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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E101658-10mg | 10mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $127.90 | |
E101658-50mg | 50mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $443.90 |
Apoptosis inducer
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, ( |
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Specifications & Purity | Moligand™, analytical standard, ≥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 |
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. |
Product Description | An antioxidant investigated as an adjunct treatment of some methyicillin resistant bacteria. |
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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 |
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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 |
InChi Key | LSHVYAFMTMFKBA-TZIWHRDSSA-N |
Canonical 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 |
PubChem CID | 107905 |
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 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
J2415359 | Certificate of Analysis | Sep 23, 2024 | E101658 |
J2415360 | Certificate of Analysis | Sep 23, 2024 | E101658 |
J2415370 | Certificate of Analysis | Sep 23, 2024 | E101658 |
I2306428 | Certificate of Analysis | Aug 24, 2023 | E101658 |
I2306429 | Certificate of Analysis | Aug 24, 2023 | E101658 |
K2113576 | Certificate of Analysis | Aug 04, 2023 | E101658 |
B2314291 | Certificate of Analysis | Dec 30, 2022 | E101658 |
B2314304 | Certificate of Analysis | Dec 30, 2022 | E101658 |
A1921031 | Certificate of Analysis | Sep 12, 2022 | E101658 |
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). |
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Sensitivity | Heat sensitive |
Specific Rotation[α] | -177° (C=1,EtOH) |
Melt Point(°C) | 255°C(lit.) |
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 | DH9030000 |
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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). [PMID:38144856] |
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). [PMID:37906124] |
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). [PMID:37960063] |
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 (3): (113615). [PMID:37986470] |
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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). [PMID:37329798] |
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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). [PMID:36596188] |
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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). [PMID:35603582] |
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). [PMID:35567986] |
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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). [PMID:] |
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). [PMID:34376052] |
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). [PMID:33876445] |
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). [PMID:33714119] |
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). [PMID:33465688] |
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). [PMID:33184029] |
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). [PMID:33288175] |
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). [PMID:32008825] |
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). [PMID:35558992] |
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). [PMID:31313292] |
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). [PMID:] |
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). [PMID:30195524] |
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). [PMID:] |
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30. Meng Shi, Ying Nie, Xin-Qiang Zheng, Jian-Liang Lu, Yue-Rong Liang, Jian-Hui Ye. (2016) Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical Conversions. MOLECULES, 21 (10): (1345). [PMID:27735869] |
31. Guobin Xia, Chunfang Lin, Songbai Liu. (2016) Tannase-mediated biotransformation assisted separation and purification of theaflavin and epigallocatechin by high speed counter current chromatography and preparative high performance liquid chromatography: A comparative study. MICROSCOPY RESEARCH AND TECHNIQUE, 79 (9): (880-889). [PMID:27389804] |
32. Xu Huanhuan, Wang Ya, Chen Yana, Zhang Pan, Zhao Yi, Huang Yewei, Wang Xuanjun, Sheng Jun. (2016) Subcellular Localization of Galloylated Catechins in Tea Plants [Camellia sinensis (L.) O. Kuntze] Assessed via Immunohistochemistry. Frontiers in Plant Science, 7 [PMID:27303422] |
33. Qian Li, Xieyi Wang, Jun Chen, Chengmei Liu, Ti Li, David Julian McClements, Taotao Dai, Jiyan Liu. (2016) Antioxidant activity of proanthocyanidins-rich fractions from Choerospondias axillaris peels using a combination of chemical-based methods and cellular-based assay. FOOD CHEMISTRY, 208 (309). [PMID:27132855] |
34. Fang-Yuan Fan, Meng Shi, Ying Nie, Yue Zhao, Jian-Hui Ye, Yue-Rong Liang. (2016) Differential behaviors of tea catechins under thermal processing: Formation of non-enzymatic oligomers. FOOD CHEMISTRY, 196 (347). [PMID:26593500] |
35. Qian Li, Jun Chen, Ti Li, Chengmei Liu, Wei Liu, Jiyan Liu. (2015) Comparison of bioactivities and phenolic composition of Choerospondias axillaris peels and fleshes. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 96 (7): (2462-2471). [PMID:26249806] |
36. Lingnan Wang, Weiguang Ma, Shiyu Gan, Dongxue Han, Qixian Zhang, Li Niu. (2014) Engineered Photoelectrochemical Platform for Rational Global Antioxidant Capacity Evaluation Based on Ultrasensitive Sulfonated Graphene–TiO2 Nanohybrid. ANALYTICAL CHEMISTRY, 86 (20): (10171–10178). [PMID:25226344] |
37. Guobin Xia, Shan Hong, Songbai Liu. (2014) Simultaneous preparation of naturally abundant and rare catechins by tannase-mediated biotransformation combining high speed counter current chromatography. FOOD CHEMISTRY, 151 (380). [PMID:24423547] |
38. Chen Yulong, Duan Jun, Yang Shaoyu, Yang En, Jiang Yuming. (2009) Effect of Girdling on Levels of Catechins in Fresh Leaf in Relation to Quality of ‘Huang Zhi Xiang’ Oolong Tea. PLANT FOODS FOR HUMAN NUTRITION, 64 (4): (293-296). [PMID:19898938] |
39. 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] |
40. 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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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). [PMID:31313292] |
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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). [PMID:30195524] |
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). [PMID:] |
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). [PMID:28590026] |
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31. Guobin Xia, Chunfang Lin, Songbai Liu. (2016) Tannase-mediated biotransformation assisted separation and purification of theaflavin and epigallocatechin by high speed counter current chromatography and preparative high performance liquid chromatography: A comparative study. MICROSCOPY RESEARCH AND TECHNIQUE, 79 (9): (880-889). [PMID:27389804] |
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33. Qian Li, Xieyi Wang, Jun Chen, Chengmei Liu, Ti Li, David Julian McClements, Taotao Dai, Jiyan Liu. (2016) Antioxidant activity of proanthocyanidins-rich fractions from Choerospondias axillaris peels using a combination of chemical-based methods and cellular-based assay. FOOD CHEMISTRY, 208 (309). [PMID:27132855] |
34. Fang-Yuan Fan, Meng Shi, Ying Nie, Yue Zhao, Jian-Hui Ye, Yue-Rong Liang. (2016) Differential behaviors of tea catechins under thermal processing: Formation of non-enzymatic oligomers. FOOD CHEMISTRY, 196 (347). [PMID:26593500] |
35. Qian Li, Jun Chen, Ti Li, Chengmei Liu, Wei Liu, Jiyan Liu. (2015) Comparison of bioactivities and phenolic composition of Choerospondias axillaris peels and fleshes. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 96 (7): (2462-2471). [PMID:26249806] |
36. Lingnan Wang, Weiguang Ma, Shiyu Gan, Dongxue Han, Qixian Zhang, Li Niu. (2014) Engineered Photoelectrochemical Platform for Rational Global Antioxidant Capacity Evaluation Based on Ultrasensitive Sulfonated Graphene–TiO2 Nanohybrid. ANALYTICAL CHEMISTRY, 86 (20): (10171–10178). [PMID:25226344] |
37. Guobin Xia, Shan Hong, Songbai Liu. (2014) Simultaneous preparation of naturally abundant and rare catechins by tannase-mediated biotransformation combining high speed counter current chromatography. FOOD CHEMISTRY, 151 (380). [PMID:24423547] |
38. Chen Yulong, Duan Jun, Yang Shaoyu, Yang En, Jiang Yuming. (2009) Effect of Girdling on Levels of Catechins in Fresh Leaf in Relation to Quality of ‘Huang Zhi Xiang’ Oolong Tea. PLANT FOODS FOR HUMAN NUTRITION, 64 (4): (293-296). [PMID:19898938] |
39. 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] |
40. 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] |