摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词
历史搜索
    热门化合物HOT
    • 喹啉
    • 水杨醛
    • 二溴甲烷
    • 谷胱甘肽
    • L-乳酸
    • 苯巴比妥
    • 辣椒碱
    • 非那明
    • 百草枯
    • 联苯烯
    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
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuranol N-methylcarbamate 1563-66-2 C12H15NO3
    2,3-dihydro-2,2-dimethyl-7-benzofuranol N-methylcarbamate
    —— (3Z)-N-Hydroxy-8,9b-dimethyl-1,4,4a,9b-tetrahydrodibenzo[b,d]furan-3(2H)-imine 58323-17-4 C14H17NO2
    (3Z)-N-Hydroxy-8,9b-dimethyl-1,4,4a,9b-tetrahydrodibenzo[b,d]furan-3(2H)-imine
    —— 7-chloromethyl-5-methyl-2,3-dihydro-benzofuran 103039-08-3 C10H11ClO
    7-chloromethyl-5-methyl-2,3-dihydro-benzofuran
    —— 2-Methyl-7-hydroxy-cumaran 1563-68-4 C9H10O2
    2-Methyl-7-hydroxy-cumaran
    —— (3R,3aR,8bS)-3-((S)-1,2-dihydroxyethyl)-3a,6,8,8b-tetrahydroxy-3,3a-dihydrofuro[3,4-b]benzofuran-1(8bH)-one 1350981-42-8 C12H12O9
    (3R,3aR,8bS)-3-((S)-1,2-dihydroxyethyl)-3a,6,8,8b-tetrahydroxy-3,3a-dihydrofuro[3,4-b]benzofuran-1(8bH)-one
    —— (3R,3aR,8bS)-3-((S)-1,2-dihydroxyethyl)-3a,8b-dihydroxy-6,8-dimethoxy-3,3a-dihydrofuro[3,4-b]benzofuran-1(8bH)-one 1350802-52-6 C14H16O9
    (3R,3aR,8bS)-3-((S)-1,2-dihydroxyethyl)-3a,8b-dihydroxy-6,8-dimethoxy-3,3a-dihydrofuro[3,4-b]benzofuran-1(8bH)-one
    —— 3-(2-dimethylamino-ethyl)-3-phenyl-3<i>H</i>-benzofuran-2-one 96842-99-8 C18H19NO2
    3-(2-dimethylamino-ethyl)-3-phenyl-3<i>H</i>-benzofuran-2-one
    —— 6-hydroxy-2,3-dihydro-1-benzofuran-5-carboxaldehyde 24416-63-5 C9H8O3
    6-hydroxy-2,3-dihydro-1-benzofuran-5-carboxaldehyde
    —— 2,3-dihydro-3,3-dimethyl-2-benzofuranol 39689-26-4 C10H12O2
    2,3-dihydro-3,3-dimethyl-2-benzofuranol
    —— 5,7-di-tert-butyl 3-[4-(2-hydroxyethoxy)phenyl]benzofuran-2-one 155794-06-2 C24H30O4
    5,7-di-tert-butyl 3-[4-(2-hydroxyethoxy)phenyl]benzofuran-2-one
    —— (9aS)-8-acetyl-7-hydroxy-1,3-dimethoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925441-75-4 C18H17NO7
    (9aS)-8-acetyl-7-hydroxy-1,3-dimethoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (9aS)-8-acetyl-3-(difluoromethoxy)-1,7-dihydroxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925441-72-1 C17H13F2NO7
    (9aS)-8-acetyl-3-(difluoromethoxy)-1,7-dihydroxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (9aS)-8-acetyl-7-hydroxy-1,3-dimethoxy-N,N,9a-trimethyl-9-oxodibenzofuran-4-carboxamide 1131540-83-4 C20H21NO7
    (9aS)-8-acetyl-7-hydroxy-1,3-dimethoxy-N,N,9a-trimethyl-9-oxodibenzofuran-4-carboxamide
    —— (9aS)-8-acetyl-3-(benzyloxy)-1,7-dihydroxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925441-32-3 C23H19NO7
    (9aS)-8-acetyl-3-(benzyloxy)-1,7-dihydroxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925441-31-2 C17H15NO7
    (9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (9aS)-8-acetyl-N-benzyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925439-30-1 C24H21NO7
    (9aS)-8-acetyl-N-benzyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— 3-[[(2,3-Dihydro-2-benzofuranyl)carbonyl]amino]-2-thiophenecarboxylic acid 1016534-39-6 C14H11NO4S
    3-[[(2,3-Dihydro-2-benzofuranyl)carbonyl]amino]-2-thiophenecarboxylic acid
    —— 3-Hydrazinyl-2,3-dihydro-1-benzofuran-6-OL 1016504-39-4 C8H10N2O2
    3-Hydrazinyl-2,3-dihydro-1-benzofuran-6-OL
    —— 5-bromo-2,3-dihydro-2-methyl-7-sulfamoylbenzo[b]furan 89819-22-7 C9H10BrNO3S
    5-bromo-2,3-dihydro-2-methyl-7-sulfamoylbenzo[b]furan
    —— 1-(2,3-Dihydro-5-benzofuranyl)-2,2-dihydroxyethanone 106134-19-4 C10H10O4
    1-(2,3-Dihydro-5-benzofuranyl)-2,2-dihydroxyethanone
    —— (+)-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-amine 142873-63-0 C20H25NO
    (+)-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-amine
    —— 6-<1-(2-cyanophenyl)-1-propen-3-yl>-2,3-dihydro-5-benzofuranol 124854-97-3 C18H15NO2
    6-<1-(2-cyanophenyl)-1-propen-3-yl>-2,3-dihydro-5-benzofuranol
    —— 6-<1-(2-bromophenyl)-1-propen-3-yl>-2,3-dihydro-5-benzofuranol 124854-96-2 C17H15BrO2
    6-<1-(2-bromophenyl)-1-propen-3-yl>-2,3-dihydro-5-benzofuranol
    —— 3-(cyanomethyl)-3-methyl-2,3-dihydrobenzofuran 78739-88-5 C11H11NO
    3-(cyanomethyl)-3-methyl-2,3-dihydrobenzofuran
    —— 6,7-dichloro-2,3-dihydro-5-(2-thenoyl)benzofuran-2-carboxaldehyde dimethylacetal 77514-40-0 C16H14Cl2O4S
    6,7-dichloro-2,3-dihydro-5-(2-thenoyl)benzofuran-2-carboxaldehyde dimethylacetal
    —— 6,7-dichloro-2,3-dihydro-5-(2-thenoyl)benzofuran-2-carboxaldehyde ethyleneacetal 77514-39-7 C16H12Cl2O4S
    6,7-dichloro-2,3-dihydro-5-(2-thenoyl)benzofuran-2-carboxaldehyde ethyleneacetal
    —— 5-formyl-2,3-dihydro-1-benzofuran-7-carbonitrile 872715-03-2 C10H7NO2
    5-formyl-2,3-dihydro-1-benzofuran-7-carbonitrile
    —— 5-bromo-2,2-dimethyl-2,3-dihydrobenzofuran 5337-94-0 C10H11BrO
    5-bromo-2,2-dimethyl-2,3-dihydrobenzofuran
    —— 4α-acetamido-1,2,3,4,4aβ,9b-hexahydro-8,9bβ-dimethyl-1β,4β-(N-acetylepoxyimino)dibenzofuran-3-one 121942-35-6 C18H20N2O5
    4α-acetamido-1,2,3,4,4aβ,9b-hexahydro-8,9bβ-dimethyl-1β,4β-(N-acetylepoxyimino)dibenzofuran-3-one
    —— 1-((4aS,9bS)-8,9b-Dimethyl-4a,9b-dihydro-dibenzofuran-3-yl)-pyrrolidine —— C18H21NO
    1-((4aS,9bS)-8,9b-Dimethyl-4a,9b-dihydro-dibenzofuran-3-yl)-pyrrolidine
    —— 6-(chloromethyl)-2,3-dihydrobenzofuran 55745-78-3 C9H9ClO
    6-(chloromethyl)-2,3-dihydrobenzofuran
    —— 5-Phenyl-2,3-dihydrobenzofuran-2-carbonsaeure 59962-94-6 C15H12O3
    5-Phenyl-2,3-dihydrobenzofuran-2-carbonsaeure
    —— Z-[1-(2-bromovinyl)-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl]acetonitrile 869369-25-5 C17H16BrNO2
    Z-[1-(2-bromovinyl)-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl]acetonitrile
    —— (1-formyl-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl)acetonitrile 482374-42-5 C16H15NO3
    (1-formyl-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl)acetonitrile
    —— (6-methoxy-3,3-dimethyl-4-phenyl-2H-1-benzofuran-2-yl)methanol —— C18H20O3
    (6-methoxy-3,3-dimethyl-4-phenyl-2H-1-benzofuran-2-yl)methanol
    —— 2-[1-Oxo-1-[(2-prop-1-en-2-yl-2,3-dihydro-1-benzouran-5-yl)methoxy]propan-2-yl]oct-2-enoic acid —— C23H30O5
    2-[1-Oxo-1-[(2-prop-1-en-2-yl-2,3-dihydro-1-benzouran-5-yl)methoxy]propan-2-yl]oct-2-enoic acid
    —— Methyl (2R*,3S*)-2,3-dihydro-3-hydroxy-2-isopropenyl-5-benzofurancarboxylate —— C13H14O4
    Methyl (2R*,3S*)-2,3-dihydro-3-hydroxy-2-isopropenyl-5-benzofurancarboxylate
    —— 3-[7-(3-Methylbut-2-enyl)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid —— C19H22O3
    3-[7-(3-Methylbut-2-enyl)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid
    —— 5-[3-(4-Hydroxyphenyl)prop-2-enyl]-2-(2-hydroxypropan-2-yl)-3,6-dimethoxy-2,3-dihydro-1-benzofuran-4-ol —— C22H26O6
    5-[3-(4-Hydroxyphenyl)prop-2-enyl]-2-(2-hydroxypropan-2-yl)-3,6-dimethoxy-2,3-dihydro-1-benzofuran-4-ol
    —— 2-[7-(Hydroxymethyl)-6-pentyl-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol —— C17H26O3
    2-[7-(Hydroxymethyl)-6-pentyl-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol
    —— 1-[7-(Hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-6-yl]propan-1-ol —— C15H22O4
    1-[7-(Hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-6-yl]propan-1-ol
    —— 3-(4-Hydroxyphenyl)-4-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrrole-2,5-dione —— C22H21NO5
    3-(4-Hydroxyphenyl)-4-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrrole-2,5-dione
    —— 2-methyl-2-penta-1,3-dienyl-3H-1-benzofuran-5,7-diol —— C14H16O3
    2-methyl-2-penta-1,3-dienyl-3H-1-benzofuran-5,7-diol
    —— 3-(8-Hydroxy-6-methoxy-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl)cyclopent-3-en-1-one —— C16H14O5
    3-(8-Hydroxy-6-methoxy-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl)cyclopent-3-en-1-one
    —— methyl 3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(4-hydroxyphenyl)propanoate —— C22H22N2O5
    methyl 3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(4-hydroxyphenyl)propanoate
    —— 3-(Hydroxymethyl)-2-methyl-6-pent-3-enyl-2,3-dihydro-1-benzofuran-4-ol —— C15H20O3
    3-(Hydroxymethyl)-2-methyl-6-pent-3-enyl-2,3-dihydro-1-benzofuran-4-ol
    —— 1-(2-Prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl)propane-1,3-diol —— C14H18O3
    1-(2-Prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl)propane-1,3-diol
    —— 6-methoxy-2,3-dihydrobenzofuran-3-one oxime 109926-34-3 C9H9NO3
    6-methoxy-2,3-dihydrobenzofuran-3-one oxime
    —— 7-Bromo-3,3a,6,8b-tetramethyl-1,2-dihydrocyclopenta[b][1]benzofuran-3-ol —— C15H19BrO2
    7-Bromo-3,3a,6,8b-tetramethyl-1,2-dihydrocyclopenta[b][1]benzofuran-3-ol
    —— 2,2,3-trimethyl-5-prop-1-enyl-3H-1-benzofuran —— C14H18O
    2,2,3-trimethyl-5-prop-1-enyl-3H-1-benzofuran