Determine the necessary mass, volume, or concentration for preparing a solution.
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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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E101659-100mg
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100mg |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
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$199.90
|
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E101659-250mg
|
250mg |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
|
$399.90
|
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|
E101659-1g
|
1g |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
|
$1,279.90
|
|
| Synonyms | AKOS015965216 | DTXSID70925231 | trans-4-[N-ethyl-N-(2-hydroxyethyl)amino]-4'-nitroazobenzene | KBio2_003362 | S)-1-Amino-1,2,3,4-tetrahydronaphthalene | KBio3_001132 | (-)-Epicatechin 3-O-gallate | NCGC00179135-01 | 2-(Dimethylamino)ethyl Methacrylate, ( |
|---|---|
| Specifications & Purity | Moligand™, ≥98% |
| Biochemical and Physiological Mechanisms | (-)Epicatechin gallate is a polyphenol apoptosis inducer in tumor cells commonly found in green tea. Studies suggest that (-)Epicatechin gallate causes anti-proliferative and anti-inflammatory effects on pancreatic ductal adenocarcinoma cells. Alternate s |
| Storage Temp | Store at 2-8°C |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | Moligand™ |
| Product Description |
An antioxidant investigated as an adjunct treatment of some methyicillin resistant bacteria. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Flavonoids |
| Subclass | Flavans |
| Intermediate Tree Nodes | Flavan-3-ols - Catechins |
| Direct Parent | Catechin gallates |
| Alternative Parents | 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Galloyl esters p-Hydroxybenzoic acid alkyl esters m-Hydroxybenzoic acid esters 1-benzopyrans Pyrogallols and derivatives Benzoyl derivatives Catechols Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Carboxylic acid esters Polyols Monocarboxylic acids and derivatives Oxacyclic compounds Hydrocarbon derivatives Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Catechin gallate - 3'-hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Hydroxyflavonoid - Galloyl ester - Gallic acid or derivatives - P-hydroxybenzoic acid alkyl ester - M-hydroxybenzoic acid ester - P-hydroxybenzoic acid ester - Benzoate ester - Chromane - Benzopyran - 1-benzopyran - Benzenetriol - Benzoic acid or derivatives - Pyrogallol derivative - Catechol - Benzoyl - Phenol - Alkyl aryl ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Monocyclic benzene moiety - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Ether - Oxacycle - Organoheterocyclic compound - Polyol - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin. |
| External Descriptors | Flavans, Flavanols and Leucoanthocyanidins |
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| IUPAC Name | [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate |
|---|---|
| INCHI | InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1 |
| InChIKey | LSHVYAFMTMFKBA-TZIWHRDSSA-N |
| Smiles | C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O |
| Isomeric SMILES | C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O |
| WGK Germany | 3 |
| RTECS | DH9030000 |
| Alternate CAS | 1257-08-5 |
| MeSH Entry Terms | epicatechin gallate;epicatechin gallate, (2R-cis)-isomer;epicatechin-3-gallate;epicatechin-3-galloyl ester;epicatechin-3-O-gallate |
| Molecular Weight | 442.37 |
| Reaxy-Rn | 372029 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=372029&ln= |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 05, 2025 | E101659 | |
| Certificate of Analysis | Mar 05, 2025 | E101659 | |
| Certificate of Analysis | Mar 05, 2025 | E101659 | |
| Certificate of Analysis | Oct 21, 2024 | E101659 | |
| Certificate of Analysis | Oct 21, 2024 | E101659 | |
| Certificate of Analysis | Oct 21, 2024 | E101659 | |
| Certificate of Analysis | Oct 21, 2024 | E101659 | |
| Certificate of Analysis | Oct 21, 2024 | E101659 | |
| Certificate of Analysis | Apr 01, 2024 | E101659 | |
| Certificate of Analysis | Sep 19, 2023 | E101659 | |
| Certificate of Analysis | Sep 19, 2023 | E101659 | |
| Certificate of Analysis | Sep 19, 2023 | E101659 | |
| Certificate of Analysis | Sep 19, 2023 | E101659 | |
| Certificate of Analysis | Feb 23, 2023 | E101659 | |
| Certificate of Analysis | Feb 23, 2023 | E101659 | |
| Certificate of Analysis | Feb 23, 2023 | E101659 |
| Solubility | Soluble in water (5 mg/ml) with heat and sonication as needed, yielding a clear, colorless solution, ethanol (~1 mg/ml), methanol (sparingly), DMSO (~10 mg/ml), and DMF (~14 mg/ml). |
|---|---|
| Sensitivity | Heat sensitive |
| Specific Rotation[α] | -177° (C=1,EtOH) |
| Melt Point(°C) | 255°C(lit.) |
| Molecular Weight | 442.400 g/mol |
| XLogP3 | 1.500 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 4 |
| Exact Mass | 442.09 Da |
| Monoisotopic Mass | 442.09 Da |
| Topological Polar Surface Area | 177.000 Ų |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Complexity | 649.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Jun Li, Fangbo Yuan, Jiayou Teng, Fang Li, Penghui Zhou, Yanlan Bi. (2023) Effects of tea polyphenols and tertiary butylhydroquinone on quality of palm oils and losses of endogenous vitamin E during batch frying and oxidative stability of fried instant noodles. Food Chemistry-X, 20 (101049). |
| 2. 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). |
| 3. 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). |
| 4. 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 (113615). |
| 5. 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). |
| 6. 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). |
| 7. 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). |
| 8. Shengkai Luo, Yi Hou, Song-Qing Hu. (2023) Proteolytic activation and characterization of recombinant polyphenol oxidase from Rosa chinensis for efficient synthesis of theaflavins. INDUSTRIAL CROPS AND PRODUCTS, 200 (116810). |
| 9. 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). |
| 10. 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). |
| 11. 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). |
| 12. 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). |
| 13. Yao Liu, Ruifang Sun, XiaoPing Lin, Lanlan Wu, Hengying Chen, Siwen Shen, Yan Li, Yuanhuan Wei, Guifang Deng. (2022) Procyanidins and its metabolites by gut microbiome improves insulin resistance in gestational diabetes mellitus mice model via regulating NF-κB and NLRP3 inflammasome pathway. BIOMEDICINE & PHARMACOTHERAPY, 151 (113078). |
| 14. 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). |
| 15. 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). |
| 16. Qian Li, Mengran Duan, Lu Liu, Xiaoqiang Chen, Yinxin Fu, Jing Li, Tiantian Zhao, David Julian McClements. (2021) Impact of Polyphenol Interactions with Titanium Dioxide Nanoparticles on Their Bioavailability and Antioxidant Activity. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 69 (33): (9661–9670). |
| 17. Ming-Xi Zhou, Xing Tian, Zhong-Qin Wu, Ke Li, Zong-Jun Li. (2021) Fuzhuan brick tea supplemented with areca nuts: Effects on serum and gut microbiota in mice. JOURNAL OF FOOD BIOCHEMISTRY, 45 (5): (e13737). |
| 18. Yu-Meng Zhu, Jun-Jie Dong, Jing Jin, Jin-Hua Liu, Xin-Qiang Zheng, Jian-Liang Lu, Yue-Rong Liang, Jian-Hui Ye. (2021) Roasting process shaping the chemical profile of roasted green tea and the association with aroma features. FOOD CHEMISTRY, 353 (129428). |
| 19. Tian-Qin Peng, Xiao-Li Yin, Hui-Wen Gu, Weiqing Sun, Baomiao Ding, Xian-Chun Hu, Li-An Ma, Shu-Dong Wei, Zhi Liu, Shi-Yi Ye. (2021) HPLC-DAD fingerprints combined with chemometric techniques for the authentication of plucking seasons of Laoshan green tea. FOOD CHEMISTRY, 347 (128959). |
| 20. Fei Zhou, Weisu Huang, Tao Xu, Lipeng Wu, Qi Chen, Jiyu Peng, Xin Liu, Baiyi Lu. (2020) Natural P-gp inhibitor EGCG improves the acteoside absorption in Caco-2 cell monolayers and increases the oral bioavailability of acteoside in rats. FOOD AND CHEMICAL TOXICOLOGY, 146 (111827). |
| 21. Dandan Qin, Qiushuang Wang, Hongjian Li, Xiaohui Jiang, Kaixing Fang, Qing Wang, Bo Li, Chendong Pan, Hualing Wu. (2020) Identification of key metabolites based on non-targeted metabolomics and chemometrics analyses provides insights into bitterness in Kucha [Camellia kucha (Chang et Wang) Chang]. FOOD RESEARCH INTERNATIONAL, 138 (109789). |
| 22. Xiao-Hua Zhang, Qian Zhou, Zhi Liu, Xiang-Dong Qing, Jing-Jing Zheng, Shu-Ting Mu, Pan-Hua Liu. (2020) Comparison of three second-order multivariate calibration methods for the rapid identification and quantitative analysis of tea polyphenols in Chinese teas using high-performance liquid chromatography. JOURNAL OF CHROMATOGRAPHY A, 1618 (460905). |
| 23. Huanhuan Xu, Titi Liu, Jing Xu, Jin Li, Fei Chen, Zemin Xiang, Yewei Huang, Dongying Zhang, Lihong Hu, Banglei Zhang, Chengting Zi, Xuanjun Wang, Jun Sheng. (2019) Interactions between β-cyclodextrin and tea catechins, and potential anti-osteoclastogenesis activity of the (−)-epigallocatechin-3-gallate–β-cyclodextrin complex. RSC Advances, 9 (48): (28006-28018). |
| 24. Lipeng Han, Qingna Lin, Guoqin Liu, Dongxue Han, Li Niu, Dongxiao Su. (2019) Inhibition Mechanism of Catechin, Resveratrol, Butylated Hydroxylanisole, and Tert-Butylhydroquinone on Carboxymethyl 1,2-Dipalmitoyl-sn-Glycero-3-Phosphatidylethanolamine Formation. JOURNAL OF FOOD SCIENCE, 84 (8): (2042-2049). |
| 25. Xiaqing Wu, Mingming Hu, Xing Hu, Huafang Ding, Deming Gong, Guowen Zhang. (2019) Inhibitory mechanism of epicatechin gallate on α-amylase and α-glucosidase and its combinational effect with acarbose or epigallocatechin gallate. JOURNAL OF MOLECULAR LIQUIDS, 290 (111202). |
| 26. Qian Li, Chengmei Liu, Ti Li, David Julian McClements, Yinxin Fu, Jiyan Liu. (2018) Comparison of phytochemical profiles and antiproliferative activities of different proanthocyanidins fractions from Choerospondias axillaris fruit peels. FOOD RESEARCH INTERNATIONAL, 113 (298). |
| 27. Yongsheng Chen, Xiang Ma, Xiong Fu, Rian Yan. (2017) Phytochemical content, cellular antioxidant activity and antiproliferative activity of Adinandra nitida tea (Shiyacha) infusion subjected to in vitro gastrointestinal digestion. RSC Advances, 7 (80): (50430-50440). |
| 28. Zaizhi Liu, Kailin Mo, Shimin Fei, Yuangang Zu, Lei Yang. (2017) Efficient approach for the extraction of proanthocyanidins from Cinnamomum longepaniculatum leaves using ultrasonic irradiation and an evaluation of their inhibition activity on digestive enzymes and antioxidant activity in vitro. JOURNAL OF SEPARATION SCIENCE, 40 (15): (3100-3113). |
| 29. Hua Dang, Donghong Liu, Xiangchang Hou, Yuluan Wu, Bin Wang, Hao Dong, Yanping Xian. (2017) One-step extraction prior to two-step detection by ultra high performance liquid chromatography tandem mass spectrometry (UHPLC-MS/MS) to determine different groups of antibacterial agents in infant disposable hygiene products. Analytical Methods, 9 (3): (482-489). |
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