Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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E424244-1ml | 1ml | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $56.90 |
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™, 10mM in DMSO |
Biochemical and Physiological Mechanisms | Flavonoid. Displays multiple biological effects including antioxidant, antinociceptive, cardioprotective, anti-inflammatory and antineoplastic effects. |
Storage Temp | Store at -80°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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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:
Specific Rotation[α] | -62° (C=0.1,MeOH) |
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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 |
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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] |
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10. 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:] |
11. 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] |
12. 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:] |
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16. 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] |
17. 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] |
18. 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:] |
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20. 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] |
21. 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] |
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23. 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] |
24. 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:] |
25. 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] |
26. 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] |
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33. 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] |
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36. 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] |
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