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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-(Hydroxymethyl)-7-methoxy-6-(7-methoxy-2,3-dihydro-1-benzofuran-6-yl)-2,3-dihydro-1-benzofuran-3-yl]methanol —— C20H22O6
    [2-(Hydroxymethyl)-7-methoxy-6-(7-methoxy-2,3-dihydro-1-benzofuran-6-yl)-2,3-dihydro-1-benzofuran-3-yl]methanol
    —— 5-(Hydroxymethyl)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-ol —— C12H14O3
    5-(Hydroxymethyl)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-ol
    —— 4-Hydroxy-2-[2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydro-benzofuran-5-ylmethyl]-3-(4-hydroxy-phenyl)-5-oxo-2,5-dihydro-furan-2-carboxylic acid methyl ester —— C24H24O8
    4-Hydroxy-2-[2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydro-benzofuran-5-ylmethyl]-3-(4-hydroxy-phenyl)-5-oxo-2,5-dihydro-furan-2-carboxylic acid methyl ester
    —— 3,6 dimethyl, 2,3-dihydrobenzo[b]furan 65627-89-6 C10H12O
    3,6 dimethyl, 2,3-dihydrobenzo[b]furan
    —— Methyl 3-[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate —— C15H18O4
    Methyl 3-[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate
    —— Nlcamzutwgfusw-uhfffaoysa- 1027995-86-3 C17H14O6
    Nlcamzutwgfusw-uhfffaoysa-
    —— 2-(1,3-Dihydroxypropan-2-yl)-3-hydroxy-2,3-dihydro-1-benzofuran-5-carbaldehyde —— C12H14O5
    2-(1,3-Dihydroxypropan-2-yl)-3-hydroxy-2,3-dihydro-1-benzofuran-5-carbaldehyde
    —— 5-formyl-2-(1',2'-dihydroxyisopropyl)-2,3-dihydrobenzofuran —— C12H14O4
    5-formyl-2-(1',2'-dihydroxyisopropyl)-2,3-dihydrobenzofuran
    —— 4a,8-Dihydroxy-2,7-dimethoxy-9,9b-bis(pentadec-10-enyl)dibenzofuran-1,4-dione —— C44H68O7
    4a,8-Dihydroxy-2,7-dimethoxy-9,9b-bis(pentadec-10-enyl)dibenzofuran-1,4-dione
    —— methyl 3-(3,4-dihydroxyphenyl)-2,7-dihydroxy-1-oxo-8bH-cyclopenta[b][1]benzofuran-3a-carboxylate —— C19H14O8
    methyl 3-(3,4-dihydroxyphenyl)-2,7-dihydroxy-1-oxo-8bH-cyclopenta[b][1]benzofuran-3a-carboxylate
    —— 3-(4-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)phenyl)-3-(3-hydroxy-6-methyl-4-oxo-4H-pyran-2-yl)propanamide —— C25H25NO6
    3-(4-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)phenyl)-3-(3-hydroxy-6-methyl-4-oxo-4H-pyran-2-yl)propanamide
    —— 2-(2,3-dihydro-1-benzofuran-6-yl)-N-[2-(4-methoxyphenyl)ethyl]acetamide —— C19H21NO3
    2-(2,3-dihydro-1-benzofuran-6-yl)-N-[2-(4-methoxyphenyl)ethyl]acetamide
    —— 2-[13-(2,3-dihydro-1-benzofuran-6-yl)tridecanoyl]-3,6-dihydroxycyclohex-2-en-1-one —— C27H38O5
    2-[13-(2,3-dihydro-1-benzofuran-6-yl)tridecanoyl]-3,6-dihydroxycyclohex-2-en-1-one
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-(3-hydroxypropyl)-1H-pyrazole-3-carboxamide —— C15H17N3O3
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-(3-hydroxypropyl)-1H-pyrazole-3-carboxamide
    —— 7-Bromo-1,2,6,8b-tetramethyl-1,3a-dihydrocyclopenta[b][1]benzofuran —— C15H17BrO
    7-Bromo-1,2,6,8b-tetramethyl-1,3a-dihydrocyclopenta[b][1]benzofuran
    —— (2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-5-yl)methanol 69745-00-2 C12H14O2
    (2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-5-yl)methanol
    —— 13-Hydroxy-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-hexaen-12-one —— C27H26O4
    13-Hydroxy-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-hexaen-12-one
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-N-(1-hydroxy-3-methylpentan-2-yl)propanamide —— C17H25NO3
    3-(2,3-dihydro-1-benzofuran-5-yl)-N-(1-hydroxy-3-methylpentan-2-yl)propanamide
    —— 1-[2-(3-Oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethyl but-2-enoate —— C17H18O4
    1-[2-(3-Oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethyl but-2-enoate
    —— 2-[(4-Chlorophenyl)methyl]-3-methylidene-1-benzofuran-2-ol —— C16H13ClO2
    2-[(4-Chlorophenyl)methyl]-3-methylidene-1-benzofuran-2-ol
    —— 2,3-Dihydro-3-hydroxyl-2-isopropenyl-5-benzofurancarboxylic acid —— C12H12O4
    2,3-Dihydro-3-hydroxyl-2-isopropenyl-5-benzofurancarboxylic acid
    —— 2-Methoxy-5-(3-methyl-2,3-dihydro-1-benzofuran-2-yl)cyclohexa-1,5-dien-1-ol —— C16H18O3
    2-Methoxy-5-(3-methyl-2,3-dihydro-1-benzofuran-2-yl)cyclohexa-1,5-dien-1-ol
    —— 3-[2-(2-Hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal —— C14H16O3
    3-[2-(2-Hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal
    —— Methyl 4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-2-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methyl]-5-oxofuran-2-carboxylate —— C29H32O8
    Methyl 4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-2-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methyl]-5-oxofuran-2-carboxylate
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-(1-hydroxy-4-methylsulfanylbutan-2-yl)acetamide —— C15H21NO3S
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-(1-hydroxy-4-methylsulfanylbutan-2-yl)acetamide
    —— methyl 3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(4-methoxyphenyl)propanoate —— C23H24N2O5
    methyl 3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(4-methoxyphenyl)propanoate
    —— 4,5a-dihydroxy-6,6,9a-trimethyl-3-propan-2-yl-8,9-dihydro-7H-dibenzofuran-1-carbaldehyde —— C19H26O4
    4,5a-dihydroxy-6,6,9a-trimethyl-3-propan-2-yl-8,9-dihydro-7H-dibenzofuran-1-carbaldehyde
    —— 2-(1-Hydroxybutyl)-2,3-dihydro-1-benzofuran-3-ol —— C12H16O3
    2-(1-Hydroxybutyl)-2,3-dihydro-1-benzofuran-3-ol
    —— 2,3-dihydro-2-hydroxy-3,3-dimethyl-5-benzofuranyl methanesulphonate 26322-82-7 C11H14O5S
    2,3-dihydro-2-hydroxy-3,3-dimethyl-5-benzofuranyl methanesulphonate
    —— 2-Acetyl-3,7,9-trihydroxy-6-methoxy-8,9b-dimethyldibenzofuran-1-one —— C17H16O7
    2-Acetyl-3,7,9-trihydroxy-6-methoxy-8,9b-dimethyldibenzofuran-1-one
    —— 2-(2-Hydroxypropan-2-yl)-6-prop-2-enyl-2,3-dihydro-1-benzofuran-5-ol —— C14H18O3
    2-(2-Hydroxypropan-2-yl)-6-prop-2-enyl-2,3-dihydro-1-benzofuran-5-ol
    —— 2-(2,3-dihydrobenzofuran-6-yl)-N-(2,2-dimethyltetrahydro-2H-pyran-4-yl)acetamide —— C17H23NO3
    2-(2,3-dihydrobenzofuran-6-yl)-N-(2,2-dimethyltetrahydro-2H-pyran-4-yl)acetamide
    —— 11b-hydroxy-6,9-dimethoxy-2,6,6a,11a-tetrahydro-1H-[1]benzofuro[3,2-c]chromen-3-one —— C17H18O6
    11b-hydroxy-6,9-dimethoxy-2,6,6a,11a-tetrahydro-1H-[1]benzofuro[3,2-c]chromen-3-one
    —— 3-[[2,3-Dihydro-4,6-dihydroxy-2-(1-methylethenyl)-5-(2-methyl-1-oxopropyl)-7-benzofuranyl]methyl]-6-ethyl-4-hydroxy-5-methyl-2 h-pyran-2-one —— C24H28O7
    3-[[2,3-Dihydro-4,6-dihydroxy-2-(1-methylethenyl)-5-(2-methyl-1-oxopropyl)-7-benzofuranyl]methyl]-6-ethyl-4-hydroxy-5-methyl-2 h-pyran-2-one
    —— aflatoxin D<sub>1</sub> 52373-83-8 C16H14O5
    aflatoxin D<sub>1</sub>
    —— 3-(3-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)phenyl)-3-(3-hydroxy-6-methyl-4-oxo-4H-pyran-2-yl)propanamide —— C25H25NO6
    3-(3-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)phenyl)-3-(3-hydroxy-6-methyl-4-oxo-4H-pyran-2-yl)propanamide
    —— Alternaphenol D —— C15H12O6
    Alternaphenol D
    —— 2-[5-(1-Hydroxyethyl)-2,3-dihydro-1-benzofuran-2-yl]prop-2-enal —— C13H14O3
    2-[5-(1-Hydroxyethyl)-2,3-dihydro-1-benzofuran-2-yl]prop-2-enal
    —— 3a,8,8b-trihydroxy-6-(3-hydroxybutan-2-yl)-3-(1-hydroxyethyl)-2,7-dimethyl-3H-[1]benzofuro[2,3-c]pyrrol-1-one —— C18H25NO7
    3a,8,8b-trihydroxy-6-(3-hydroxybutan-2-yl)-3-(1-hydroxyethyl)-2,7-dimethyl-3H-[1]benzofuro[2,3-c]pyrrol-1-one
    —— 2-(2-Hydroxypropan-2-yl)-5-(3-phenylprop-2-enyl)-2,3-dihydro-1-benzofuran-6-ol —— C20H22O3
    2-(2-Hydroxypropan-2-yl)-5-(3-phenylprop-2-enyl)-2,3-dihydro-1-benzofuran-6-ol
    —— 3-[2-(2-Hydroxypropan-2-yl)-4-methoxy-6-(3-methylbut-2-enoxy)-2,3-dihydro-1-benzofuran-7-yl]prop-2-enoic acid —— C20H26O6
    3-[2-(2-Hydroxypropan-2-yl)-4-methoxy-6-(3-methylbut-2-enoxy)-2,3-dihydro-1-benzofuran-7-yl]prop-2-enoic acid
    —— methyl 3-(2-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)phenyl)-3-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)propanoate —— C26H26O7
    methyl 3-(2-(2-(2,3-dihydrobenzofuran-5-yl)ethoxy)phenyl)-3-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)propanoate
    —— 3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-3a-carbaldehyde —— C15H18O2
    3,6,8b-trimethyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-3a-carbaldehyde
    —— 2-[5-(1-Hydroxyethyl)-2,3-dihydro-1-benzofuran-2-yl]prop-2-enyl 2-methylbut-2-enoate —— C18H22O4
    2-[5-(1-Hydroxyethyl)-2,3-dihydro-1-benzofuran-2-yl]prop-2-enyl 2-methylbut-2-enoate
    —— 3-[2-(1-Hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid —— C19H24O4
    3-[2-(1-Hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid
    —— 2-(3-Hydroxy-3-methylbut-1-enyl)-3,6-dimethyl-2,3-dihydro-1-benzofuran-5-ol —— C15H20O3
    2-(3-Hydroxy-3-methylbut-1-enyl)-3,6-dimethyl-2,3-dihydro-1-benzofuran-5-ol
    —— 5-(2-Hydroxy-3,5-dimethyl-2,3-dihydro-1-benzofuran-6-yl)pentan-2-one —— C15H20O3
    5-(2-Hydroxy-3,5-dimethyl-2,3-dihydro-1-benzofuran-6-yl)pentan-2-one
    —— 4,11-Dihydroxy-13,13-dimethyl-5-propan-2-yl-8,10-dioxatetracyclo[7.7.0.01,12.02,7]hexadeca-2(7),3,5-triene-3-carbaldehyde —— C20H26O5
    4,11-Dihydroxy-13,13-dimethyl-5-propan-2-yl-8,10-dioxatetracyclo[7.7.0.01,12.02,7]hexadeca-2(7),3,5-triene-3-carbaldehyde
    —— [5-[1-(3-Methylbutanoyloxy)ethyl]-2-(3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] 3-methylbutanoate —— C23H30O6
    [5-[1-(3-Methylbutanoyloxy)ethyl]-2-(3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] 3-methylbutanoate
    —— 3-Hydroperoxy-3,3a,6,8b-tetramethyl-1,2-dihydrocyclopenta[b][1]benzofuran —— C15H20O3
    3-Hydroperoxy-3,3a,6,8b-tetramethyl-1,2-dihydrocyclopenta[b][1]benzofuran