计算溶液所需的质量、体积或浓度。
| 活性类型 | Relation | Activity value | Units | Action Type | 期刊 | PubMed Id | doi | Assay Aladdin ID |
|---|
为什么选择此级别
提供 ≥99% 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
室温。常规运输 。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 65 篇同行评审文献引用。
概述
Tyrosinase inhibitor用作定量分析三价铁的试剂。 酪氨酸酶抑制剂。曲菌酸是一种黑色素专属性抑制剂，它进入皮肤细胞后能够与细胞中的铜离子络合，改变酪氨酸酶的立体结构，阻止酪氨酸酶的活化，从而抑制黑色素的形成。存在于酿酒用的曲霉（Aspergillus）培养基中。可利用米曲霉（Aspergillus oryzae）进行好氧发酵制取。用作增香剂。
Tyrosinase inhibitor
规格
别名
曲菌酸 | 5-羟基-2-(羟甲基)-4H-吡喃-4-酮
英文别名
AI3-02549 | HSDB 7664 | KOJIC ACID (MART.) | 2-HYDROXYMETHYL-5-HYDROXY-.GAMMA.-PYRONE | 5-Hydroxy-2-hydroxymethyl-4H-4-pyranone | HMS502O05 | BIDD:ER0501 | NCGC00168903-01 | InChI=1/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2 | NCGC00017325-04 | Spectrum
规格或纯度
≥99%
英文名称
Kojic acid
储存条件
室温
运输条件
常规运输
纯度
≥99%
名称和识别符
PubChem SID
EC号
207-922-4
分子类型
小分子
IUPAC Name
5-hydroxy-2-(hydroxymethyl)pyran-4-one
INCHI
1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2
InChi Key
BEJNERDRQOWKJM-UHFFFAOYSA-N
Smiles
C1=C(OC=C(C1=O)O)CO
Isomeric SMILES
C1=C(OC=C(C1=O)O)CO
分子量
142.11
Beilstein号
120895
Reaxy-Rn
120895
Reaxys-RN link address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=120895&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) | 有机杂环化合物 |
| 类（Class) | 吡喃类 |
| 亚类（Subclass） | 吡喃酮及其衍生物 |
| 中间层级节点（Intermediate Tree Nodes） | 暂无 |
| 直接上位类(Direct Parent) | 吡喃酮及其衍生物 |
| 其他上位类（Alternative Parents） | 杂芳族化合物 环酮 氧环化合物 伯醇 有机氧化物 碳氢化合物衍生物 芳香醇 |
| 分子骨架（Molecular Framework) | 芳香族杂单环化合物 |
| 取代基（Substituents） | 羟基苯甲酸酯 - 芳香醇 - 芳香族杂单环化合物 - 环酮 - 杂芳香族化合物 - 烃衍生物 - 有机氧化物 - 有机氧化合物 - 有机氧化合物 - 氧杂环 - 初级醇 - 吡喃酮 |
| 描述（Description） | 该化合物属于吡喃酮及其衍生物类有机化合物。这类化合物含有吡喃环结构，该环上带有酮基。 |
| 外部描述符（External Descriptors） | primary alcohol - pyranone - enol |
三维结构
交互式化学结构模型
关联靶点（人）
ALOX5
Tclin
Arachidonate 5-lipoxygenase
(6568 活性数据)
TYR
Tclin
Tyrosinase
(717 活性数据)
APP
Tclin
Amyloid-beta A4 protein
(8510 活性数据)
MMP3
Tchem
Matrix metalloproteinase 3
(3433 活性数据)
MMP8
Tchem
Matrix metalloproteinase 8
(1942 活性数据)
AOX1
Tchem
Aldehyde oxidase
(429 活性数据)
MMP1
Tchem
Matrix metalloproteinase-1
(7046 活性数据)
A-375
(9258 活性数据)
SH-SY5Y
(11521 活性数据)
HFF
(3142 活性数据)
HMV-2 cell line
(109 活性数据)
HeLa
(62764 活性数据)
DAO
Tchem
D-amino-acid oxidase
(802 活性数据)
KDM4E
Tchem
Lysine-specific demethylase 4D-like
(40243 活性数据)
PMP22
Tbio
Peripheral myelin protein 22
(699 活性数据)
SLCO1B1
Tchem
Solute carrier organic anion transporter family member 1B1
(2672 活性数据)
SLCO1B3
Tchem
Solute carrier organic anion transporter family member 1B3
(2517 活性数据)
L02
(4864 活性数据)
关联靶点（其它种属）
Nos2
Nitric oxide synthase, inducible (3573 活性数据)
Mmp2
Matrix metalloproteinase-2 (12 活性数据)
Mmp9
Matrix metalloproteinase 9 (38 活性数据)
HD1
Histone deacetylase (38 活性数据)
Pseudomonas aeruginosa (123386 活性数据)
Staphylococcus aureus (210822 活性数据)
Bacillus licheniformis (140 活性数据)
Mycobacterium tuberculosis (203094 活性数据)
Plasmodium falciparum (966862 活性数据)
Candida albicans (78123 活性数据)
Cavia porcellus (23802 活性数据)
Mus musculus (284745 活性数据)
Rattus norvegicus (775804 活性数据)
B16 (5829 活性数据)
FM3A (1296 活性数据)
H9c2 (3506 活性数据)
RAW264.7 (28094 活性数据)
BV-2 (3710 活性数据)
HT-22 (3261 活性数据)
B16-F10 (4610 活性数据)
lef
Anthrax lethal factor (7585 活性数据)
Danio rerio (3092 活性数据)
Drosophila (190 活性数据)
Enterobacter hormaechei (21 活性数据)
PA
Polymerase acidic protein (806 活性数据)
PPO1
Polyphenol oxidase 1 (11 活性数据)
SARS-CoV-2 (38078 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
溶解性
Soluble in water, acetone (freely soluble), ethanol (freely soluble), methanol, DMSO, ethyl acetate (slightly soluble), chloroform (slightly soluble), pydidine (slightly soluble), and ether (slightly soluble). Insoluble in benzene.
密度
1.542
熔点
154°C
分子量
142.110 g/mol
XLogP3
-0.900
氢键供体数Hydrogen Bond Donor Count
2
氢键受体数Hydrogen Bond Acceptor Count
4
可旋转键计数Rotatable Bond Count
1
精确质量Exact Mass
142.027 Da
单同位素质量Monoisotopic Mass
142.027 Da
拓扑极表面积Topological Polar Surface Area
66.800 Ų
重原子数Heavy Atom Count
10
形式电荷Formal Charge
0
复杂度Complexity
214.000
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
H351: 怀疑引起遗传缺陷
预防措施声明
P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。
P405: 密闭存放
P501: 将内容物/容器处理到。。。
P203: 使用前，获取、阅读并遵守所有安全说明。
P318: 如果暴露或担心，请就医。
WGK Germany
3
RTECS
UQ0875000
Merck Index
5317
个人防护装备
Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter
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分析证书 | K105452 |
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分析证书 | K105452 |
显示更多⌵
技术文档和文章
Tyrosinase: a key regulatory enzyme in melanin synthesis and its biological and applied significance
目录： 技术文章
Pyran and the “Pyran Family” Research Selection Guide: Key Structural Points, a Classification Roadmap, and Experimental Selection Navigation
目录： 技术文章
Mechanistic Analysis of Topical Glutathione in Skincare: Cellular Redox Regulation, Skin Delivery Challenges, and SLN-Based Delivery Strategies
目录： 技术文章
Mechanism of Kojic Acid in Reducing Hyperpigmentation: From Tyrosinase Inhibition to Melanin Production Regulation
目录： 技术文章
Analysis of Hydrolyzed Pearl as a Cosmetic Raw Material: Preparation Process, Active Components, and Skincare Formulation Applications
目录： 技术文章
The Dual-Targeted Skin-Brightening Mechanism of 4-MSK: Inhibiting Melanin Production and Reducing Epidermal Pigment Retention
目录： 技术文章
Phenylethyl Resorcinol (377): Structural Characteristics, Melanogenesis-Regulating Mechanisms, and Related Applications in Formulation Research
目录： 技术文章
此产品的引用文献
引用文献
| 1. Yilin Lin, Ruifei Wang, Xiaoqing Li, Keren Agyekumwaa Addo, Meimei Fang, Yehui Zhang, Yigang Yu. (2023) Antibacterial mechanism of kojic acid and tea polyphenols against Escherichia coli O157:H7 through transcriptomic analysis. Food Science and Human Wellness, [10.26599/FSHW.2022.9250063] |
| 2. Jin Chen, Zhuangwei Zhang, Huihui Li, Hongjin Tang. (2023) Exploring the effect of a series of flavonoids on tyrosinase using integrated enzyme kinetics, multispectroscopic, and molecular modelling analyses. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:37619686] [10.1016/j.ijbiomac.2023.126451] |
| 3. Jianjin GUO, Lu BAI, Chi-Tang HO, Sen GUO, Naisheng BAI. (2023) Chemical characterization, multivariate analysis and in vitro bioactivity evaluation of the roots of Fraxinus mandshurica. CHINESE JOURNAL OF ANALYTICAL CHEMISTRY, [10.1016/j.cjac.2023.100303] |
| 4. Xiufang Yan, Xiaoyu Ma, Daoxin Dai, Xiaojuan Yan, Xingyan Han, Xijun Bao, Qiufang Xie. (2023) Potent pigmentation inhibitory activity of incensole-enriched frankincense volatile oil-identification, efficacy and mechanism. Journal of Cosmetic Dermatology, 23 (1): (244-255). [PMID:37430475] [10.1111/jocd.15887] |
| 5. Yue Li, Xin-Xin Jiang, Hong-Mei Liu, Xiao-wei Li, Xiao-Jun Luo, Xun Liao, Yan Zhao. (2023) Covalent immobilization of tyrosinase on magnetic multi-walled carbon nanotubes for inhibitor screening. JOURNAL OF SEPARATION SCIENCE, 46 (14): (2300195). [PMID:37232227] [10.1002/jssc.202300195] |
| 6. De-Wen Bi, Jian- Feng, Wen-Hui Pang, Peng-Yun Yang, Yao-Jun Xu, Muhammad Aurang Zeb, Meng-Ru Wang, Xing-Jie Zhang, Xiao-Li Li, Rui-Han Zhang, Wei-Guang Wang, Wei-Lie Xiao. (2023) Three new lanostane triterpenoids and two new amides from Alternaria sp. with NLRP3 inflammasome inhibitory activity. NATURAL PRODUCT RESEARCH, [PMID:37161750] [10.1080/14786419.2023.2211215] |
| 7. Min He, Meiyan Fan, Wei Yang, Zhiyun Peng, Guangcheng Wang. (2023) Novel kojic acid-1,2,4-triazine hybrids as anti-tyrosinase agents: Synthesis, biological evaluation, mode of action, and anti-browning studies. FOOD CHEMISTRY, [PMID:37018861] [10.1016/j.foodchem.2023.136047] |
| 8. Jiangtao Su, Dan Li, Yuchen Hu, Xiangyu You, Xiaoxia Guo, Xican Li, Ban Chen. (2023) A novel C6-sulfonated celastrol analog as a tyrosinase and melanin inhibitor: Design, synthesis, biological evaluation and molecular simulation. JOURNAL OF MOLECULAR STRUCTURE, [10.1016/j.molstruc.2023.135288] |
| 9. Qin-Tao Zhou, Peng-Yun Yang, Quan-Yu Yang, Wen-Hui Pang, Xiao-Li Li, Xing-Jie Zhang, Rui-Han Zhang, Wei-Lie Xiao. (2023) Chemical Constituents of the Branches and Leaves of Picrasma chinensis P.Y. Chen and Tyrosinase Inhibiting Activity. CHEMISTRY & BIODIVERSITY, 20 (3): (e202201171). [PMID:36691852] [10.1002/cbdv.202201171] |
| 10. Wenfu Hou, Yile Lin, Yujie Zhang, Tingting Liu, Juan Du, Yang Yi, Hongxun Wang. (2023) Effects of kojic acid on changes in the microstructure and myofibrillar protein of duck meat during superchilled storage. JOURNAL OF FOOD SCIENCE, 88 (3): (977-987). [PMID:36650660] [10.1111/1750-3841.16448] |
| 11. Dechan Lu, Qun Zhang, Zufang Huang, Yudong Lu, Shangyuan Feng, Ruiyun You, Minling Li, Shaoqin Zhang. (2022) Ratiometric SERS quantitative analysis of tyrosinase activity based on gold-gold hybrid nanoparticles with Prussian blue as an internal standard. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:35780613] [10.1016/j.colsurfb.2022.112645] |
| 12. Yue Zheng, Lei Zhao, Junjie Yi. (2022) Phytochemical Characterization and Antioxidant and Enzyme Inhibitory Activities of Different Parts of Prinsepia utilis Royle. JOURNAL OF FOOD QUALITY, [10.1155/2022/9739851] |
| 13. Zhao Yan, Hu Jin-Jie, Bai Xiao-Lin, Liu Hao-Peng, Qi Xu-Wei, Liao Xun. (2022) Fast screening of tyrosinase inhibitors from traditional Chinese medicinal plants by ligand fishing in combination with in situ fluorescent assay. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 414 (6): (2265-2273). [PMID:34982177] [10.1007/s00216-021-03864-w] |
| 14. Xiang Liu, Jinqiu Rao, Kai Wang, Meijun Wang, Tie Yao, Feng Qiu. (2021) Highly Potent Inhibition of Tyrosinase by Mulberrosides and the Inhibitory Mechanism in Vitro. CHEMISTRY & BIODIVERSITY, 19 (1): (e202100740). [PMID:34752017] [10.1002/cbdv.202100740] |
| 15. Wenhui Zeng, Bingrong Liu, Wenjing Wu, Shijun Zhang, Yong Chen, Zhiqiang Li. (2021) Collaborative Response of the Host and Symbiotic Lignocellulytic System to Non-Lethal Toxic Stress in Coptotermes formosanus Skiraki. Insects, 12 (6): (510). [PMID:34073040] [10.3390/insects12060510] |
| 16. Fei Qu, QianQian Fa, Tian Yin, Dafeng Jiang, Xian-en Zhao. (2021) Aggregation-induced emission of lead halide perovskites modulated by dispersed/aggregated gold nanoparticles for application in the detection of dopamine. MATERIALS RESEARCH BULLETIN, [10.1016/j.materresbull.2021.111405] |
| 17. Chen Jianmin, Ran Mengnan, Wang Meixia, Liu Xinying, Liu Siwan, Yu Yue. (2021) Structure–activity relationships of antityrosinase and antioxidant activities of cinnamic acid and its derivatives. BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 85 (7): (1697-1705). [PMID:33974002] [10.1093/bbb/zbab084] |
| 18. Jianmin Chen, Mengnan Ran, Meixia Wang, Xinying Liu, Siwan Liu, Zhipeng Ruan, Nan Jin. (2021) Evaluation of antityrosinase activity and mechanism, antioxidation, and UV filter properties of theaflavin. BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY, 69 (3): (951-962). [PMID:33878231] [10.1002/bab.2166] |
| 19. Sizhu Tian, Xuwen Li, Shuang Zang, Yongri Jin, Ziwei Zhang, Yong Yu. (2020) α-Amylase and tyrosinase inhibitory activities, phenolic contents, and antioxidant capacities of wild and cultivated blueberries. JOURNAL OF FOOD PROCESSING AND PRESERVATION, 45 (1): (e15087). [10.1111/jfpp.15087] |
| 20. Renren Sun, Haixia He, Yameng Wan, Liyuan Li, Jiao Sha, Gaoliang Jiang, Yu Li, Tao Li, Baozeng Ren. (2020) Kojic acid in fourteen mono-solvents: Solubility data, Hansen solubility parameter and thermodynamic properties. JOURNAL OF CHEMICAL THERMODYNAMICS, [10.1016/j.jct.2020.106280] |
| 21. Wenfu Hou, Qiqi Yue, Wen Liu, Ji Wu, Yang Yi, Hongxun Wang. (2020) Characterization of spoilage bacterial communities in chilled duck meat treated by kojic acid. Food Science and Human Wellness, [10.1016/j.fshw.2020.05.015] |
| 22. Limin Qu, Ke Song, Qi Zhang, Jie Guo, Juan Huang. (2020) Simultaneous Determination of Six Isoflavones from Puerariae Lobatae Radix by CPE-HPLC and Effect of Puerarin on Tyrosinase Activity. MOLECULES, 25 (2): (344). [PMID:31952126] [10.3390/molecules25020344] |
| 23. Xiao Tian, Sen Guo, Shanshan Zhang, Peisheng Li, Tianyi Wang, Chi-Tang Ho, Min-Hsiung Pan, Naisheng Bai. (2019) Chemical characterization of main bioactive constituents in Paeonia ostii seed meal and GC-MS analysis of seed oil. JOURNAL OF FOOD BIOCHEMISTRY, 44 (1): (e13088). [PMID:31646682] [10.1111/jfbc.13088] |
| 24. Jianmin Chen, Qinglian Li, Yaling Ye, Ziyao Huang, Zhipeng Ruan, Nan Jin. (2019) Phloretin as both a substrate and inhibitor of tyrosinase: Inhibitory activity and mechanism. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:31614273] [10.1016/j.saa.2019.117642] |
| 25. Sen Guo, Li Liu, Shanshan Zhang, Chuang Yang, Wenping Yue, Haoan Zhao, Chi-Tang Ho, Junfeng Du, Hai Zhang, Naisheng Bai. (2019) Chemical characterization of the main bioactive polyphenols from the roots of Morus australis (mulberry). Food & Function, 10 (10): (6915-6926). [PMID:31588440] [10.1039/C9FO01457H] |
| 26. Deng Hao-Hua, Lin Xiu-Ling, He Shao-Bin, Wu Gang-Wei, Wu Wei-Hua, Yang Yu, Lin Zhen, Peng Hua-Ping, Xia Xing-Hua, Chen Wei. (2019) Colorimetric tyrosinase assay based on catechol inhibition of the oxidase-mimicking activity of chitosan-stabilized platinum nanoparticles. MICROCHIMICA ACTA, 186 (5): (1-7). [PMID:31028498] [10.1007/s00604-019-3451-4] |
| 27. Sha Sha Li, Bo Yin, Hong Lin Zhai, Shao Hua Lu, Jia Ying Mi. (2019) An effective approach to the quantitative analysis of skin-whitening agents in cosmetics with different substrates based on conventional UV-Vis determination. Analytical Methods, 11 (11): (1500-1507). [10.1039/C9AY00007K] |
| 28. Xiangui Ma, Wenyue Gao, Mohamed Ibrahim Halawa, Yixiang Lan, Jianping Li, Guobao Xu. (2018) Lucigenin fluorescent assay of tyrosinase activity and its inhibitor screening. SENSORS AND ACTUATORS B-CHEMICAL, [10.1016/j.snb.2018.10.044] |
| 29. Chenyue Zhan, Jiatian Cheng, Bowen Li, Shuailing Huang, Fang Zeng, Shuizhu Wu. (2018) A Fluorescent Probe for Early Detection of Melanoma and Its Metastasis by Specifically Imaging Tyrosinase Activity in a Mouse Model. ANALYTICAL CHEMISTRY, [PMID:29975041] [10.1021/acs.analchem.8b00594] |
| 30. Jiahui Zhao, Shuang Wang, Shasha Lu, Xingfu Bao, Jian Sun, Xiurong Yang. (2018) An Enzyme Cascade-Triggered Fluorogenic and Chromogenic Reaction Applied in Enzyme Activity Assay and Immunoassay. ANALYTICAL CHEMISTRY, [PMID:29800522] [10.1021/acs.analchem.8b01845] |
| 31. Huihui Li, Wei Liu, Fengyuan Zhang, Xinyue Zhu, Liqiu Huang, Haixia Zhang. (2017) Highly Selective Fluorescent Probe Based on Hydroxylation of Phenylboronic Acid Pinacol Ester for Detection of Tyrosinase in Cells. ANALYTICAL CHEMISTRY, [PMID:29198104] [10.1021/acs.analchem.7b03681] |
| 32. Yifan Wang, Liangjin Xu, Wen Gao, Lixin Niu, Chunyue Huang, Peiming Yang, Xiao Hu. (2017) Isoprenylated Phenolic Compounds from Morus macroura as Potent Tyrosinase Inhibitors. PLANTA MEDICA, 84 (05): (336-343). [PMID:29096405] [10.1055/s-0043-121698] |
| 33. Le-Le Shao, Xiao-Ling Wang, Kai Chen, Xiao-Wu Dong, Li-Min Kong, De-Yin Zhao, Robert C. Hider, Tao Zhou. (2017) Novel hydroxypyridinone derivatives containing an oxime ether moiety: Synthesis, inhibition on mushroom tyrosinase and application in anti-browning of fresh-cut apples. FOOD CHEMISTRY, [PMID:29037675] [10.1016/j.foodchem.2017.09.054] |
| 34. Cuihua Lei, Xian-En Zhao, Jing Sun, Xiaolu Yan, Yue Gao, Han Gao, Shuyun Zhu, Hua Wang. (2017) A simple and novel colorimetric assay for tyrosinase and inhibitor screening using 3,3′,5,5′-tetramethylbenzidine as a chromogenic probe. TALANTA, [PMID:28842016] [10.1016/j.talanta.2017.07.070] |
| 35. Zeynep Tohtahon, Lu Zhang, Jianxin Han, Xing Xie, Zongcai Tu, Tao Yuan. (2017) Extraction optimization, structural characterization and bioactivity evaluation of triterpenoids from hawthorn (Crataegus cuneata) fruits. JOURNAL OF FOOD BIOCHEMISTRY, 41 (4): (e12377). [10.1111/jfbc.12377] |
| 36. Dong-Mei Liu, Jun-Li Yang, Wei Ha, Juan Chen, Yan-Ping Shi. (2017) Kinetics and inhibition study of tyrosinase by pressure mediated microanalysis. ANALYTICAL BIOCHEMISTRY, [PMID:28257907] [10.1016/j.ab.2017.02.020] |
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