxyphenyl)methanamine —— C16H16FNO2
    (R)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(5-fluoro-2-methoxyphenyl)methanamine
    —— (1S,6S)-6-[(S)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohex-3-ene-1-carboxylic acid —— C16H18O4
    (1S,6S)-6-[(S)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohex-3-ene-1-carboxylic acid
    —— (1S,2S)-2-[(R)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohexane-1-carboxylic acid —— C16H20O4
    (1S,2S)-2-[(R)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohexane-1-carboxylic acid
    —— (1S,2R)-2-[(S)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohexane-1-carboxylic acid —— C16H20O4
    (1S,2R)-2-[(S)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]cyclohexane-1-carboxylic acid
    —— 5a,6,7,8,9,9a-Hexahydro-5a-piperidino-dibenzofuran-2-ol 5117-23-7 C17H23NO2
    5a,6,7,8,9,9a-Hexahydro-5a-piperidino-dibenzofuran-2-ol
    —— 3-[cyclohexylmethyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O5
    3-[cyclohexylmethyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-[Hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C25H27N3O5
    4-[Hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H39N3O9
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cycloheptyl(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O6
    3-[cycloheptyl(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S,6S)-2,6-dimethylmorpholin-4-yl]methanone —— C15H19NO3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S,6S)-2,6-dimethylmorpholin-4-yl]methanone
    —— 3-[benzyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H36N2O7
    3-[benzyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-(2,2,4-Trimethyl-7-nitro-2,3-dihydro-1-benzofuran-3-yl)piperidine —— C16H22N2O3
    1-(2,2,4-Trimethyl-7-nitro-2,3-dihydro-1-benzofuran-3-yl)piperidine
    —— 4-(2,3-Dihydro-1-benzofuran-5-yl)-2-(2-methylsulfonylethylsulfanyl)pyrimidine —— C15H16N2O3S2
    4-(2,3-Dihydro-1-benzofuran-5-yl)-2-(2-methylsulfonylethylsulfanyl)pyrimidine
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-methylpropyl)-1,3-thiazolidin-4-one —— C15H19NO2S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-methylpropyl)-1,3-thiazolidin-4-one
    —— 3-[acetyl(cyclohexylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O5
    3-[acetyl(cyclohexylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O5
    3-[cyclohexylmethyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(dodecanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C34H52N2O5
    3-[cyclohexylmethyl(dodecanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O5
    3-[cyclohexylmethyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cycloheptyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O6
    3-[cycloheptyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O6
    3-[cyclohexyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl-[(2-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H37FN2O7
    3-[3-cyclopentylpropanoyl-[(2-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O5
    3-[cyclohexylmethyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentanecarbonyl(2-morpholin-4-ylethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H39N3O8
    3-[cyclopentanecarbonyl(2-morpholin-4-ylethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O5
    3-[cyclohexylmethyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[butanoyl(cyclohexylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O5
    3-[butanoyl(cyclohexylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hept-6-enoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H39N3O6
    3-[hept-6-enoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexyl(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O6
    3-[cyclohexyl(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— Ethyl 3-[2-(2,3-dihydro-1-benzofuran-5-yl)-4-oxo-1,3-thiazolidin-3-yl]propanoate —— C16H19NO4S
    Ethyl 3-[2-(2,3-dihydro-1-benzofuran-5-yl)-4-oxo-1,3-thiazolidin-3-yl]propanoate
    —— (Z)-3-(furan-3-yl)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one —— C16H14O3
    (Z)-3-(furan-3-yl)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one
    —— 3-[cycloheptyl(3-cyclopentylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H42N2O5
    3-[cycloheptyl(3-cyclopentylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H45N3O8
    3-[3-cyclopentylpropanoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[acetyl(furan-3-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H26N2O8
    3-[acetyl(furan-3-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (Z)-3-(furan-3-yl)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one —— C16H14O3
    (Z)-3-(furan-3-yl)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one
    —— 8-formyl-3-[furan-3-ylmethyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H30N2O8
    8-formyl-3-[furan-3-ylmethyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[furan-3-ylmethyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H30N2O8
    3-[furan-3-ylmethyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl(oxolan-2-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H40N2O8
    3-[3-cyclopentylpropanoyl(oxolan-2-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(3,4-dichlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H28Cl2N2O5
    3-[(3,4-dichlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[2-(3-fluorophenyl)ethyl-pent-2-enoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H33FN2O7
    3-[2-(3-fluorophenyl)ethyl-pent-2-enoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutyl(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutyl(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cycloheptyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O5
    3-[cycloheptyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H37N3O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (5E)-5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-3-(2-morpholin-4-ylethyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H26N2O4S2
    (5E)-5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-3-(2-morpholin-4-ylethyl)-2-sulfanylidene-1,3-thiazolidin-4-one
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbut-2-enoyl(2-morpholin-4-ylethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H39N3O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbut-2-enoyl(2-morpholin-4-ylethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3S)-3-[[(1S)-1-[(2R)-oxolan-2-yl]ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H19NO3
    (3S)-3-[[(1S)-1-[(2R)-oxolan-2-yl]ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol