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China Largest Manufacturer factory sales Epicatechin gallate  CAS 1257-08-5
China Largest Manufacturer factory sales Epicatechin gallate  CAS 1257-08-5
China Largest Manufacturer factory sales Epicatechin gallate  CAS 1257-08-5
China Largest Manufacturer factory sales Epicatechin gallate  CAS 1257-08-5
China Largest Manufacturer factory sales Epicatechin gallate  CAS 1257-08-5

China Largest Manufacturer factory sales Epicatechin gallate CAS 1257-08-5

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Epicatechin gallate Epicatechin gallate 1257-08-5

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  • Appearance:white powder
  • Application:Pharm chemicals industry
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  • ProductionCapacity:20|Metric Ton|Month
  • Storage:2-8°C
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(-)-Epicatechin gallate Basic information
Active ingredients of the Tea Polyphenol Tea polyphenols Biological activity Toxicity Biosynthesis pathway of Epicatechin gallate Antibacterial effect Anti-oxidization effect Other pharmacological effects Storage
Product Name: (-)-Epicatechin gallate
Synonyms: EPICATECHIN GALLATE, (-)- SNAP-N-SHOOT 0.1mg/ml(P);EPICATECHIN GALLATE, (-)-(P);8-methoxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydrochrysen-2(1h)-one;(-)-Epicatechin gallate, 99%, from green tea;epicatechol,gallate;l-epicatechingallate;EPICATECHIN GALLATE(ECG) FROM GREEN TEA 50% BY HPLC;EPICATECHIN GALLATE(ECG) FROM GREEN TEA 70% BY HPLC
CAS: 1257-08-5
MF: C22H18O10
MW: 442.37
EINECS: 603-088-4
Product Categories: ECG;Pharmaceutical Raw Materials;chemical reagent;pharmaceutical intermediate;phytochemical;Inhibitors;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
Mol File: 1257-08-5.mol
(-)-Epicatechin gallate Structure
 
(-)-Epicatechin gallate Chemical Properties
Melting point  257-258°C
alpha  -182~-194°(D/20℃)(c=0.2,CH3OH)
Boiling point  861.7±65.0 °C(Predicted)
density  1.80±0.1 g/cm3(Predicted)
storage temp.  2-8°C
solubility  Acetone (Sparingly), DMSO (Slightly), Methanol (Slightly)
pka 7.75±0.25(Predicted)
form  Solid
color  White to Off-White
Water Solubility  Soluble in water, acetone, DMSO, methanol.
Stability: Light Sensitive
InChIKey LSHVYAFMTMFKBA-TZIWHRDSSA-N
CAS DataBase Reference 1257-08-5(CAS DataBase Reference)
 
Safety Information
Safety Statements  24/25
WGK Germany  3
RTECS  DH9030000
10-23
HS Code  29329990
MSDS Information
Provider Language
SigmaAldrich English
 
(-)-Epicatechin gallate Usage And Synthesis
Active ingredients of the Tea Polyphenol Epicatechin gallate briefly referred to as EGCG, being the ester formed by epigallocatechin and gallate acid, belonging to a kind of tea polyphenols; is a kind of flavonoids, D-form ester catechins.
Epicatechin gallate is the cathchin monomer isolated from the tea, being the major active ingredients of polyphenols.

Figure 1 shows the stereochemical structure of epicatechin gallate
Tea polyphenols Tea polyphenols are the general term of the tea polyphenols, being a kind of polyphenols using catechins as the major body with biological oxidation effect. Chinese tea usually contains 20% to 30% tea polyphenols. Tea polyphenols can be divided into five categories, of which the flavanol (mainly catechins) is the most important; besides there are also anthocyanins, flavonoids, flavonols and phenolic acids. Catechins account for about 50% to 70% of the total amount of tea polyphenols, accounting for 12% to 24% of the dry weight of tea. It is a compound of complex structure, including four kinds of simple catechins (also called non-esters type catechins) and two kinds of complex catechins (also known as ester type catechins). The trend of the content of tea polyphenols is generally as below: green tea is higher than black tea; summer and autumn tea are more than spring tea. The main pharmacological effects of tea polyphenols are:
(1) Lower the blood lipid, inhibit atherosclerosis. (2) Enhance the capillaries, lower blood sugar. (3) Anti-radiation. (4) Anti-aging. (5) Anti-cancer and anti-mutation. (6) Bactericidal effect.

Figure 2 is the tea polyphenols containing the major chemical substances;
Biological activity Oral biological activity is poor; the efficacy of taking a dosage of 800 mg is actually an order of magnitude lower than the real situation.
Toxicity EGCG might be carcinogenic; study has found that during pregnancy, intake of polyphenols will increase the risk of neonatal leukemia; it is not good for pregnant women to uptake bioflavones; during pregnancy, administration of tea or coffee during pregnancy may increase the risk for children of suffering from malignant tumor of central nervous system (CNS), and the specific mechanism remains unknown.
Biosynthesis pathway of Epicatechin gallate
 Figure 3 shows the synthesis of Epicatechin gallate in plants.
Enzymes involved in the synthesis pathway include phenylalanine ammonialyase (PAL), cinnamate 4-hydroxylase (C4H), 4-¬coumaroyl¬CoA ligase (4CL), chalcone isomerase (CHI), chalcone synthase (CHS), flavonoid3’¬hydroxylase (F3’H),flavonoid3’, 5’¬hydroxylase (F3’5’H), (2S)¬flavanone 3¬hydroxylase (F3H), dihydroflavonol-4-¬reductase (DFR), leucoanthocyanidin reductase (LAR), anthocyanidin reductase,ANR、anthocyanidin synthase (ANS) and UDPG¬ flavonoid glucosyl transferase UFGT and so on.
Antibacterial effect Epicatechin gallate has antibacterial effect, having varied bacteriostatic and bactericidal effect against many kinds of common pathogens including Proteus, Staphylococcus aureus, Staphylococcus epidermidis; Streptococcus, Botox, Lactobacillus and Vibrio cholera, especially intestinal pathogens. Moreover, epicatechin gallate can also effectively prevent the infection of antibiotic-resistant staphylococcus; it has inhibitory effect against hemolysin ECG and EGCG. In addition, it also has inhibitory effect against pathogenic fungi that can cause human skin disease, such as the head tinea alba, plaque blister white ringworm, sweat bubble white ringworm and stubborn tinea and other parasitic fungi.
Anti-oxidization effect Epicatechin gallate belongs to a polyphenol hydroxyl chemical, and is quite easily to be oxidized into esters and provide proton H, thus having significant antioxidant property. The antioxidant capacity of tea polyphenols is 18 times than that of vitamin E; 3 to 10 times than that of vitamin C. It has the ability to block the synthesis of N-nitroso compounds, inhibit the activity of lipoxygenase and lipid peroxidation. This makes it play excellent disease prevention and treatment effect in the anti-cancer, anti-mutation, anti-aging, prevention and treatment of cardiovascular disease, treatment of hepatitis and many other aspects.
Other pharmacological effects
  • Hypoglycemic effect, a number of experimental data have confirmed that tea polyphenols is an invertase inhibitor, so it can inhibit the conversion of sucrose to glucose, leading to the decrease of the blood sugar.
  • Antiviral effect, it has inhibitory effect against influenza A, influenza B virus as well as the human respiratory system covariate virus (RSV). In addition, tea polyphenols also have a strong anti-inhibitoryeffect against gastroenteritis virus, hepatitis A virus and plant viruses. In recent years, it has been confirmed that tea polyphenol is a strong novel inhibitor of HIV-IRT.
  • Anti-cancer, anti-mutation effect; epicatechin gallate not only inhibits a variety of chemical carcinogen-induced mutations, but also inhibit the mutagenic effect of some kinds of mixed carcinogens (tobacco fog thickener, coal tar, smoked fish extract, X Ray).
  • For the treatment of cardiovascular disease; studies have shown that tea polyphenols have various effects including anticoagulant, promote fibrinolysis, anti-platelet aggregation, lowering blood pressure, lowering blood pressure, prevention and treatment of atherosclerosis as well as protecting the myocardium.
  • Anti-allergic and anti-inflammatory effect, tea polyphenols has a significant inhibitory effect on the transparent enzyme, among which theaflavin gallate has an inhibitory activity of 99.1%, being able to effectively inhibit the rapid allergic reaction.
  • Gastrointestinal protection function. It can inhibit the H-K-ATPase in the gastric mucosa, which fundamentally inhibits the secretion of gastric acid. This reduces the gastric irritation and injury by gastric acid. It can treat ulcers and alleviate the gastrointestinal spasm as well.
Storage It should be sealed, placed in a cool dry environment, to be avoided of moisture, light and high temperature.
Chemical Properties White powder
Uses One of the catechin isomers and a potent antioxidant that can modulate a wide range of membrane proteins. Its bilayer-modifying potency was tested using gramicidin A (gA) channels as probes. All the c atechins alter gA channel function and modify bilayer properties, with a 500-fold range in potency. The gallate group causes current block, as evident by brief downward current transitions.
Uses An antioxidant investigated as an adjunct treatment of some methyicillin resistant bacteria.
Uses (-)-Epicatechin gallate is polyphenols which are abundant in green and black teas. (-)-Epicatechin gallate (ECG) is a natural catechin with a single galloyl group. The hydroxyl groups of ECG contribute to its potent antioxidant activity and facilitate the killing of methicillin-resistant strains of S. aureus.
Definition ChEBI: A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epicatechin. A natural product found in Parapiptadenia rigida.
General Description

( )-Epicatechin gallate is one of the major polyphenols present in green tea. It belongs to the catechin gallates group of organic compounds. ECG has a chemical structure like that of ( )-epigallocatechin gallate (EGCG), the other major polyphenol found in green tea.

Biochem/physiol Actions ( )-Epicatechin gallate (ECG), a potent free-radical scavenger has an inhibitory effect on collagenase and elastase enzymes making it an anti-aging agent. It displays antiproliferative effects on human colorectal cells and hence is a chemo-preventative agent. It influences cell survival, preventing apoptosis or autophagy by promoting cell proliferation in oxygen-glucose deprived human brain microvascular endothelial cells. Being structurally and functionally similar to EGCG, ECG might be involved in balancing the mammalian target of rapamycin (mTOR)-AMP-activated protein kinase (AMPK) pathways in endoplasmic reticulum stress. It prevents cell death in this scenario by showing resistance against oxygen-deprived cells. ECG may contribute in preventing oxidative stress. It effectively inhibits secretory sphingomyelinase in many disease states and provides protection for human spermatozoa in Assisted reproductive technology (ART).
 
(-)-Epicatechin gallate Preparation Products And Raw materials
 

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Leader Biochemical Group is a large leader incorporated industry manufacturers and suppliers of advanced refined raw materials From the year of 1996 when our factory was put into production to year of 2020, our group has successively invested in more than 52 factories with shares and subordinates.We focus on manufacture Pharm & chemicals, functional active ingredients, nutritional Ingredients, health care products, cosmetics, pharmaceutical and refined feed, oil, natural plant ingredients industries to provide top quality of GMP standards products.All the invested factories' product lines cover API and intermediates, vitamins, amino acids, plant extracts, daily chemical products, cosmetics raw materials, nutrition and health care products, food additives, feed additives, essential oil products, fine chemical products and agricultural chemical raw materials And flavors and fragrances. Especially in the field of vitamins, amino acids, pharmaceutical raw materials and cosmetic raw materials, we have more than 20 years of production and sales experience. All products meet the requirements of high international export standards and have been recognized by customers all over the world. Our manufacture basement & R&D center located in National Aerospace Economic & Technical Development Zone Xi`an Shaanxi China. Now not only relying on self-cultivation and development as well as maintains good cooperative relations with many famous research institutes and universities in China. Now, we have closely cooperation with Shanghai Institute of Organic Chemistry of Chinese Academy of Science, Beijing Institute of Material Medical of Chinese Academy of Medical Science, China Pharmaceutical University, Zhejiang University. Closely cooperation with them not only integrating Science and technology resources, but also increasing the R&D speed and improving our R&D power. Offering Powerful Tech supporting Platform for group development. Keep serve the manufacture and the market as the R&D central task, focus on the technical research.  Now there are 3 technology R & D platforms including biological extract, microorganism fermentation and chemical synthesis, and can independently research and develop kinds of difficult APIs and pharmaceutical intermediates. With the strong support of China State Institute of Pharmaceutical Industry (hereinafter short for CSIPI), earlier known as Shanghai Institute of Pharmaceutical Industry (SIPI), we have unique advantages in the R & D and industrialization of high-grade, precision and advanced products.  Now our Group technical force is abundant, existing staff more that 1000 people, senior professional and technical staff accounted for more than 50% of the total number of employees, including 15 PhD research and development personnel, 5 master′ S degree in technical and management personnel 9 people. We have advanced equipment like fermentation equipment and technology also extraction, isolation, purification, synthesis with rich production experience and strict quality control system, According to the GMP required, quickly transforming the R&D results to industrial production in time, it is our advantages and our products are exported to North and South America, Europe, Middle East, Africa, and other five continents and scale the forefront in the nation, won good international reputation.  We believe only good quality can bring good cooperation, quality is our key spirit during our production, we are warmly welcome clients and partner from all over the world contact us for everlasting cooperation, Leader will be your strong, sincere and reliable partner in China.

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(-)-Epicatechin gallate Basic information
Active ingredients of the Tea Polyphenol Tea polyphenols Biological activity Toxicity Biosynthesis pathway of Epicatechin gallate Antibacterial effect Anti-oxidization effect Other pharmacological effects Storage
Product Name: (-)-Epicatechin gallate
Synonyms: EPICATECHIN GALLATE, (-)- SNAP-N-SHOOT 0.1mg/ml(P);EPICATECHIN GALLATE, (-)-(P);8-methoxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydrochrysen-2(1h)-one;(-)-Epicatechin gallate, 99%, from green tea;epicatechol,gallate;l-epicatechingallate;EPICATECHIN GALLATE(ECG) FROM GREEN TEA 50% BY HPLC;EPICATECHIN GALLATE(ECG) FROM GREEN TEA 70% BY HPLC
CAS: 1257-08-5
MF: C22H18O10
MW: 442.37
EINECS: 603-088-4
Product Categories: ECG;Pharmaceutical Raw Materials;chemical reagent;pharmaceutical intermediate;phytochemical;Inhibitors;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
Mol File: 1257-08-5.mol
(-)-Epicatechin gallate Structure
 
(-)-Epicatechin gallate Chemical Properties
Melting point  257-258°C
alpha  -182~-194°(D/20℃)(c=0.2,CH3OH)
Boiling point  861.7±65.0 °C(Predicted)
density  1.80±0.1 g/cm3(Predicted)
storage temp.  2-8°C
solubility  Acetone (Sparingly), DMSO (Slightly), Methanol (Slightly)
pka 7.75±0.25(Predicted)
form  Solid
color  White to Off-White
Water Solubility  Soluble in water, acetone, DMSO, methanol.
Stability: Light Sensitive
InChIKey LSHVYAFMTMFKBA-TZIWHRDSSA-N
CAS DataBase Reference 1257-08-5(CAS DataBase Reference)
 
Safety Information
Safety Statements  24/25
WGK Germany  3
RTECS  DH9030000
10-23
HS Code  29329990
MSDS Information
Provider Language
SigmaAldrich English
 
(-)-Epicatechin gallate Usage And Synthesis
Active ingredients of the Tea Polyphenol Epicatechin gallate briefly referred to as EGCG, being the ester formed by epigallocatechin and gallate acid, belonging to a kind of tea polyphenols; is a kind of flavonoids, D-form ester catechins.
Epicatechin gallate is the cathchin monomer isolated from the tea, being the major active ingredients of polyphenols.

Figure 1 shows the stereochemical structure of epicatechin gallate
Tea polyphenols Tea polyphenols are the general term of the tea polyphenols, being a kind of polyphenols using catechins as the major body with biological oxidation effect. Chinese tea usually contains 20% to 30% tea polyphenols. Tea polyphenols can be divided into five categories, of which the flavanol (mainly catechins) is the most important; besides there are also anthocyanins, flavonoids, flavonols and phenolic acids. Catechins account for about 50% to 70% of the total amount of tea polyphenols, accounting for 12% to 24% of the dry weight of tea. It is a compound of complex structure, including four kinds of simple catechins (also called non-esters type catechins) and two kinds of complex catechins (also known as ester type catechins). The trend of the content of tea polyphenols is generally as below: green tea is higher than black tea; summer and autumn tea are more than spring tea. The main pharmacological effects of tea polyphenols are:
(1) Lower the blood lipid, inhibit atherosclerosis. (2) Enhance the capillaries, lower blood sugar. (3) Anti-radiation. (4) Anti-aging. (5) Anti-cancer and anti-mutation. (6) Bactericidal effect.

Figure 2 is the tea polyphenols containing the major chemical substances;
Biological activity Oral biological activity is poor; the efficacy of taking a dosage of 800 mg is actually an order of magnitude lower than the real situation.
Toxicity EGCG might be carcinogenic; study has found that during pregnancy, intake of polyphenols will increase the risk of neonatal leukemia; it is not good for pregnant women to uptake bioflavones; during pregnancy, administration of tea or coffee during pregnancy may increase the risk for children of suffering from malignant tumor of central nervous system (CNS), and the specific mechanism remains unknown.
Biosynthesis pathway of Epicatechin gallate
 Figure 3 shows the synthesis of Epicatechin gallate in plants.
Enzymes involved in the synthesis pathway include phenylalanine ammonialyase (PAL), cinnamate 4-hydroxylase (C4H), 4-¬coumaroyl¬CoA ligase (4CL), chalcone isomerase (CHI), chalcone synthase (CHS), flavonoid3’¬hydroxylase (F3’H),flavonoid3’, 5’¬hydroxylase (F3’5’H), (2S)¬flavanone 3¬hydroxylase (F3H), dihydroflavonol-4-¬reductase (DFR), leucoanthocyanidin reductase (LAR), anthocyanidin reductase,ANR、anthocyanidin synthase (ANS) and UDPG¬ flavonoid glucosyl transferase UFGT and so on.
Antibacterial effect Epicatechin gallate has antibacterial effect, having varied bacteriostatic and bactericidal effect against many kinds of common pathogens including Proteus, Staphylococcus aureus, Staphylococcus epidermidis; Streptococcus, Botox, Lactobacillus and Vibrio cholera, especially intestinal pathogens. Moreover, epicatechin gallate can also effectively prevent the infection of antibiotic-resistant staphylococcus; it has inhibitory effect against hemolysin ECG and EGCG. In addition, it also has inhibitory effect against pathogenic fungi that can cause human skin disease, such as the head tinea alba, plaque blister white ringworm, sweat bubble white ringworm and stubborn tinea and other parasitic fungi.
Anti-oxidization effect Epicatechin gallate belongs to a polyphenol hydroxyl chemical, and is quite easily to be oxidized into esters and provide proton H, thus having significant antioxidant property. The antioxidant capacity of tea polyphenols is 18 times than that of vitamin E; 3 to 10 times than that of vitamin C. It has the ability to block the synthesis of N-nitroso compounds, inhibit the activity of lipoxygenase and lipid peroxidation. This makes it play excellent disease prevention and treatment effect in the anti-cancer, anti-mutation, anti-aging, prevention and treatment of cardiovascular disease, treatment of hepatitis and many other aspects.
Other pharmacological effects
  • Hypoglycemic effect, a number of experimental data have confirmed that tea polyphenols is an invertase inhibitor, so it can inhibit the conversion of sucrose to glucose, leading to the decrease of the blood sugar.
  • Antiviral effect, it has inhibitory effect against influenza A, influenza B virus as well as the human respiratory system covariate virus (RSV). In addition, tea polyphenols also have a strong anti-inhibitoryeffect against gastroenteritis virus, hepatitis A virus and plant viruses. In recent years, it has been confirmed that tea polyphenol is a strong novel inhibitor of HIV-IRT.
  • Anti-cancer, anti-mutation effect; epicatechin gallate not only inhibits a variety of chemical carcinogen-induced mutations, but also inhibit the mutagenic effect of some kinds of mixed carcinogens (tobacco fog thickener, coal tar, smoked fish extract, X Ray).
  • For the treatment of cardiovascular disease; studies have shown that tea polyphenols have various effects including anticoagulant, promote fibrinolysis, anti-platelet aggregation, lowering blood pressure, lowering blood pressure, prevention and treatment of atherosclerosis as well as protecting the myocardium.
  • Anti-allergic and anti-inflammatory effect, tea polyphenols has a significant inhibitory effect on the transparent enzyme, among which theaflavin gallate has an inhibitory activity of 99.1%, being able to effectively inhibit the rapid allergic reaction.
  • Gastrointestinal protection function. It can inhibit the H-K-ATPase in the gastric mucosa, which fundamentally inhibits the secretion of gastric acid. This reduces the gastric irritation and injury by gastric acid. It can treat ulcers and alleviate the gastrointestinal spasm as well.
Storage It should be sealed, placed in a cool dry environment, to be avoided of moisture, light and high temperature.
Chemical Properties White powder
Uses One of the catechin isomers and a potent antioxidant that can modulate a wide range of membrane proteins. Its bilayer-modifying potency was tested using gramicidin A (gA) channels as probes. All the c atechins alter gA channel function and modify bilayer properties, with a 500-fold range in potency. The gallate group causes current block, as evident by brief downward current transitions.
Uses An antioxidant investigated as an adjunct treatment of some methyicillin resistant bacteria.
Uses (-)-Epicatechin gallate is polyphenols which are abundant in green and black teas. (-)-Epicatechin gallate (ECG) is a natural catechin with a single galloyl group. The hydroxyl groups of ECG contribute to its potent antioxidant activity and facilitate the killing of methicillin-resistant strains of S. aureus.
Definition ChEBI: A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epicatechin. A natural product found in Parapiptadenia rigida.
General Description

( )-Epicatechin gallate is one of the major polyphenols present in green tea. It belongs to the catechin gallates group of organic compounds. ECG has a chemical structure like that of ( )-epigallocatechin gallate (EGCG), the other major polyphenol found in green tea.

Biochem/physiol Actions ( )-Epicatechin gallate (ECG), a potent free-radical scavenger has an inhibitory effect on collagenase and elastase enzymes making it an anti-aging agent. It displays antiproliferative effects on human colorectal cells and hence is a chemo-preventative agent. It influences cell survival, preventing apoptosis or autophagy by promoting cell proliferation in oxygen-glucose deprived human brain microvascular endothelial cells. Being structurally and functionally similar to EGCG, ECG might be involved in balancing the mammalian target of rapamycin (mTOR)-AMP-activated protein kinase (AMPK) pathways in endoplasmic reticulum stress. It prevents cell death in this scenario by showing resistance against oxygen-deprived cells. ECG may contribute in preventing oxidative stress. It effectively inhibits secretory sphingomyelinase in many disease states and provides protection for human spermatozoa in Assisted reproductive technology (ART).
 
(-)-Epicatechin gallate Preparation Products And Raw materials

 

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