F2629373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™,分析标准品 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
2-8°C储存,充氩。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 222 篇同行评审文献引用。
概述
微溶于水，溶于碱形成黄色溶液。
规格
英文别名
Digitoflavone | Luteolol | 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
规格或纯度
Moligand™, 分析标准品, ≥98%
英文名称
Luteolin
生化机理
抗氧化，抗炎和抗癌黄酮。自由基清除剂和凋亡诱导剂。抑制TNF-α诱导的COX-2表达并抑制PI3K / Akt，NF-κB细胞存活途径。
应用
羟基黄酮衍生物，是强抗氧化剂和自由基清除剂，抗癌方面起重要作用。
储存条件
2-8°C储存,充氩
运输条件
低温运输
作用类型
激动剂
作用机制
TAS2R14 的激动剂;TAS2R39 的激动剂
备注
如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
纯度
≥98%
名称和识别符
PubChem SID
EC号
207-741-0
分子类型
小分子
IUPAC Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
INCHI
1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H
InChi Key
IQPNAANSBPBGFQ-UHFFFAOYSA-N
Smiles
C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O
Isomeric SMILES
C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O
分子量
286.24
Beilstein号
292084
Reaxy-Rn
292084
Reaxys-RN link address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=292084&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) | 黄酮类 |
| 其他上位类（Alternative Parents） | 3'-羟基黄酮类化合物 4'-羟基黄酮类化合物 5-羟基黄酮类化合物 7-羟基黄酮类化合物 色酮 儿茶酚 1-羟基-2-未取代苯类化合物 吡喃酮及其衍生物 1-羟基-4-未取代苯类化合物 苯及其取代衍生物 杂芳族化合物 乙烯基酸 氧环化合物 碳氢化合物衍生物 有机氧化合物 有机氧化物 |
| 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 - 4'-羟基黄酮 - 5-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 - 黄酮 - 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 - 乙烯基羧酸 |
| 描述（Description） | 该化合物属于黄酮类有机化合物。这类黄酮类化合物以2-苯基苯并吡喃-4-酮（2-苯基-1-苯并吡喃-4-酮）为骨架结构。 |
| 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）
CYP1A2
Tchem
细胞色素 P450 1A2(Cytochrome P450 1A2)
(1 活性数据)
CYP1B1
Tchem
细胞色素 P450 1B1(Cytochrome P450 1B1)
(3 活性数据)
DPP4
Tclin
二肽基肽酶4(Dipeptidyl peptidase 4)
(1 活性数据)
TAS2R39
Tchem
2 型味觉受体成员 39(Taste receptor type 2 member 39)
(0 活性数据)
TTR
Tclin
转甲状腺素蛋白(Transthyretin)
(1 活性数据)
MMP12
Tchem
巨噬细胞金属弹性蛋白酶(Macrophage metalloelastase)
(1 活性数据)
CA4
Tclin
碳酸酐酶4(Carbonic anhydrase 4)
(1 活性数据)
CA12
Tclin
碳酸酐酶12(Carbonic anhydrase 12)
(1 活性数据)
CA7
Tclin
碳酸酐酶7(Carbonic anhydrase 7)
(1 活性数据)
CYP1A1
Tchem
细胞色素 P450 1A1(Cytochrome P450 1A1)
(1 活性数据)
XDH
Tclin
黄嘌呤脱氢酶/氧化酶(Xanthine dehydrogenase/oxidase)
(1 活性数据)
AKR1B1
Tclin
醛糖还原酶(Aldose reductase)
(1 活性数据)
TAS2R14
Tchem
2 型味觉受体成员 14(Taste receptor type 2 member 14)
(0 活性数据)
NOX4
Tchem
NADPH 氧化酶 4(NADPH oxidase 4)
(1 活性数据)
PLG
Tclin
Plasminogen
(2339 活性数据)
CA2
Tclin
Carbonic anhydrase II
(17698 活性数据)
ESR1
Tclin
Estrogen receptor alpha
(17718 活性数据)
NR3C1
Tclin
Glucocorticoid receptor
(14987 活性数据)
PRSS1
Tclin
Trypsin I
(2306 活性数据)
ALOX5
Tclin
Arachidonate 5-lipoxygenase
(6568 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)
ACE
Tclin
Angiotensin-converting enzyme
(1423 活性数据)
TYR
Tclin
Tyrosinase
(717 活性数据)
TSHR
Tclin
Thyroid stimulating hormone receptor
(29986 活性数据)
MAOA
Tclin
Monoamine oxidase A
(11911 活性数据)
ACHE
Tclin
Acetylcholinesterase
(18204 活性数据)
PTGS1
Tclin
Cyclooxygenase-1
(9233 活性数据)
MAOB
Tclin
Monoamine oxidase B
(8835 活性数据)
ADORA1
Tclin
Adenosine A1 receptor
(17603 活性数据)
PTGS2
Tclin
Cyclooxygenase-2
(13999 活性数据)
PPARG
Tclin
Peroxisome proliferator-activated receptor gamma
(15191 活性数据)
XDH
Tclin
Xanthine dehydrogenase
(1038 活性数据)
SLC6A3
Tclin
Dopamine transporter
(10535 活性数据)
ELANE
Tclin
Leukocyte elastase
(8173 活性数据)
AKR1B1
Tclin
Aldose reductase
(1404 活性数据)
THRB
Tclin
Thyroid hormone receptor beta-1
(7926 活性数据)
LCK
Tclin
Tyrosine-protein kinase LCK
(9212 活性数据)
CYP1B1
Tchem
Cytochrome P450 1B1
(1148 活性数据)
PON1
Tbio
Serum paraoxonase/arylesterase 1
(96 活性数据)
CA1
Tclin
Carbonic anhydrase I
(13240 活性数据)
GSK3B
Tclin
Glycogen synthase kinase-3 beta
(11785 活性数据)
POLB
Tchem
DNA polymerase beta
(23632 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)
NEU2
Tbio
Sialidase 2
(382 活性数据)
GLA
Tclin
Alpha-galactosidase A
(5444 活性数据)
AMY1A
Salivary alpha-amylase
(100 活性数据)
GBA1
Tclin
Beta-glucocerebrosidase
(14647 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)
GAA
Tclin
Lysosomal alpha-glucosidase
(35701 活性数据)
MMP3
Tchem
Matrix metalloproteinase 3
(3433 活性数据)
CYP1A1
Tchem
Cytochrome P450 1A1
(1169 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)
NR1H3
Tchem
LXR-alpha
(2891 活性数据)
CYP2D6
Tclin
Cytochrome P450 2D6
(33882 活性数据)
FBP1
Tchem
Fructose-1,6-bisphosphatase
(1199 活性数据)
FASN
Tchem
Fatty acid synthase
(3390 活性数据)
关联靶点（其它种属）
NA
Neuraminidase (1107 活性数据)
fabI
Enoyl-[acyl-carrier-protein] reductase (206 活性数据)
Ca7
Carbonic anhydrase VII (3 活性数据)
Glo1
Glyoxalase I (4 活性数据)
Ttr
Transthyretin (14 活性数据)
Mmp13
Matrix metalloproteinase 13 (19 活性数据)
Cruzipain (33337 活性数据)
Gusb
Beta-glucuronidase (17 活性数据)
DPP4
Dipeptidyl peptidase IV (11 活性数据)
Abcb1b
P-glycoprotein 1 (174 活性数据)
CA4
Carbonic anhydrase IV (1713 活性数据)
Mmp2
Matrix metalloproteinase-2 (12 活性数据)
Hdac6
Histone deacetylase 6 (222 活性数据)
Ptpn1
Protein-tyrosine phosphatase 1B (270 活性数据)
Mmp9
Matrix metalloproteinase 9 (38 活性数据)
pol
Human immunodeficiency virus type 1 integrase (9041 活性数据)
M1AAP
Zinc aminopeptidase (902 活性数据)
MAL62
Alpha-glucosidase MAL62 (106 活性数据)
Trichophyton benhamiae (1686 活性数据)
Streptococcus pneumoniae (31063 活性数据)
Pseudomonas aeruginosa (123386 活性数据)
Pseudomonas fluorescens (1630 活性数据)
Enterobacter cloacae (7976 活性数据)
Klebsiella pneumoniae (43867 活性数据)
Proteus vulgaris (5823 活性数据)
Salmonella typhimurium (15756 活性数据)
Micrococcus luteus (7463 活性数据)
Staphylococcus aureus (210822 活性数据)
Staphylococcus epidermidis (22802 活性数据)
Neisseria gonorrhoeae (1461 活性数据)
Escherichia coli (133304 活性数据)
Bacillus subtilis (32866 活性数据)
Mycobacterium tuberculosis (203094 活性数据)
Enterococcus faecalis (29875 活性数据)
Pichia kudriavzevii (7448 活性数据)
Aspergillus fumigatus (16427 活性数据)
Trypanosoma brucei brucei (13300 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)
Mus musculus (284745 活性数据)
Rattus norvegicus (775804 活性数据)
Human alphaherpesvirus 1 (11089 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
1.654
敏感性
对空气敏感；对热敏感
熔点
330°C
分子量
286.240 g/mol
XLogP3
1.400
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
447.000
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。
WGK Germany
3
RTECS
LK9275210
Merck Index
5614
个人防护装备
dust mask type N95 (US),Eyeshields,Gloves
质检证书（CoA,COO,BSE/TSE 和分析图谱)
C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:
技术文档和文章
黄酮类化合物提取方法及工艺选择
目录： 技术文章
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
Regulatory Mechanisms of Aging-Related Nutrient Sensing, Inflammation, and Homeostatic Signaling Pathways
目录： 技术文章
天然产物调控脂肪褐变的分子机制
目录： 技术文章
此产品的引用文献
引用文献
| 1. Defeng Wen, Wantong Han, Quan Chen, Guanhui Qi, Mengling Gao, Pu Guo, Yu Liu, Zhongyuan Wu, Shulin Fu, Qirong Lu, Yinsheng Qiu. (2023) Integrating network pharmacology and experimental validation to explore the mechanisms of luteolin in alleviating fumonisin B1–induced intestinal inflammatory injury. TOXICON, [PMID:38013056] [10.1016/j.toxicon.2023.107531] |
| 2. Ziyuan Deng, Chengling Lai, Jun Zhang, Fan Sun, Danting Li, Peiying Hao, Xuping Shentu, Kun Pang, Xiaoping Yu. (2023) Effects of Secondary Metabolites of Rice on Brown Planthopper and Its Symbionts. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 25 (1): (386). [PMID:38203556] [10.3390/ijms25010386] |
| 3. Jingjing Zhen, Faguang Ma, Jing Yan, Rongxin Lin, Ming Yan, Yilin Wu. (2023) Synthesis of metal-organic framework hybrid nanocomposites based on MOFs@C3N4 with high selective separation ability for luteolin. SEPARATION AND PURIFICATION TECHNOLOGY, [10.1016/j.seppur.2023.126139] |
| 4. Shucheng Liu, Zhi Hu, Xuan Zhang, Hao Huang, Jianming Pan, Hongxiang Ou. (2023) Fabrication of double imprinted anchor points in cellulose nanocrystals-based hierarchical porous polyHIPEs for selective separation of flavoniods under physiological pH. JOURNAL OF HAZARDOUS MATERIALS, [PMID:38134695] [10.1016/j.jhazmat.2023.133230] |
| 5. Guo Zhonghui, Li Jieming, Luo Di, Zhang Mingxia. (2023) Novel ecological implications of non-toxic Microcystis towards toxic ecotype in population—promoting toxic ecotype dominance at various N levels and cooperative defense against luteolin-stress. FEMS MICROBIOLOGY ECOLOGY, 99 (12): [PMID:37884453] [10.1093/femsec/fiad138] |
| 6. Yueqin Li, Yunzhen Zhang, Lezhen Dong, Ying Li, Yahui Liu, Yang Liu, Lingyi Liu, Lianliang Liu. (2023) Fermentation of Lactobacillus fermentum NB02 with feruloyl esterase production increases the phenolic compounds content and antioxidant properties of oat bran. FOOD CHEMISTRY, [PMID:37897817] [10.1016/j.foodchem.2023.137834] |
| 7. Faguang Ma, Ming Yan, Rongxin Lin, Yilin Wu, Jianming Pan. (2023) Boronate-affinity sol–gel-imprinted membranes with MOFs-functionalized rotary-evaporating layers for high-precision specific recognition. SEPARATION AND PURIFICATION TECHNOLOGY, [10.1016/j.seppur.2023.125458] |
| 8. Liwei Xue, Xiaosheng Jin, Tingting Ji, Rongzhou Li, Xiaoju Zhuge, Fang Xu, Zijiao Quan, Haibin Tong, Weilai Yu. (2023) Luteolin ameliorates DSS-induced colitis in mice via suppressing macrophage activation and chemotaxis. INTERNATIONAL IMMUNOPHARMACOLOGY, [PMID:37776768] [10.1016/j.intimp.2023.110996] |
| 9. Yang You, Yipu Liu, Chuchu Ma, Jianpei Xu, Laozhi Xie, Shiqiang Tong, Yinzhe Sun, Fenfen Ma, Yukun Huang, Junbin Liu, Wenze Xiao, Chengxiang Dai, Suke Li, Jigang Lei, Qiyong Mei, Xiaoling Gao, Jun Chen. (2023) Surface-tethered ROS-responsive micelle backpacks for boosting mesenchymal stem cell vitality and modulating inflammation in ischemic stroke treatment. JOURNAL OF CONTROLLED RELEASE, [PMID:37619863] [10.1016/j.jconrel.2023.08.039] |
| 10. Dan Wang, He Li, Tian-Yu Hou, Zhi-Jun Zhang, Hui-Zhen Li. (2023) Effects of conjugated interactions between Perilla seed meal proteins and different polyphenols on the structural and functional properties of proteins. FOOD CHEMISTRY, [PMID:37666124] [10.1016/j.foodchem.2023.137345] |
| 11. Mingcai Ma, Xiaofeng Lu, Licheng Wang, Yong Guo, Hui Ding, Shuai Wang, Xiaojing Liang. (2023) A stable core-shell metal-organic framework@covalent organic framework composite as solid-phase extraction adsorbent for selective enrichment and determination of flavonoids. JOURNAL OF CHROMATOGRAPHY A, [PMID:37634259] [10.1016/j.chroma.2023.464324] |
| 12. Song Jie, Zhang Rong, Han Jiaxuan, Dou Yufang, Yu Shuang, Ma Xiaoyan. (2023) Preparation and Performance Study of Polybutylene Succinate/Esterified Modified Luteolin Composite Materials. JOURNAL OF POLYMERS AND THE ENVIRONMENT, [10.1007/s10924-023-03001-x] |
| 13. Mubashar Hassan, Yanan Wang, Shahid Ali Rajput, Aftab Shaukat, Ping Yang, Muhammad Zahid Farooq, Qianhui Cheng, Mehboob Ali, Xiaomei Mi, Yu An, Desheng Qi. (2023) Ameliorative Effects of Luteolin and Activated Charcoal on Growth Performance, Immunity Function, and Antioxidant Capacity in Broiler Chickens Exposed to Deoxynivalenol. Toxins, 15 (8): (478). [PMID:37624235] [10.3390/toxins15080478] |
| 14. Dong Li, Chunran Zhou, Shuai Wang, Zhan Hu, Jia Xie, Canping Pan, Ranfeng Sun. (2023) Imidacloprid-induced stress affects the growth of pepper plants by disrupting rhizosphere-plant microbial and metabolite composition. SCIENCE OF THE TOTAL ENVIRONMENT, [PMID:37437628] [10.1016/j.scitotenv.2023.165395] |
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