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    首页 分子通 按分子结构分类 有机化合物 苯丙烷和聚酮 黄酮类化合物

    黄酮类化合物

    黄酮类化合物 定义与结构特征

    黄酮类化合物是一大类天然存在的有机化合物，属于酚类衍生物。它们的分子结构通常包含两个苯环（A和B环）和一个三碳环（C环），形成一个基本骨架。该骨架由多个亚结构组成，包括黄烷醇、黄酮、黄酮醇等。

    生物来源

    黄酮类化合物广泛存在于植物界中，常见于许多蔬菜、水果及中药中。例如，在大豆、柑橘、茶叶和甘草中都可以找到它们的身影。

    化学性质 亲水性与溶解度

    由于其分子结构中含有多个酚羟基，因此具有一定的亲水性和良好的溶解性，这使得黄酮类化合物在药物设计中扮演重要角色。

    稳定性与光敏性

    大多数黄酮类化合物相对稳定，在适宜条件下不易发生降解。但某些类型的黄酮对光照比较敏感，容易被氧化，导致颜色变化。

    生理活性与药用价值

    黄酮类化合物因其丰富的生理活性而备受关注，主要包括：

    • 抗氧化作用：可有效清除体内自由基，保护细胞免受损伤。
    • 抗炎效应：有助于减轻炎症反应，缓解症状。
    • 心血管保护：可能通过多种机制改善心脑血管健康。
    • 抗癌潜力：研究表明某些黄酮类物质具有抑制肿瘤生长的能力。
    应用领域 食品工业

    作为一种天然色素和抗氧化剂，被广泛应用于食品加工中以提高其保质期及营养价值。

    化妆品行业

    利用其良好的生物相容性和抗衰老特性，在化妆品配方中应用广泛。

    药物开发

    由于黄酮类化合物展现出广泛的药理活性，已成为新药研发的重要候选目标之一。

    中文名称 英文名称 CAS号 化学式 结构式图片
    —— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one;2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C48H50O28
    2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one;2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
    —— (2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C43H44O22+2
    (2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
    —— 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3R,4S)-3-hydroxy-1-methylpiperidin-4-yl]chromen-4-one;4-methyl-5-pyrazin-2-yldithiole-3-thione —— C29H26ClN3O5S3
    2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3R,4S)-3-hydroxy-1-methylpiperidin-4-yl]chromen-4-one;4-methyl-5-pyrazin-2-yldithiole-3-thione
    —— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(4-morpholinyl)-3-nitrobenzenesulfonamide 260064-14-0 C26H21N3O10S
    N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(4-morpholinyl)-3-nitrobenzenesulfonamide
    —— 8-[(2R,3S,4R,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C27H30O14
    8-[(2R,3S,4R,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
    —— 3-methyl-7-(3-methylbut-2-enoxy)-2-phenyl-8-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-2,3-dihydrochromen-4-one —— C33H34O7
    3-methyl-7-(3-methylbut-2-enoxy)-2-phenyl-8-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-2,3-dihydrochromen-4-one
    —— [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] (E)-tetradec-6-enoate —— C29H38O8
    [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] (E)-tetradec-6-enoate
    —— 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]chromen-4-one;ethanol;hydrochloride —— C23H27Cl2NO6
    2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]chromen-4-one;ethanol;hydrochloride
    —— 4-chloro-6-(7-chloro-6-hydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl)benzene-1,3-diol —— C24H26Cl2O4
    4-chloro-6-(7-chloro-6-hydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl)benzene-1,3-diol
    —— N-(7-Bromo-1-methoxy-6-phenyl-6H-benzo[c]chromen-8-yl)-methanesulfonamide —— C21H18BrNO4S
    N-(7-Bromo-1-methoxy-6-phenyl-6H-benzo[c]chromen-8-yl)-methanesulfonamide
    —— 3-(1-Benzothiophen-2-yl)-2-(4-methylsulfonylphenyl)chromen-4-one —— C24H16O4S2
    3-(1-Benzothiophen-2-yl)-2-(4-methylsulfonylphenyl)chromen-4-one
    —— 7-carboxymethyloxy-3',4',5,6-tetramethoxy flavone 203191-03-1 C21H20O9
    7-carboxymethyloxy-3',4',5,6-tetramethoxy flavone
    —— 2-(4-Methylsulfonylphenyl)-3-pyridin-4-ylchromen-4-one —— C21H15NO4S
    2-(4-Methylsulfonylphenyl)-3-pyridin-4-ylchromen-4-one
    —— (2R,3S)-2-(3-hydroxy-4,5-dimethoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol —— C17H18O7
    (2R,3S)-2-(3-hydroxy-4,5-dimethoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
    —— (3aR,4S,9bS)-4-(4-hydroxyphenyl)-6-methoxymethyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol —— C20H22O4
    (3aR,4S,9bS)-4-(4-hydroxyphenyl)-6-methoxymethyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol
    —— 2-(benzo[d][1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-amine 260063-93-2 C16H11NO5
    2-(benzo[d][1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-amine
    —— 2-(4-acetylamino-3-nitrophenyl)-7,8-dihydroxy-4H-chromen-4-one —— C17H12N2O7
    2-(4-acetylamino-3-nitrophenyl)-7,8-dihydroxy-4H-chromen-4-one
    —— (3R)-4-benzyl-3-ethyl-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-6-ol —— C24H24O3
    (3R)-4-benzyl-3-ethyl-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-6-ol
    —— 8-amino-2-(3-fluoro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one 372102-12-0 C16H12FNO4
    8-amino-2-(3-fluoro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one
    —— [2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl] tricosanoate —— C38H54O8
    [2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl] tricosanoate
    —— 7-ethyloxycarbonyloxy-3-(4'-ethyloxycarbonyloxyphenyl)-4-methyl-2-(4"-(2"'-piperidinoethoxy)phenyl)-2H-benzopyran —— C35H39NO8
    7-ethyloxycarbonyloxy-3-(4'-ethyloxycarbonyloxyphenyl)-4-methyl-2-(4"-(2"'-piperidinoethoxy)phenyl)-2H-benzopyran
    —— (2R,3S)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-6-yl]-3,4-dihydro-2H-chromene-3,5,7-triol —— C30H26O12
    (2R,3S)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-6-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
    —— [(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl] hexadecanoate —— C32H44O7
    [(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl] hexadecanoate
    —— 8-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-3-methyl-7-(3-methylbut-2-enoxy)-2-phenylchromen-4-one —— C30H25ClO4
    8-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-3-methyl-7-(3-methylbut-2-enoxy)-2-phenylchromen-4-one
    —— 3-methyl-7-(3-methylbut-2-enoxy)-2-phenyl-8-[(E)-3-thiophen-2-ylprop-2-enoyl]chromen-4-one —— C28H24O4S
    3-methyl-7-(3-methylbut-2-enoxy)-2-phenyl-8-[(E)-3-thiophen-2-ylprop-2-enoyl]chromen-4-one
    —— (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-chromene-3,5,7-triol —— C21H24O11
    (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
    —— 7-Fluoro-3-(6-methoxypyridin-3-yl)-2-(4-methylsulfonylphenyl)chromen-4-one —— C22H16FNO5S
    7-Fluoro-3-(6-methoxypyridin-3-yl)-2-(4-methylsulfonylphenyl)chromen-4-one
    —— 2-[2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione —— C19H16ClNO6S
    2-[2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
    —— 2-[(E)-(4,5-dimethoxy-1a-phenyl-1,7a-dihydrocyclopropa[b]chromen-7-ylidene)amino]oxy-N-methylethanamine —— C21H24N2O4
    2-[(E)-(4,5-dimethoxy-1a-phenyl-1,7a-dihydrocyclopropa[b]chromen-7-ylidene)amino]oxy-N-methylethanamine
    —— 3,5,7-Trihydroxy-2-(8-hydroxy-2,2-dimethylchromen-6-yl)-2,3-dihydrochromen-4-one —— C20H18O7
    3,5,7-Trihydroxy-2-(8-hydroxy-2,2-dimethylchromen-6-yl)-2,3-dihydrochromen-4-one
    —— 5-Hydroxy-7-methoxy-4-oxo-2-phenylchromene-8-sulfonamide —— C16H13NO6S
    5-Hydroxy-7-methoxy-4-oxo-2-phenylchromene-8-sulfonamide
    —— 7-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-propylchromen-4-one —— C19H18O5
    7-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-propylchromen-4-one
    —— [4-(5,7-Dihydroxy-4-oxochromen-2-yl)phenyl] sulfamate —— C15H11NO7S
    [4-(5,7-Dihydroxy-4-oxochromen-2-yl)phenyl] sulfamate
    —— (2S,3R,4S,5R)-3,4,5-trihydroxy-6-[5-hydroxy-2-[3-hydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid —— C27H28O17
    (2S,3R,4S,5R)-3,4,5-trihydroxy-6-[5-hydroxy-2-[3-hydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
    —— Petanin (chloride) 69915-09-9 C43H49ClO23
    Petanin (chloride)
    —— [(2R,3R)-2-(3,4-dihydroxy-5-methylphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate;(5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid —— C42H39N3O15S
    [(2R,3R)-2-(3,4-dihydroxy-5-methylphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate;(5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    —— (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one;(2S,3R,4S,5R)-3,4,5-trihydroxy-6-[5-hydroxy-2-[3-hydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid —— C44H47NO20
    (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one;(2S,3R,4S,5R)-3,4,5-trihydroxy-6-[5-hydroxy-2-[3-hydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
    —— [(2R,3R)-2-(3,4-dihydroxy-5-methylphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate —— C23H20O10
    [(2R,3R)-2-(3,4-dihydroxy-5-methylphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
    —— (2-[3,4-Bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one) —— C33H42O19
    (2-[3,4-Bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one)
    —— (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid;5,6,7-trihydroxy-2-phenylchromen-4-one —— C36H28O16
    (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid;5,6,7-trihydroxy-2-phenylchromen-4-one
    —— 5-hydroxy-7-(2-hydroxyethoxy)-2-[3-hydroxy-4-(2-hydroxyethoxy)phenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C31H38O18
    5-hydroxy-7-(2-hydroxyethoxy)-2-[3-hydroxy-4-(2-hydroxyethoxy)phenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
    —— 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C28H32O15
    5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
    —— 2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]chromen-4-one —— C28H34O15
    2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]chromen-4-one
    —— [5-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-methoxyphenyl] octadecanoate —— C34H48O7
    [5-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-methoxyphenyl] octadecanoate
    —— 5-[[4-[3-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxypropoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione —— C28H23NO10S
    5-[[4-[3-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxypropoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
    —— N-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-3-methyl-4-oxo-2-phenylchromene-8-sulfonamide —— C31H35N3O5S
    N-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-3-methyl-4-oxo-2-phenylchromene-8-sulfonamide
    —— 3-methyl-7-(3-methylbut-2-enoxy)-2-phenyl-8-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]chromen-4-one —— C33H32O7
    3-methyl-7-(3-methylbut-2-enoxy)-2-phenyl-8-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]chromen-4-one
    —— 8-[(E)-3-(3-methoxyphenyl)prop-2-enoyl]-3-methyl-7-(3-methylbut-2-enoxy)-2-phenyl-2,3-dihydrochromen-4-one —— C31H30O5
    8-[(E)-3-(3-methoxyphenyl)prop-2-enoyl]-3-methyl-7-(3-methylbut-2-enoxy)-2-phenyl-2,3-dihydrochromen-4-one
    —— N-(4-bromophenyl)-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]urea 260063-68-1 C22H15BrN2O6
    N-(4-bromophenyl)-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]urea
    —— 2-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-(4-methoxyphenyl)-6-propan-2-yloxy-2H-chromene-3-carboxylic acid —— C28H26O7
    2-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-(4-methoxyphenyl)-6-propan-2-yloxy-2H-chromene-3-carboxylic acid