计算溶液所需的质量、体积或浓度。
| 活性类型 | 活性值-log(M) | 作用机制 | 期刊 | 参考文献(PubMed IDs) |
|---|
有货
为什么选择此级别
Moligand™ 级 提供 ≥98% 纯度，适用于对基线干扰要求严格的色谱和分析工作流程。
储存与运输
-20°C储存。超低温运输 。请查阅批次 COA 获取详细规格。
质量文档
SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。
文献证明
在色谱分析、有机合成和交叉偶联反应领域已被 33 篇同行评审文献引用。
概述
溶于乙醇、丙酮、乙酸、氢氧化物碱溶液，不溶于水、乙醚、苯、氯仿和石油醚。在稀氢氧化钠乙醇溶液中呈现暗绿色荧光。
规格
别名
非瑟素 | 非瑟酮 | 漆树黄酮 | 3,3′,4′,7-四羟基黄酮 | 5-脱氧槲皮素
英文别名
3,4',7-Tetrahydroxyflavone | 7,3',4'-Trihydroxyflavonol | HY-N0182 | MFCD00006829 | NCGC00095663-01 | 5-Deoxyquercetin | Fustet | UNII-OO2ABO9578 | BIDD:ER0141 | NSC407010 | NSC-407010 | Spectrum5_001797 | BRN 0292829 | C.I. Natural Brown 1 | KBioSS_00167
规格或纯度
Moligand™, ≥98%
英文名称
Fisetin
储存条件
-20°C储存
运输条件
超低温运输
纯度
≥98%
名称和识别符
PubChem SID
EC号
208-434-4
分子类型
小分子
IUPAC Name
2-(3,4-dihydroxyphenyl)-3,7-dihydroxychromen-4-one
INCHI
1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H
InChi Key
XHEFDIBZLJXQHF-UHFFFAOYSA-N
Smiles
C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O)O)O
Isomeric SMILES
C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O)O)O
关联CAS
分子量
286.24
Beilstein号
18221
Reaxy-Rn
292829
Reaxys-RN link address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=292829&ln=
技术文档
高级数据
系统学分类
分类树（Taxonomy Tree）
| 界（kingdom) | 有机化合物 |
|---|---|
| 超类（Superclass) | 苯丙素类和聚酮类 |
| 类（Class) | 黄酮类化合物 |
| 亚类（Subclass） | 黄酮类 |
| 中间层级节点（Intermediate Tree Nodes） | 暂无 |
| 直接上位类(Direct Parent) | 黄酮醇 |
| 其他上位类（Alternative Parents） | 7-羟基黄酮类化合物 4'-羟基黄酮类化合物 3-羟基黄酮类化合物 3'-羟基黄酮类化合物 色酮 儿茶酚 吡喃酮及其衍生物 1-羟基-4-未取代苯类化合物 1-羟基-2-未取代苯类化合物 苯及其取代衍生物 杂芳族化合物 氧环化合物 有机氧化合物 有机氧化物 碳氢化合物衍生物 |
| 分子骨架（Molecular Framework) | 芳香族杂多环化合物 |
| 取代基（Substituents） | 1-苯并吡喃 - 1-羟基-2-未取代苯环化合物 - 1-羟基-4-未取代苯环化合物 - 3-羟基黄酮 - 3-羟基黄酮 - 3'-羟基黄酮 - 4'-羟基黄酮 - 7-羟基黄酮 - 芳香族杂多环化合物 - 苯基化合物 - 苯并吡喃 - 儿茶酚 - 苯并吡喃 - 杂芳香族化合物 - 烃衍生物 - 羟基黄酮 - 单环苯基基团 - 有机氧化物 - 有机氧化合物 - 有机杂环化合物 - 有机氧化合物 - 氧杂环 - 苯酚 - 吡喃 - 吡喃酮 |
| 描述（Description） | 该化合物属于黄酮醇类有机化合物。这类化合物以黄酮（2-苯基-1-苯并吡喃-4-酮）为骨架，其3位带有羟基。 |
| 外部描述符（External Descriptors） | Flavones and Flavonols |
三维结构
交互式化学结构模型
关联靶点（人）
ALOX12
Tchem
花生四烯酸12-脂氧合酶，12S型(Arachidonate 12-lipoxygenase, 12S-type)
(1 活性数据)
ACHE
Tclin
乙酰胆碱酯酶(Acetylcholinesterase)
(1 活性数据)
DHFR
Tclin
Dihydrofolate reductase
(3072 活性数据)
NR3C1
Tclin
Glucocorticoid receptor
(14987 活性数据)
TYMS
Tclin
Thymidylate synthase
(1651 活性数据)
AR
Tclin
Androgen Receptor
(11781 活性数据)
TOP1
Tclin
DNA topoisomerase I
(7553 活性数据)
TOP2A
Tclin
DNA topoisomerase II alpha
(6317 活性数据)
CYP19A1
Tclin
Cytochrome P450 19A1
(6099 活性数据)
ACHE
Tclin
Acetylcholinesterase
(18204 活性数据)
XDH
Tclin
Xanthine dehydrogenase
(1038 活性数据)
CSNK2A1
Tchem
Casein kinase II alpha
(3512 活性数据)
LCK
Tclin
Tyrosine-protein kinase LCK
(9212 活性数据)
CDK6
Tclin
Cyclin-dependent kinase 6
(1724 活性数据)
BCHE
Tclin
Butyrylcholinesterase
(7174 活性数据)
APP
Tclin
Amyloid-beta A4 protein
(8510 活性数据)
AMY1A
Salivary alpha-amylase
(100 活性数据)
AURKB
Tchem
Serine/threonine-protein kinase Aurora-B
(6805 活性数据)
PIM1
Tchem
Serine/threonine-protein kinase PIM1
(9629 活性数据)
SYK
Tclin
Tyrosine-protein kinase SYK
(7372 活性数据)
ALOX15B
Tchem
Arachidonate 15-lipoxygenase, type II
(7244 活性数据)
ALDH1A1
Tchem
Aldehyde dehydrogenase 1A1
(77053 活性数据)
ALOX12
Tchem
Arachidonate 12-lipoxygenase
(3262 活性数据)
DAPK1
Tchem
Death-associated protein kinase 1
(1664 活性数据)
FASN
Tchem
Fatty acid synthase
(3390 活性数据)
HBB
Tbio
Hemoglobin beta chain
(329 活性数据)
CASP1
Tchem
Caspase-1
(6235 活性数据)
CDK2
Tchem
Cyclin-dependent kinase 2
(9050 活性数据)
TOP2B
Tclin
DNA topoisomerase II beta
(959 活性数据)
ALOX15
Tchem
Arachidonate 15-lipoxygenase
(7108 活性数据)
CASP7
Tchem
Caspase-7
(3146 活性数据)
PDK1
Tchem
Pyruvate dehydrogenase kinase isoform 1
(2021 活性数据)
UGT1A4
Tbio
UDP-glucuronosyltransferase 1A4
(288 活性数据)
CYP2C9
Tchem
Cytochrome P450 2C9
(32119 活性数据)
CYP3A4
Tclin
Cytochrome P450 3A4
(53859 活性数据)
TP53
Tchem
Cellular tumor antigen p53
(48468 活性数据)
A498
(42825 活性数据)
ACHN
(49357 活性数据)
CCRF-CEM
(65223 活性数据)
COLO 205
(50209 活性数据)
DLD-1
(17511 活性数据)
DMS-273
(14108 活性数据)
DU-145
(51482 活性数据)
HL-60
(67320 活性数据)
HT-29
(80576 活性数据)
K562
(73714 活性数据)
KM12
(47707 活性数据)
M14
(47487 活性数据)
MCF-10A
(2462 活性数据)
MCF7
(126967 活性数据)
MOLT-4
(49676 活性数据)
N9
(414 活性数据)
关联靶点（其它种属）
Glo1
Glyoxalase I (4 活性数据)
Cruzipain (33337 活性数据)
Mapk1
MAP kinase ERK2 (650 活性数据)
Hdac6
Histone deacetylase 6 (222 活性数据)
Pkm
Pyruvate kinase isozymes M1/M2 (66 活性数据)
pol
Human immunodeficiency virus type 1 integrase (9041 活性数据)
MAL62
Alpha-glucosidase MAL62 (106 活性数据)
Salmonella typhimurium (15756 活性数据)
Staphylococcus aureus (210822 活性数据)
Staphylococcus epidermidis (22802 活性数据)
Escherichia coli (133304 活性数据)
Pichia kudriavzevii (7448 活性数据)
Entamoeba histolytica (2676 活性数据)
Plasmodium falciparum (966862 活性数据)
Cryptococcus neoformans (21258 活性数据)
Candida albicans (78123 活性数据)
Nakaseomyces glabratus (9108 活性数据)
Candida parapsilosis (8521 活性数据)
Candida tropicalis (8381 活性数据)
Trichophyton rubrum (3646 活性数据)
Leishmania donovani (89745 活性数据)
Trypanosoma cruzi (99888 活性数据)
Oryctolagus cuniculus (11301 活性数据)
Mus musculus (284745 活性数据)
Rattus norvegicus (775804 活性数据)
Human immunodeficiency virus 1 (70413 活性数据)
Hepatitis C virus (23859 活性数据)
Trypanosoma brucei rhodesiense (7991 活性数据)
Stenotrophomonas maltophilia (1743 活性数据)
3T3-L1 (3664 活性数据)
CCRF S-180 (1031 活性数据)
J774.A1 (2436 活性数据)
L1210 (27553 活性数据)
P388 (20296 活性数据)
PC-12 (7051 活性数据)
BV-2 (3710 活性数据)
HT-22 (3261 活性数据)
L6 (7924 活性数据)
Lewis lung carcinoma cell line (1243 活性数据)
fabG
3-oxoacyl-acyl-carrier protein reductase (70 活性数据)
fabI
Enoyl-acyl-carrier protein reductase (415 活性数据)
rep
Replicase polyprotein 1ab (378 活性数据)
BCHE
Cholinesterase (8742 活性数据)
dengue virus type 2 (2400 活性数据)
ARG1
Arginase-1 (70 活性数据)
Mapt
Microtubule-associated protein tau (6 活性数据)
fba
Putative fructose-1,6-bisphosphate aldolase (15559 活性数据)
Impa1
Inositol monophosphatase 1 (16203 活性数据)
ffp
4'-phosphopantetheinyl transferase ffp (24982 活性数据)
E6
Protein E6 (25 活性数据)
作用机制
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
化学和物理性质
密度
1.688
熔点
330°C
分子量
286.240 g/mol
XLogP3
2.000
氢键供体数Hydrogen Bond Donor Count
4
氢键受体数Hydrogen Bond Acceptor Count
6
可旋转键计数Rotatable Bond Count
1
精确质量Exact Mass
286.048 Da
单同位素质量Monoisotopic Mass
286.048 Da
拓扑极表面积Topological Polar Surface Area
107.000 Ų
重原子数Heavy Atom Count
21
形式电荷Formal Charge
0
复杂度Complexity
459.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
0
未定义的原子立体中心计数Undefined Atom Stereocenter Count
0
定义的键立体中心计数Defined Bond Stereocenter Count
0
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
0
共价键合单元计数Covalently-Bonded Unit Count
1
安全和危险性（GHS）
象形图
信号词
警告
危险声明
H315: 引起皮肤刺激
H319: 引起严重眼睛刺激
H335: 可能引起呼吸道刺激
预防措施声明
P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾
P264: 处理后要彻底洗手。
P271: 仅在室外或通风良好的地方使用。
P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。
P321: 特殊处理（请参阅此标签上的...）。
P302+P352: 如皮肤沾染：用水充分清洗。
P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。
P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。
P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。
P405: 密闭存放
P403+P233: 存放在通风良好的地方。保持容器密闭。
P501: 将内容物/容器处理到。。。
P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。
P337+P317: 如果眼睛刺激持续：寻求医疗帮助。
P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。
P319: 如果你感到不适，请寻求医疗帮助。
RTECS
LK9250000
Merck Index
4088
质检证书（CoA,COO,BSE/TSE 和分析图谱)
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显示更多⌵
技术文档和文章
Mechanisms by Which Flavonoid Natural Products Regulate the Oxidative Stress-Inflammation Axis
目录： 技术文章
Antidiabetic Mechanisms, Representative Bioactive Compounds, and Research Applications of Natural Products
目录： 技术文章
此产品的引用文献
引用文献
| 1. Nayun Kim, Junhye Kwon, Ui Sup Shin, Joohee Jung. (2023) Fisetin induces the upregulation of AKAP12 mRNA and anti-angiogenesis in a patient-derived organoid xenograft model. BIOMEDICINE & PHARMACOTHERAPY, [PMID:37801904] [10.1016/j.biopha.2023.115613] |
| 2. Fangjie Han, Shulin Luo, Zhifang Wu, Zhishan Liang, Wenxin Yang, Dongxue Han, Zhonghui Sun, Zhenbang Liu, Li Niu. (2023) A label-free photoelectrochemical sensor based on BiVO4@graphene oxide hybrid for analysis of the antioxidant capacity in food. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, [10.1016/j.jelechem.2023.117713] |
| 3. Yufeng Chen, Guobin Xia, Chunfeng Wang, Huawei Wu, Xiaogang Xu, Genxiang Mao, Jiong Wu, Zhenlei Zhao. (2023) Impact of dietary plant flavonoids on 7,8-dihydroxyflavone transepithelial transport in human intestinal Caco-2 cells. Food Science & Nutrition, [PMID:37970375] [10.1002/fsn3.3581] |
| 4. Xiao-Hua Zhang, Xiang-Dong Qing, Jing-Jing Zheng, Yan Yu, Jiaojiao Huang, Chao Kang, Zhi Liu. (2023) Aqueous two-phase systems coupled with chemometrics-enhanced HPLC-DAD for simultaneous extraction and determination of flavonoids in honey. Food Chemistry-X, [PMID:37780266] [10.1016/j.fochx.2023.100766] |
| 5. Sichao Gu, Xuefeng Zhou, Xingshi Yuan, Yunliang Zhu, Hui Zhang, Lei Xu, Li Li. (2023) Photocurable fisetin silk fibroin hydrogel accelerates infected diabetic wounds healing through biofilm inhibition and macrophage immunomodulation. MATERIALS LETTERS, [10.1016/j.matlet.2023.134154] |
| 6. Ruiyi Fan, Congyi Zhu, Diyang Qiu, Genlin Mao, Bernd Mueller-Roeber, Jiwu Zeng. (2023) Integrated transcriptomic and metabolomic analyses reveal key genes controlling flavonoid biosynthesis in Citrus grandis ‘Tomentosa’ fruits. PLANT PHYSIOLOGY AND BIOCHEMISTRY, [PMID:36724705] [10.1016/j.plaphy.2023.01.050] |
| 7. Chun Xiao Li, Fu Rong Wang, Bing Zhang, Ze Yuan Deng, Hong Yan Li. (2023) Stability and antioxidant activity of phenolic compounds during in vitro digestion. JOURNAL OF FOOD SCIENCE, 88 (2): (696-716). [PMID:36617678] [10.1111/1750-3841.16440] |
| 8. Hongting Deng, Yuanju He, Hui Cao, Lei Chen, Hui Teng. (2022) New insight into the effect of hydroxyl substituted flavonoids on the cytotoxicity of 2-amino-3-methylimidazo[4,5-f]quinoline. Food Frontiers, 4 (1): (289-296). [10.1002/fft2.194] |
| 9. Wenjie Yu, Fengjie Sun, Ruixin Xu, Meng Cui, Yongquan Liu, Quanyuan Xie, Limin Guo, Chenxian Kong, Xin Li, Xiali Guo, Liping Luo. (2022) Chemical composition and anti-inflammatory activities of Castanopsis honey. Food & Function, 14 (1): (250-261). [PMID:36484340] [10.1039/D2FO02233H] |
| 10. Xiaochong Song, Qing Luo, Xiaojia Huang. (2022) Speciation of organotin compounds in water and seafood samples by online hyphenation of porous polymer-based magnetism-enhanced in-tube solid phase microextraction and HPLC. ANALYTICA CHIMICA ACTA, [PMID:35998999] [10.1016/j.aca.2022.340175] |
| 11. Ming Guan, Xiaojing Kang, Le Wei, Xingjun Hu, Chao Han, Xing Li, Hanwen Liu, Liang Qu, Zhenwen Zhao. (2022) A dual-mode strategy combining SERS with MALDI FTICR MS based on core-shell silver nanoparticles for dye identification and semi-quantification in unearthed silks from Tang Dynasty. TALANTA, [PMID:35121543] [10.1016/j.talanta.2022.123277] |
| 12. Zhang Xiao-Hua, Ma Yi-Xin, Yi Chong, Qing Xiang-Dong, Liu Zhi, Zheng Jing-Jing, Lin Fang, Lv Tian-Feng. (2020) Chemometrics-enhanced HPLC–DAD as a rapid and interference-free strategy for simultaneous quantitative analysis of flavonoids in Chinese propolis. EUROPEAN FOOD RESEARCH AND TECHNOLOGY, 246 (10): (1909-1918). [10.1007/s00217-020-03543-7] |
| 13. Wei Yang, Zhi-Kai Tian, Hui-Xin Yang, Zhao-Jun Feng, Jian-Mei Sun, Hong Jiang, Chao Cheng, Qing-Lei Ming, Chan-Min Liu. (2019) Fisetin improves lead-induced neuroinflammation, apoptosis and synaptic dysfunction in mice associated with the AMPK/SIRT1 and autophagy pathway. FOOD AND CHEMICAL TOXICOLOGY, [PMID:31539617] [10.1016/j.fct.2019.110824] |
| 14. Chengyun He, Xiaoling Liu, Zhaojing Jiang, Sheng Geng, Hanjun Ma, Benguo Liu. (2019) Interaction Mechanism of Flavonoids and α-Glucosidase: Experimental and Molecular Modelling Studies. Foods, 8 (9): (355). [PMID:31438605] [10.3390/foods8090355] |
| 15. Ni Zeng, Guowen Zhang, Xing Hu, Junhui Pan, Deming Gong. (2019) Mechanism of fisetin suppressing superoxide anion and xanthine oxidase activity. Journal of Functional Foods, [10.1016/j.jff.2019.04.044] |
| 16. Yike Yue, Yongsheng Chen, Sheng Geng, Guizhao Liang, Benguo Liu. (2018) Antioxidant and α-Glucosidase Inhibitory Activities of Fisetin. Natural Product Communications, [10.1177/1934578X1801301119] |
| 17. Hui Wang, Wenxi Zhang, Yatao Cheng, Xinyu Zhang, Nannan Xue, Gaorong Wu, Meng Chen, Kang Fang, Wenbo Guo, Fei Zhou, Herong Cui, Tao Ma, Penglong Wang, Haimin Lei. (2018) Design, Synthesis and Biological Evaluation of Ligustrazine-Flavonoid Derivatives as Potential Anti-Tumor Agents. MOLECULES, 23 (9): (2187). [PMID:30200208] [10.3390/molecules23092187] |
| 18. Tingting Wang, Huajuan Lin, Qian Tu, Jingjing Liu, Xican Li. (2016) Fisetin Protects DNA Against Oxidative Damage and Its Possible Mechanism. Advanced Pharmaceutical Bulletin, [PMID:27478791] [10.15171/apb.2016.037] |
| 19. Xiaodan Liu, Xia Wu. (2014) Fluorescence enhancement of fisetin by silver nanoparticles with cetyltrimethyl ammonium bromide micelles. RSC Advances, 5 (10): (7433-7439). [10.1039/C4RA12726A] |
| 20. Zhenning Xu, Mo Wang, Tingting Zhou, Huanshun Yin, Shiyun Ai. (2013) Electrochemical biosensing method for the detection of DNA methylation and assay of the methyltransferase activity. SENSORS AND ACTUATORS B-CHEMICAL, [10.1016/j.snb.2012.12.124] |
| 21. Huanshun Yin, Zhenning Xu, Mo Wang, Xueping Zhang, Shiyun Ai. (2012) An electrochemical biosensor for assay of DNA methyltransferase activity and screening of inhibitor. ELECTROCHIMICA ACTA, [10.1016/j.electacta.2012.11.093] |
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