Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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E107318-20mg | 20mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $103.90 |
Flavonoid with multiple biological effects
Synonyms | (-)-Epicatechin | Epicatechin | 490-46-0 | L-Epicatechin | (-)-Epicatechol | Epicatechol | l-Acacatechin | epi-Catechin | epi-Catechol | (2R,3R)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol | l-Epicatechol | (-)epicatechin | (2R,3R)-(-)-Epicatechin | (2R,3R)-2-(3,4-dihydroxyphenyl)- |
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Specifications & Purity | Moligand™, analytical standard, ≥98%(HPLC) |
Biochemical and Physiological Mechanisms | Flavonoid. Displays multiple biological effects including antioxidant, antinociceptive, cardioprotective, anti-inflammatory and antineoplastic effects. |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
Grade | analytical standard, Moligand™ |
Action Type | AGONIST |
Mechanism of action | Agonist of TAS2R39 |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
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IUPAC Name | (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol |
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INCHI | InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1 |
InChi Key | PFTAWBLQPZVEMU-UKRRQHHQSA-N |
Canonical SMILES | C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O |
Isomeric SMILES | C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O |
WGK Germany | 3 |
RTECS | KB3745000 |
Alternate CAS | 490-46-0,17334-50-8 |
PubChem CID | 72276 |
MeSH Entry Terms | (+)-Catechin;(+)-Cyanidanol;(+)-Cyanidanol-3;(-)-Epicatechin;(2R,3R)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol;2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-cis)-;3,3',4',5,7-Flavanpentol;Catechin;Catechinic Acid;Catechuic Acid; |
Molecular Weight | 290.27 |
Beilstein | 92760 |
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
Lot Number | Certificate Type | Date | Item |
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K2228151 | Certificate of Analysis | Sep 09, 2024 | E107318 |
A2002109 | Certificate of Analysis | Jul 13, 2023 | E107318 |
J2109260 | Certificate of Analysis | Jul 11, 2023 | E107318 |
Solubility | Soluble in acetone:water (1:1, 10 mg/ml), DMSO (100 mM), methanol, DMF (~12.5 mg/ml), and water (partly). |
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Specific Rotation[α] | -62° (C=0.1,MeOH) |
Melt Point(°C) | 240°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RTECS | KB3745000 |
1. Yuqing Zhong, Yongling Lu, Lishuang Lv. (2023) Theanine in Tea: An Effective Scavenger of Single or Multiple Reactive Carbonyl Species at the Same Time. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 71 (45): (17153–17162). [PMID:37906124] |
2. Yating Guo, Yili Shen, Boya Hu, Huichun Ye, Haowei Guo, Qiang Chu, Ping Chen. (2023) Decoding the Chemical Signatures and Sensory Profiles of Enshi Yulu: Insights from Diverse Tea Cultivars. Plants-Basel, 12 (21): (3707). [PMID:37960063] |
3. Yingyi Huang, Huahong Liu, Xiaohua Zhang, Yuxin Wu, Zhusheng Liu, Yuelan Pang, Renjun Liu, Chun Yang, Jinfang Nie. (2023) Impact of storage time on non-volatile metabolites and fungal communities in Liupao tea using LC-MS based non-targeted metabolomics and high-throughput sequencing. FOOD RESEARCH INTERNATIONAL, 174 (3): (113615). [PMID:37986470] |
4. Hao-Xiang Gao, Nan Chen, Qiang He, Bi Shi, Wei-Cai Zeng. (2024) Effects of structural characteristics of phenolic compounds on oxidation of glycerol trioleate: Action rule and mechanism. FOOD CHEMISTRY, 433 (137361). [PMID:37688816] |
5. Xiaoyu Yang, Zhichun Bi, Chenghui Yin, Shuyi Zhang, Donghui Song, Hui Huang, Yongxin Li. (2024) A colorimetric sensor array based on peroxidase activity nanozyme for the highly efficient differential sensing of tea polyphenols and Tieguanyin adulteration. FOOD CHEMISTRY, 432 (137265). [PMID:37657343] |
6. Cheng Guo, Wangyang Shen, Weiping Jin, Xiwu Jia, Zhili Ji, Jinling Li, Bin Li. (2023) Dynamic Formation of Green Tea Cream and the Identification of Key Components Using the “Knock-Out/Knock-In” Method. Foods, 12 (16): (2987). [PMID:37627986] |
7. 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, 19 (100766). [PMID:37780266] |
8. Xiaojuan Chen, Bojia Li, Sicheng Ji, Di Wu, Bing Cui, Xingling Ren, Bin Zhou, Bin Li, Hongshan Liang. (2023) Small molecules interfacial assembly regulate the crystallization transition process for nobiletin stabilization. FOOD CHEMISTRY, 426 (136519). [PMID:37329798] |
9. Su Zhou, Jiaying Yang, Yani Pan, Xinyu Feng, Hao Hu, Shicheng Ma, Cansong Ou, Fangyuan Fan, Shuying Gong, Yuefei Wang, Ping Chen, Qiang Chu. (2023) Pu’ er raw tea extract alleviates DSS-induced colitis in mice by restoring intestinal barrier function and maintaining gut microbiota homeostasis. Food Bioscience, 53 (102750). [PMID:] |
10. Chi Zhao, Fengju Zhang, Shanbo Chen, Wen Hu, Ling Dong, Yuejun Zhao, Mei Han, Zhihua Li. (2023) Effects of drying methods on the quality of Hanyuan Zanthoxylum bungeanum based on physicochemical and functional metabolite analysis. LWT-FOOD SCIENCE AND TECHNOLOGY, 180 (114674). [PMID:] |
11. Wang Qiaolin, Xu Lihe, Qin Zhengbo, Yang Xinyan, Zheng Xianfeng. (2023) Potential use of LIAD time-of-flight mass spectrometry for the detection of biomolecules: An example of detecting nucleobases in DNA. AIP Advances, 13 (3): [PMID:] |
12. Fanghua Guo, Li Peng, Hua Xiong, Rong Tsao, Hua Zhang, Li Jiang, Yong Sun. (2023) Bioaccessibility and transport of lentil hull polyphenols in vitro, and their bioavailability and metabolism in rats. FOOD RESEARCH INTERNATIONAL, 167 (112634). [PMID:37087206] |
13. Huiqun Fan, Mingshun Chen, Taotao Dai, Lizhen Deng, Chengmei Liu, Wei Zhou, Jun Chen. (2023) Phenolic compounds profile of Amomum tsaoko Crevost et Lemaire and their antioxidant and hypoglycemic potential. Food Bioscience, 52 (102508). [PMID:] |
14. Jianhui Zhu, Jingyang Yu, Bingjie Zhang, Changsheng Li, Jianli Wang, Jiawen Ji, Desheng Liu, Rumin Gao, Jianzhang Li, Yongqiang Ma. (2023) Hydrophobic-action-driven removal of six organophosphorus pesticides from tea infusion by modified carbonized bacterial cellulose. FOOD CHEMISTRY, 412 (135546). [PMID:36716625] |
15. Lixia Yang, Zhendong Lu, Jian Lu, Dianhui Wu. (2022) Evaluation of the antioxidant characteristics of craft beer with green tea. JOURNAL OF FOOD SCIENCE, 88 (2): (625-637). [PMID:36576119] |
16. Zhangfeng Zhao, Zhengwei Dai, Xuming Jiang, Liaoyuan Yu, Meijuan Hu, Jiyu Peng, Fei Zhou. (2023) Influence and optimization of long-time superfine grinding on the physicochemical features of green tea powder. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, 117 (105124). [PMID:] |
17. Mang-Mang Li, Yi-Ting Chen, Jin-Cang Ruan, Wen-Jun Wang, Ji-Guang Chen, Qing-Feng Zhang. (2023) Structure-activity relationship of dietary flavonoids on pancreatic lipase. Current Research in Food Science, 6 (100424). [PMID:36618100] |
18. Han Wang, Lu Chen, Shuang Wu, Weiping Jin, Wangyang Shen, Zhongze Hu, Wenjing Huang, Gang Liu. (2023) Improve stability and application of rice oil bodies via surface modification with ferulic acid, (-)-epicatechin, and phytic acid. FOOD CHEMISTRY, 409 (135274). [PMID:36586252] |
19. Xinyu Fang, Jiali Ma, Chenjie Gu, Wei Xiong, Tao Jiang. (2023) Synchronous enhancement of electromagnetic and chemical effects-induced quantitative adsorptive detection of quercetin based on flexible polymer-silver-ZIF-67 SERS substrate. SENSORS AND ACTUATORS B-CHEMICAL, 378 (133176). [PMID:] |
20. Shuwen Li, Zhiguo Wang, Siyi Chen, Jialin Gu, Yanping Ma, Jiangang Jiang, Rui Zhang, Dan Zhang, Yiping Wang, He Wang. (2023) Ratiometric fluorescence sensing based on rare-earth upconversion nanoparticles for the rapid identification of antioxidant capacity. NEW JOURNAL OF CHEMISTRY, 47 (4): (2079-2085). [PMID:] |
21. Xiao-Hua Zhang, Hui-Na Cui, Jing-Jing Zheng, Xiang-Dong Qing, Kai-Long Yang, Ya-Qian Zhang, Lu-Meng Ren, Le-Yuan Pan, Xiao-Li Yin. (2023) Discrimination of the harvesting season of green tea by alcohol/salt-based aqueous two-phase systems combined with chemometric analysis. FOOD RESEARCH INTERNATIONAL, 163 (112278). [PMID:36596188] |
22. Hui Jiang, Fei Wu, Xi Jiang, Yun-Feng Pu, Li-Rong Shen, Cui-Yun Wu, Hong-Jin Bai. (2022) Antioxidative, cytoprotective and whitening activities of fragrant pear fruits at different growth stages. Frontiers in Nutrition, 9 (1020855). [PMID:36245497] |
23. Yao Fan, Siying Che, Lei Zhang, Chunsong Zhou, Haiyan Fu, Yuanbin She. (2022) Dual channel sensor array based on ZnCdSe QDs – KMnO4: An effective tool for analysis of catechins and green teas. FOOD RESEARCH INTERNATIONAL, 160 (111734). [PMID:36076421] |
24. Guanghe Zhao, Ruifen Zhang, Lihong Dong, Lei Liu, Fei Huang, Xuchao Jia, Mei Deng, Jianwei Chi, Yongxuan Ma, Yanxia Chen, Qin Ma, Mingwei Zhang. (2022) Bound phenolics in rice bran dietary fibre released by different chemical hydrolysis methods: content, composition and antioxidant activities. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY, 57 (9): (5909-5916). [PMID:] |
25. Su Xuexia, Bai Cuihua, Wang Xianghe, Liu Huilin, Zhu Yongcong, Wei Leping, Cui Zixiao, Yao Lixian. (2022) Potassium Sulfate Spray Promotes Fruit Color Preference via Regulation of Pigment Profile in Litchi Pericarp. Frontiers in Plant Science, 13 [PMID:35774808] |
26. He Wen-Jing, Chen Nan, Yu Zhi-Long, Sun Qun, He Qiang, Zeng Wei-Cai. (2022) Effect of Structure Complexity of Catechins on the Properties of Glutenin: the Rule, Action Mechanism and Application. Food Biophysics, 17 (4): (586-597). [PMID:] |
27. Wen-Jing He, Nan Chen, Zhi-Long Yu, Qun Sun, Qiang He, Wei-Cai Zeng. (2022) Gliadin interacted with tea polyphenols: potential application and action mechanism. INTERNATIONAL JOURNAL OF FOOD SCIENCES AND NUTRITION, 73 (6): (786-799). [PMID:35603582] |
28. Sen Li, Yu Chen, Yu Zhang, Hongyan Lv, Lei Luo, Shuo Wang, Xiao Guan. (2022) Polyphenolic Extracts of Coffee Cherry Husks Alleviated Colitis-Induced Neural Inflammation via NF-κB Signaling Regulation and Gut Microbiota Modification. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 70 (21): (6467–6477). [PMID:35588304] |
29. Ya-Fang Shang, Jun-Hao Miao, Jia Zeng, Tian-Hua Zhang, Rui-Ming Zhang, Bing-Yan Zhang, Chao Wang, Yi-Long Ma, Xiang-Li Niu, Xiao-Long Ni, Zhao-Jun Wei. (2022) Evaluation of digestibility differences for apple polyphenolics using in vitro elderly and adult digestion models. FOOD CHEMISTRY, 390 (133154). [PMID:35584576] |
30. Songjie Li, Weimin Zhang, Ruimin Wang, Congfa Li, Xue Lin, Lu Wang. (2022) Screening and identification of natural α-glucosidase and α-amylase inhibitors from partridge tea (Mallotus furetianus Muell-Arg) and in silico analysis. FOOD CHEMISTRY, 388 (133004). [PMID:35483282] |
31. Linjun Li, Jinsuo Lu, Heliang Pang, Zhiqiang Zhang, Jing Yang, Pengpeng Li, Xiaoyu Yan, Miaomiao Fan. (2023) New insight into scale inhibition during tea brewing: Ca2+/Mg2+ complexing and alkalinity consumption. Journal of Environmental Sciences, 124 (901). [PMID:36182193] |
32. Zhao Lu, Song Zhongbang, Wang Bingwu, Gao Yulong, Shi Junli, Sui Xueyi, Chen Xuejun, Zhang Yihan, Li Yongping. (2022) R2R3-MYB Transcription Factor NtMYB330 Regulates Proanthocyanidin Biosynthesis and Seed Germination in Tobacco (Nicotiana tabacum L.). Frontiers in Plant Science, 12 [PMID:35111187] |
33. Hui-Wen Gu, Xiao-Li Yin, Tian-Qin Peng, Yuan Pan, Hui-Na Cui, Zhi-Quan Li, Weiqing Sun, Baomiao Ding, Xian-Chun Hu, Zi-Hong Zhang, Zhi Liu. (2022) Geographical origin identification and chemical markers screening of Chinese green tea using two-dimensional fingerprints technique coupled with multivariate chemometric methods. FOOD CONTROL, 135 (108795). [PMID:] |
34. Qian Li, Jing Li, Mengran Duan, Lu Liu, Yinxin Fu, David Julian McClements, Tiantian Zhao, Hongyi Lin, Jinglan Shi, Xiaoqiang Chen. (2022) Impact of food additive titanium dioxide on the polyphenol content and antioxidant activity of the apple juice. LWT-FOOD SCIENCE AND TECHNOLOGY, 154 (112574). [PMID:] |
35. Xiao Ma, Manman Li, Guicong Lu, Ruihong Wang, Yunmin Wei, Yanfeng Guo, Yongxiong Yu, Caode Jiang. (2021) Anti-inflammation of epicatechin mediated by TMEM35A and TMPO in bovine mammary epithelial cell line cells and mouse mammary gland. JOURNAL OF DAIRY SCIENCE, 104 (12925). [PMID:34593235] |
36. Qian Li,Jun Chen,Ti Li,Chengmei Liu,Yuxin Zhai,David Julian McClements,Jiyan Liu. (2015-10-08) Separation and characterization of polyphenolics from underutilized byproducts of fruit production (Choerospondias axillaris peels): inhibitory activity of proanthocyanidins against glycolysis enzymes.. Food & function, 6 ((12)): (3693-3701). [PMID:26442714] |
37. Stoyan Dirimanov,Petra Högger. (2019-06-15) Screening of Inhibitory Effects of Polyphenols on Akt-Phosphorylation in Endothelial Cells and Determination of Structure-Activity Features.. Biomolecules, 9 ((6)): [PMID:31195734] |
38. Liu, et al.. (2020) Rapid Screening ?-Glucosidase Inhibitors from Natural Products by At-Line Nanofractionation with Parallel Mass Spectrometry and Bioactivity Assessment.. Journal of Chromatography A, 1635 (461740-461740). [PMID:33271429] |
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30. Songjie Li, Weimin Zhang, Ruimin Wang, Congfa Li, Xue Lin, Lu Wang. (2022) Screening and identification of natural α-glucosidase and α-amylase inhibitors from partridge tea (Mallotus furetianus Muell-Arg) and in silico analysis. FOOD CHEMISTRY, 388 (133004). [PMID:35483282] |
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34. Qian Li, Jing Li, Mengran Duan, Lu Liu, Yinxin Fu, David Julian McClements, Tiantian Zhao, Hongyi Lin, Jinglan Shi, Xiaoqiang Chen. (2022) Impact of food additive titanium dioxide on the polyphenol content and antioxidant activity of the apple juice. LWT-FOOD SCIENCE AND TECHNOLOGY, 154 (112574). [PMID:] |
35. Xiao Ma, Manman Li, Guicong Lu, Ruihong Wang, Yunmin Wei, Yanfeng Guo, Yongxiong Yu, Caode Jiang. (2021) Anti-inflammation of epicatechin mediated by TMEM35A and TMPO in bovine mammary epithelial cell line cells and mouse mammary gland. JOURNAL OF DAIRY SCIENCE, 104 (12925). [PMID:34593235] |
36. Qian Li,Jun Chen,Ti Li,Chengmei Liu,Yuxin Zhai,David Julian McClements,Jiyan Liu. (2015-10-08) Separation and characterization of polyphenolics from underutilized byproducts of fruit production (Choerospondias axillaris peels): inhibitory activity of proanthocyanidins against glycolysis enzymes.. Food & function, 6 ((12)): (3693-3701). [PMID:26442714] |
37. Stoyan Dirimanov,Petra Högger. (2019-06-15) Screening of Inhibitory Effects of Polyphenols on Akt-Phosphorylation in Endothelial Cells and Determination of Structure-Activity Features.. Biomolecules, 9 ((6)): [PMID:31195734] |
38. Liu, et al.. (2020) Rapid Screening ?-Glucosidase Inhibitors from Natural Products by At-Line Nanofractionation with Parallel Mass Spectrometry and Bioactivity Assessment.. Journal of Chromatography A, 1635 (461740-461740). [PMID:33271429] |