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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
    —— 3-Hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-carbaldehyde —— C12H12O3
    3-Hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-carbaldehyde
    —— 5,7-Dimethoxy-2-methyl-6-prop-2-enoxy-3-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran —— C23H28O7
    5,7-Dimethoxy-2-methyl-6-prop-2-enoxy-3-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran
    —— 3-(5-Hydroxy-6-methoxy-2-methyl-4-pentyl-2,3-dihydro-1-benzofuran-3-yl)prop-2-enoic acid —— C18H24O5
    3-(5-Hydroxy-6-methoxy-2-methyl-4-pentyl-2,3-dihydro-1-benzofuran-3-yl)prop-2-enoic acid
    —— 2-(1-Hydroxy-1-methylethyl)-5-methoxy-2,3-dihydrobenzofuran 144705-46-4 C12H16O3
    2-(1-Hydroxy-1-methylethyl)-5-methoxy-2,3-dihydrobenzofuran
    —— 3-[[4,5-dihydroxy-2(hydroxymethyl)phenyl]-methyl]-2,3-dihydro-3,6-benzofurandiol 102067-91-4 C16H16O6
    3-[[4,5-dihydroxy-2(hydroxymethyl)phenyl]-methyl]-2,3-dihydro-3,6-benzofurandiol
    —— methyl 3-(4-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)phenyl)-3-(3-hydroxy-6-methyl-4-oxo-4H-pyran-2-yl)propanoate —— C26H26O7
    methyl 3-(4-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)phenyl)-3-(3-hydroxy-6-methyl-4-oxo-4H-pyran-2-yl)propanoate
    —— 3-(8-Hydroxy-1-methylidene-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl)propanoic acid —— C14H14O5
    3-(8-Hydroxy-1-methylidene-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl)propanoic acid
    —— 2-(1,2-Dihydroxypropan-2-yl)-7-methyl-2,3-dihydro-1-benzofuran-5-carboxylic acid —— C13H16O5
    2-(1,2-Dihydroxypropan-2-yl)-7-methyl-2,3-dihydro-1-benzofuran-5-carboxylic acid
    —— 7-bromo-3-methyl-5,8b-bis(3-methylbut-2-enyl)-2,3a-dihydro-1H-[1]benzofuro[2,3-b]pyrrol-8-amine —— C21H29BrN2O
    7-bromo-3-methyl-5,8b-bis(3-methylbut-2-enyl)-2,3a-dihydro-1H-[1]benzofuro[2,3-b]pyrrol-8-amine
    —— 7-bromo-3a-(bromomethyl)-3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran —— C15H18Br2O
    7-bromo-3a-(bromomethyl)-3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran
    —— Methyl 3-(8-hydroxy-1-methylidene-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl)propanoate —— C15H16O5
    Methyl 3-(8-hydroxy-1-methylidene-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl)propanoate
    —— anodendroic acid —— C12H14O4
    anodendroic acid
    —— 5-[3-(4-Hydroxyphenyl)prop-2-enyl]-2-(2-hydroxypropan-2-yl)-6-methoxy-2,3-dihydro-1-benzofuran-4-ol —— C21H24O5
    5-[3-(4-Hydroxyphenyl)prop-2-enyl]-2-(2-hydroxypropan-2-yl)-6-methoxy-2,3-dihydro-1-benzofuran-4-ol
    —— 2-(2-Hydroxypropan-2-yl)-7-methoxy-2,3-dihydro-1-benzofuran-5-carbaldehyde —— C13H16O4
    2-(2-Hydroxypropan-2-yl)-7-methoxy-2,3-dihydro-1-benzofuran-5-carbaldehyde
    —— lupulone G —— C15H20O4
    lupulone G
    —— 2,3,4-Trimethyl-5,7-dihydroxy-2,3-dihydrobenzofuran —— C11H14O3
    2,3,4-Trimethyl-5,7-dihydroxy-2,3-dihydrobenzofuran
    —— 4-(Hydroxymethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-ol —— C10H12O3
    4-(Hydroxymethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-ol
    —— 2-(2-Hydroxypropan-2-yl)-6-(3-methylbut-3-en-1-ynyl)-2,3-dihydro-1-benzofuran-5-ol —— C16H18O3
    2-(2-Hydroxypropan-2-yl)-6-(3-methylbut-3-en-1-ynyl)-2,3-dihydro-1-benzofuran-5-ol
    —— 6-Chloro-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-ol —— C11H13ClO3
    6-Chloro-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-ol
    —— 5-methoxy-2-isopropenyl-2,3-dihydrobenzofuran 91301-17-6 C12H14O2
    5-methoxy-2-isopropenyl-2,3-dihydrobenzofuran
    —— 2-(1-Hydroxy-1-methyl-ethyl)-2,3-dihydro-benzofuran-5-ol —— C11H14O3
    2-(1-Hydroxy-1-methyl-ethyl)-2,3-dihydro-benzofuran-5-ol
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-[2-(1H-imidazol-5-yl)ethyl]-1H-pyrazole-3-carboxamide —— C17H17N5O2
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-[2-(1H-imidazol-5-yl)ethyl]-1H-pyrazole-3-carboxamide
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-(2-hydroxyethyl)-1H-pyrazole-3-carboxamide —— C14H15N3O3
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-(2-hydroxyethyl)-1H-pyrazole-3-carboxamide
    —— 2-[7-Methoxy-5-(3-methoxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol —— C16H22O4
    2-[7-Methoxy-5-(3-methoxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol
    —— 4-[3-(Hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]cyclohex-3-ene-1,2-diol —— C19H26O6
    4-[3-(Hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]cyclohex-3-ene-1,2-diol
    —— 1-[2,3-Dihydro-4,6-dihydroxy-2-(1-methylethenyl)-5-benzofuranyl]-2-methyl-1-propanone —— C15H18O4
    1-[2,3-Dihydro-4,6-dihydroxy-2-(1-methylethenyl)-5-benzofuranyl]-2-methyl-1-propanone
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxamide —— C18H21N3O3
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxamide
    —— 4-Ethylidene-9-[(2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl)peroxy]-2-oxabicyclo[4.3.1]deca-1(9),6(10),7-triene —— C22H22O4
    4-Ethylidene-9-[(2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl)peroxy]-2-oxabicyclo[4.3.1]deca-1(9),6(10),7-triene
    —— 6-Methoxy-2-[(4-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-3-ol —— C17H18O4
    6-Methoxy-2-[(4-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-3-ol
    —— (7-bromo-3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-3a-yl)methanol —— C15H19BrO2
    (7-bromo-3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-3a-yl)methanol
    —— 8,9b-Dihydroxy-4a-methoxy-3-phenyldibenzofuran-1,4-dione —— C19H14O6
    8,9b-Dihydroxy-4a-methoxy-3-phenyldibenzofuran-1,4-dione
    —— 2-(2-Hydroxypropan-2-yl)-6-methyl-2,3-dihydro-1-benzofuran-5-ol —— C12H16O3
    2-(2-Hydroxypropan-2-yl)-6-methyl-2,3-dihydro-1-benzofuran-5-ol
    —— 4-(4-hydroxyphenyl)-3-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methyl]-2-methoxy-2H-furan-5-one —— C23H24O6
    4-(4-hydroxyphenyl)-3-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methyl]-2-methoxy-2H-furan-5-one
    —— 7-Hydroperoxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carbaldehyde —— C12H14O5
    7-Hydroperoxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carbaldehyde
    —— 2-[2-(Hydroxymethyl)oxiran-2-yl]-5-methoxy-2,3-dihydro-1-benzofuran-3-ol —— C12H14O5
    2-[2-(Hydroxymethyl)oxiran-2-yl]-5-methoxy-2,3-dihydro-1-benzofuran-3-ol
    —— (3-hydroxy-3,6-dimethyl-2H-1-benzofuran-2-yl) 2-methylbut-2-enoate —— C15H18O4
    (3-hydroxy-3,6-dimethyl-2H-1-benzofuran-2-yl) 2-methylbut-2-enoate
    —— 2-[5-(3-Methoxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol —— C15H20O3
    2-[5-(3-Methoxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol
    —— 2-(2-Hydroxypropan-2-yl)-6-pentyl-2,3-dihydro-1-benzofuran-7-carbaldehyde —— C17H24O3
    2-(2-Hydroxypropan-2-yl)-6-pentyl-2,3-dihydro-1-benzofuran-7-carbaldehyde
    —— 2-[6-bromo-5-(4-hydroperoxy-4-methylpent-2-enyl)-2-hydroxy-5,8a-dimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-yl]-2,3-dihydro-1-benzofuran-5-carboxylic acid —— C27H37BrO6
    2-[6-bromo-5-(4-hydroperoxy-4-methylpent-2-enyl)-2-hydroxy-5,8a-dimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-yl]-2,3-dihydro-1-benzofuran-5-carboxylic acid
    —— Kazinol T —— C30H40O5
    Kazinol T
    —— 2-isopropenyl-2,3-dihydrobenzofuran-5-carboxylic acid 84015-64-5 C12H12O3
    2-isopropenyl-2,3-dihydrobenzofuran-5-carboxylic acid
    —— 1-[4,6-Dihydroxy-2-(2-hydroxy-6-methylhept-5-en-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-yl]-2-hydroxyethanone —— C23H32O6
    1-[4,6-Dihydroxy-2-(2-hydroxy-6-methylhept-5-en-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-yl]-2-hydroxyethanone
    —— 7-Methoxy-2-(2-methoxyphenoxy)-3-methyl-5-prop-1-enyl-2,3-dihydro-1-benzofuran —— C20H22O4
    7-Methoxy-2-(2-methoxyphenoxy)-3-methyl-5-prop-1-enyl-2,3-dihydro-1-benzofuran
    —— [5-[1-(2-Methylbut-2-enoyloxy)ethyl]-2-(3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] 2-methylbut-2-enoate —— C23H26O6
    [5-[1-(2-Methylbut-2-enoyloxy)ethyl]-2-(3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] 2-methylbut-2-enoate
    —— 2-(2,3-dihydro-1-benzofuran-6-yl)-N-(4-methoxybenzyl)acetamide —— C18H19NO3
    2-(2,3-dihydro-1-benzofuran-6-yl)-N-(4-methoxybenzyl)acetamide
    —— Pestaloficiol S —— C15H16O2
    Pestaloficiol S
    —— 4-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)pyrimidin-2-amine —— C13H13N3O
    4-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)pyrimidin-2-amine
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-N-(1-hydroxy-4-methylsulfanylbutan-2-yl)propanamide —— C16H23NO3S
    3-(2,3-dihydro-1-benzofuran-5-yl)-N-(1-hydroxy-4-methylsulfanylbutan-2-yl)propanamide
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-1H-pyrazole-3-carboxamide —— C19H23N3O3
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-1H-pyrazole-3-carboxamide
    —— 2-[1-[2-(3-Oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethoxy]but-2-enoic acid —— C17H18O5
    2-[1-[2-(3-Oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethoxy]but-2-enoic acid