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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
    —— 8-formyl-3-[furan-3-ylmethyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H30N2O8
    8-formyl-3-[furan-3-ylmethyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-fluorophenyl)methyl-(2-oxobutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H29FN2O8
    3-[(2-fluorophenyl)methyl-(2-oxobutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5-(2,3-Dihydro-1-benzofuran-5-yl)furan-2-carbaldehyde —— C13H10O3
    5-(2,3-Dihydro-1-benzofuran-5-yl)furan-2-carbaldehyde
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[octanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H33F3N2O5
    4-hydroxy-N-(2-hydroxyethyl)-3-[octanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-(3-methoxyphenyl)ethyl-pentanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H38N2O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-(3-methoxyphenyl)ethyl-pentanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)phenol 1023548-56-2 C14H12O2
    2-(2,3-Dihydro-1-benzofuran-5-yl)phenol
    —— 3-[(2-cyclopentylacetyl)-hexylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H42N2O7
    3-[(2-cyclopentylacetyl)-hexylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)phenol —— C14H12O2
    3-(2,3-Dihydro-1-benzofuran-5-yl)phenol
    —— 3-[dodecanoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H51N3O6
    3-[dodecanoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[dodecanoyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C36H49FN2O7
    3-[dodecanoyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)benzonitrile —— C15H11NO
    2-(2,3-Dihydro-1-benzofuran-5-yl)benzonitrile
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)benzonitrile —— C15H11NO
    3-(2,3-Dihydro-1-benzofuran-5-yl)benzonitrile
    —— 5-(2-Methylphenyl)-2,3-dihydro-1-benzofuran —— C15H14O
    5-(2-Methylphenyl)-2,3-dihydro-1-benzofuran
    —— 5-(4-Methoxyphenyl)-2,3-dihydro-1-benzofuran —— C15H14O2
    5-(4-Methoxyphenyl)-2,3-dihydro-1-benzofuran
    —— 4-(2,3-dihydrobenzofuran-5-yl)benzaldehyde —— C15H12O2
    4-(2,3-dihydrobenzofuran-5-yl)benzaldehyde
    —— 4-(2,3-dihydro-1-benzofuran-5-yl)benzonitrile 893649-27-9 C15H11NO
    4-(2,3-dihydro-1-benzofuran-5-yl)benzonitrile
    —— 3-(2,3-Dihydrobenzofuran-5-yl)benzaldehyde —— C15H12O2
    3-(2,3-Dihydrobenzofuran-5-yl)benzaldehyde
    —— 5-(3-Methoxyphenyl)-2,3-dihydro-1-benzofuran —— C15H14O2
    5-(3-Methoxyphenyl)-2,3-dihydro-1-benzofuran
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)aniline —— C14H13NO
    3-(2,3-Dihydro-1-benzofuran-5-yl)aniline
    —— 3-[(3,4-dichlorophenyl)methyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H30Cl2N2O8
    3-[(3,4-dichlorophenyl)methyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5-(3-Methylphenyl)-2,3-dihydro-1-benzofuran —— C15H14O
    5-(3-Methylphenyl)-2,3-dihydro-1-benzofuran
    —— 3-[cyclopropanecarbonyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O8
    3-[cyclopropanecarbonyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-fluorophenyl)methyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H27FN2O6
    3-[(4-fluorophenyl)methyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-methoxyethyl(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-methoxyethyl(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-(2,3-Dihydro-1-benzofuran-5-yl)aniline —— C14H13NO
    4-(2,3-Dihydro-1-benzofuran-5-yl)aniline
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)benzoic acid —— C15H12O3
    3-(2,3-Dihydro-1-benzofuran-5-yl)benzoic acid
    —— 3-[cyclohexyl(3-methoxypropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O8
    3-[cyclohexyl(3-methoxypropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5-(2-Methoxyphenyl)-2,3-dihydro-1-benzofuran —— C15H14O2
    5-(2-Methoxyphenyl)-2,3-dihydro-1-benzofuran
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)aniline —— C14H13NO
    2-(2,3-Dihydro-1-benzofuran-5-yl)aniline
    —— 3-[(2,4-dichlorophenyl)methyl-(2-ethoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H30Cl2N2O8
    3-[(2,4-dichlorophenyl)methyl-(2-ethoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-(2,3-Dihydro-1-benzofuran-5-yl)benzoic acid —— C15H12O3
    4-(2,3-Dihydro-1-benzofuran-5-yl)benzoic acid
    —— 2,3-Dihydro-5-(4-methylphenyl)benzofuran 893637-29-1 C15H14O
    2,3-Dihydro-5-(4-methylphenyl)benzofuran
    —— 3-[2-(3-fluorophenyl)ethyl-pent-2-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H31FN2O5
    3-[2-(3-fluorophenyl)ethyl-pent-2-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hexyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O5
    3-[hexyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-cyclopentylacetyl)-[2-(3-fluorophenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H39FN2O7
    3-[(2-cyclopentylacetyl)-[2-(3-fluorophenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[oxolan-2-ylmethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[oxolan-2-ylmethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H30N2O6
    3-[cyclopentyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[dodecanoyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C34H52N2O8
    3-[dodecanoyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(cyclopentanecarbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H40N2O7
    3-[cyclohexylmethyl(cyclopentanecarbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O8
    3-[cyclohexylmethyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[dodecanoyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H52N2O6
    3-[dodecanoyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(2-oxobutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H32N2O8
    3-[cyclopentyl(2-oxobutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H34N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-hept-6-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33ClN2O5
    3-[(4-chlorophenyl)methyl-hept-6-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-pentanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H31ClN2O5
    3-[(4-chlorophenyl)methyl-pentanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3S)-3-[3-(N-methylanilino)propylamino]-2,3-dihydro-1-benzofuran-6-ol —— C18H22N2O2
    (3S)-3-[3-(N-methylanilino)propylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylamino)-2,3-dihydro-1-benzofuran-6-ol —— C17H17NO4
    (3S)-3-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylamino)-2,3-dihydro-1-benzofuran-6-ol —— C17H17NO4
    (3R)-3-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— 3-[(4-chlorophenyl)methyl-(3-methoxypropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H31ClN2O8
    3-[(4-chlorophenyl)methyl-(3-methoxypropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cycloheptyl-(2-cyclopentylacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H42N2O7
    3-[cycloheptyl-(2-cyclopentylacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide