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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
    —— N-(2-(1H-imidazol-4-yl)ethyl)-3-(2,3-dihydrobenzofuran-5-yl)propanamide —— C16H19N3O2
    N-(2-(1H-imidazol-4-yl)ethyl)-3-(2,3-dihydrobenzofuran-5-yl)propanamide
    —— Aplysinimine 129138-55-2 C9H7Br2NO2
    Aplysinimine
    —— 3,9-dimethoxypterocarpan —— C17H18O4
    3,9-dimethoxypterocarpan
    —— 3,4-Dihydroxy-5-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methyl]-1,3-dimethylpyrrolidin-2-one —— C18H25NO5
    3,4-Dihydroxy-5-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methyl]-1,3-dimethylpyrrolidin-2-one
    —— 4A,7-dimethyl-1,2,3,4,4a,9b-hexahydro-dibenzofuran —— C14H18O
    4A,7-dimethyl-1,2,3,4,4a,9b-hexahydro-dibenzofuran
    —— 5-carbomethoxy-7-(3",3"-dimethylallyl)-2-(1'-hydroxy-1',5'-dimethylhex-4'-enyl)-2,3-dihydrobenzofuran —— C23H32O4
    5-carbomethoxy-7-(3",3"-dimethylallyl)-2-(1'-hydroxy-1',5'-dimethylhex-4'-enyl)-2,3-dihydrobenzofuran
    —— 3a-(bromomethyl)-3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran —— C15H19BrO
    3a-(bromomethyl)-3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran
    —— [6-[3-(Hydroxymethyl)-2-methoxy-2,3-dihydro-1-benzofuran-6-yl]-2-methoxy-2,3-dihydro-1-benzofuran-3-yl]methanol —— C20H22O6
    [6-[3-(Hydroxymethyl)-2-methoxy-2,3-dihydro-1-benzofuran-6-yl]-2-methoxy-2,3-dihydro-1-benzofuran-3-yl]methanol
    —— (3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-3a-yl)methanol —— C15H20O2
    (3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-3a-yl)methanol
    —— 2-[7-(Hydroxymethyl)-6-(3-methoxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol —— C16H22O4
    2-[7-(Hydroxymethyl)-6-(3-methoxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol
    —— 2,5,16-Tris(prop-2-enyl)-9,20-dioxapentacyclo[11.7.0.02,10.03,8.014,19]icosa-3(8),4,6,14(19),15,17-hexaene-1,13-diol —— C27H28O4
    2,5,16-Tris(prop-2-enyl)-9,20-dioxapentacyclo[11.7.0.02,10.03,8.014,19]icosa-3(8),4,6,14(19),15,17-hexaene-1,13-diol
    —— 4-Allyl-3-[3-(5-allyl-2-hydroxy-phenyl)-4-hydroxy-phenyl]-6-(4-allylphenoxy)-2-(hydroxymethyl)-2,3-dihydrobenzofuran-7-ol —— C36H34O6
    4-Allyl-3-[3-(5-allyl-2-hydroxy-phenyl)-4-hydroxy-phenyl]-6-(4-allylphenoxy)-2-(hydroxymethyl)-2,3-dihydrobenzofuran-7-ol
    —— Methyl 3-(2-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)phenyl)-3-(4-hydroxy-1-(4-hydroxyphenethyl)-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)propanoate —— C34H35NO7
    Methyl 3-(2-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)phenyl)-3-(4-hydroxy-1-(4-hydroxyphenethyl)-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)propanoate
    —— Methyl 3-(3-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)-4-methoxyphenyl)-3-(4-hydroxy-1-(4-hydroxyphenethyl)-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)propanoate —— C35H37NO8
    Methyl 3-(3-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)-4-methoxyphenyl)-3-(4-hydroxy-1-(4-hydroxyphenethyl)-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)propanoate
    —— 1-[3-(Hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-4-methoxycyclohexane-1,3-diol —— C20H30O7
    1-[3-(Hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-4-methoxycyclohexane-1,3-diol
    —— 1-[3-Acetyloxy-2-(3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethyl 2-methylbut-2-enoate —— C20H22O6
    1-[3-Acetyloxy-2-(3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethyl 2-methylbut-2-enoate
    —— [6-(2,3-Dimethoxy-2,3-dihydro-1-benzofuran-6-yl)-2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-3-yl]methanol —— C20H22O6
    [6-(2,3-Dimethoxy-2,3-dihydro-1-benzofuran-6-yl)-2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-3-yl]methanol
    —— [5-(1-Acetyloxyethyl)-2-(3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] 3-methylbutanoate —— C20H24O6
    [5-(1-Acetyloxyethyl)-2-(3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] 3-methylbutanoate
    —— 6-Methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran —— C12H14O2
    6-Methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran
    —— 9a-(2-aminoethyl)-4-methoxy-6,7,8,9-tetrahydro-5aH-dibenzofuran-1,7-diol —— C15H21NO4
    9a-(2-aminoethyl)-4-methoxy-6,7,8,9-tetrahydro-5aH-dibenzofuran-1,7-diol
    —— 3-(Hydroxymethyl)-6-methyl-2,3-dihydro-1-benzofuran-5-ol —— C10H12O3
    3-(Hydroxymethyl)-6-methyl-2,3-dihydro-1-benzofuran-5-ol
    —— 2-[2-Methoxy-6-methyl-7-(4-methylfuran-2-yl)hept-5-en-2-yl]-2,3-dihydro-1-benzofuran —— C22H28O3
    2-[2-Methoxy-6-methyl-7-(4-methylfuran-2-yl)hept-5-en-2-yl]-2,3-dihydro-1-benzofuran
    —— 11b-hydroxy-9-methoxy-2,6,6a,11a-tetrahydro-1H-[1]benzofuro[3,2-c]chromen-3-one —— C16H16O5
    11b-hydroxy-9-methoxy-2,6,6a,11a-tetrahydro-1H-[1]benzofuro[3,2-c]chromen-3-one
    —— 7-[5-Carboxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-7-yl]-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-carboxylic acid —— C24H22O6
    7-[5-Carboxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-7-yl]-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-carboxylic acid
    —— 6a,11b-Dihydroxy-9-methoxy-10-(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromen-3-one —— C21H22O6
    6a,11b-Dihydroxy-9-methoxy-10-(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromen-3-one
    —— 3-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methyl]-2-methoxy-4-(4-methoxyphenyl)-2H-furan-5-one —— C24H26O6
    3-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methyl]-2-methoxy-4-(4-methoxyphenyl)-2H-furan-5-one
    —— 2-Penta-1,3-dienyl-2,3-dihydro-1-benzofuran-5,7-diol —— C13H14O3
    2-Penta-1,3-dienyl-2,3-dihydro-1-benzofuran-5,7-diol
    —— 2-[7-(Hydroxymethyl)-6-(3-hydroxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol —— C15H20O4
    2-[7-(Hydroxymethyl)-6-(3-hydroxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol
    —— 3-Hydroxy-2,3-dihydro-1-benzofuran-5-carboxylic acid —— C9H8O4
    3-Hydroxy-2,3-dihydro-1-benzofuran-5-carboxylic acid
    —— 5-[6-Hydroxy-2-(4-hydroxyphenoxy)-4-[2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol —— C28H22O7
    5-[6-Hydroxy-2-(4-hydroxyphenoxy)-4-[2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
    —— 8-Acetyl-1,3,7-trihydroxy-2,9a-dimethyl-9-oxodibenzofuran-4-carboxamide —— C17H15NO7
    8-Acetyl-1,3,7-trihydroxy-2,9a-dimethyl-9-oxodibenzofuran-4-carboxamide
    —— 11-Hydroxy-2,5,14-tris(prop-2-enyl)-9,18-dioxapentacyclo[9.7.2.02,10.03,8.012,17]icosa-3(8),4,6,12(17),13,15-hexaen-20-one —— C27H26O4
    11-Hydroxy-2,5,14-tris(prop-2-enyl)-9,18-dioxapentacyclo[9.7.2.02,10.03,8.012,17]icosa-3(8),4,6,12(17),13,15-hexaen-20-one
    —— 3-(2-Hydroxy-5-prop-2-enylphenyl)-4a,8-bis(prop-2-enyl)-1,9b-dihydrodibenzofuran-2-one —— C27H26O3
    3-(2-Hydroxy-5-prop-2-enylphenyl)-4a,8-bis(prop-2-enyl)-1,9b-dihydrodibenzofuran-2-one
    —— 9,9b-Bis(heptadec-10-enyl)-4a,8-dihydroxy-2,7-dimethoxydibenzofuran-1,4-dione —— C48H76O7
    9,9b-Bis(heptadec-10-enyl)-4a,8-dihydroxy-2,7-dimethoxydibenzofuran-1,4-dione
    —— (7-Acetyloxy-2-penta-1,3-dienyl-2,3-dihydro-1-benzofuran-5-yl) acetate —— C17H18O5
    (7-Acetyloxy-2-penta-1,3-dienyl-2,3-dihydro-1-benzofuran-5-yl) acetate
    —— 9-Methoxy-11-oxatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-one —— C17H18O3
    9-Methoxy-11-oxatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-one
    —— 3-(2,3-dihydrobenzofuran-5-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)propanamide —— C17H23NO3
    3-(2,3-dihydrobenzofuran-5-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)propanamide
    —— Methyl 3-{2-[2-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]phenyl}-3-[2-hydroxy-1-(3-methoxypropyl)-6-methyl-4-oxo-1,4-dihydropyridin-3-yl]propanoate —— C30H35NO7
    Methyl 3-{2-[2-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]phenyl}-3-[2-hydroxy-1-(3-methoxypropyl)-6-methyl-4-oxo-1,4-dihydropyridin-3-yl]propanoate
    —— 3-(4-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)-3-methoxyphenyl)-3-(3-hydroxy-4-oxo-6-(piperidin-1-ylmethyl)-4H-pyran-2-yl)propanamide —— C31H36N2O7
    3-(4-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)-3-methoxyphenyl)-3-(3-hydroxy-4-oxo-6-(piperidin-1-ylmethyl)-4H-pyran-2-yl)propanamide
    —— Ustusorane E —— C15H22O4
    Ustusorane E
    —— 7-bromo-3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-3a-carbaldehyde —— C15H17BrO2
    7-bromo-3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-3a-carbaldehyde
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-[3-(dimethylamino)propyl]-1H-pyrazole-3-carboxamide —— C17H22N4O2
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-[3-(dimethylamino)propyl]-1H-pyrazole-3-carboxamide
    —— 1-[4-Hydroxy-2,7-bis(2-hydroxypropan-2-yl)-2,3,7,8-tetrahydrofuro[2,3-e][1]benzofuran-5-yl]-2-methylpropan-1-one —— C20H28O6
    1-[4-Hydroxy-2,7-bis(2-hydroxypropan-2-yl)-2,3,7,8-tetrahydrofuro[2,3-e][1]benzofuran-5-yl]-2-methylpropan-1-one
    —— 7-bromo-3,3a,6,8b-tetramethyl-1H-cyclopenta[b][1]benzofuran —— C15H17BrO
    7-bromo-3,3a,6,8b-tetramethyl-1H-cyclopenta[b][1]benzofuran
    —— 7-bromo-3a-(hydroperoxymethyl)-3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran —— C15H19BrO3
    7-bromo-3a-(hydroperoxymethyl)-3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran
    —— xyloallenolide B —— C23H24O3
    xyloallenolide B
    —— 3-(4-Hydroxy-2,5-dimethoxyphenyl)-2,3-dihydro-1-benzofuran-6-ol —— C16H16O5
    3-(4-Hydroxy-2,5-dimethoxyphenyl)-2,3-dihydro-1-benzofuran-6-ol
    —— 3,3a,6,8b-Tetramethyl-1,2-dihydrocyclopenta[b][1]benzofuran-3-ol —— C15H20O2
    3,3a,6,8b-Tetramethyl-1,2-dihydrocyclopenta[b][1]benzofuran-3-ol
    —— 3-[2-(2-Hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid —— C19H24O4
    3-[2-(2-Hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid
    —— 2-[5-(3-Hydroxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol —— C14H18O3
    2-[5-(3-Hydroxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol