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Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 909.10 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 608.00 °F. TCC ( 320.00 °C. ) (est)
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| logP (o/w): | 2.080 (est) |
| Soluble in: |
| | water, 32.77 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| |
| Hazards identification |
| |
| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
| |
| Pictogram | |
| |
| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
oral-mouse LD50 > 1000 mg/kg
Japanese Kokai Tokyo Koho Patents. Vol. #93-944
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for (-)-gallocatechin gallate usage levels up to: | | | not for fragrance use.
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| |
| Recommendation for (-)-gallocatechin gallate flavor usage levels up to: |
| | not for flavor use.
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Safety References:
| EPI System: View |
| Chemical Carcinogenesis Research Information System:Search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :199472 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| [(2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate |
| Chemidplus:0004233969 |
| RTECS:DH9000000 for cas# 4233-96-9 |
References:
| | [(2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 199472 |
| Pubchem (sid): | 135176882 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | benzoic acid, 3,4,5-trihydroxy-, (2S,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester | | [(2S,3R)-5,7- | dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate | | (-)- | gallocatechol gallate | | (2S,3R)-2-(3,4,5- | trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate) |
Articles:
| PubMed:Quantitative analysis of major constituents in green tea with different plucking periods and their antioxidant activity. |
| PubMed:Optimization of subcritical water extraction of flavanols from green tea leaves. |
| PubMed:Structural elucidation and antioxidant activities of proanthocyanidins from Chinese bayberry (Myrica rubra Sieb. et Zucc.) leaves. |
| PubMed:Galloyl moieties enhance the dentin biomodification potential of plant-derived catechins. |
| PubMed:Analysis of green tea compounds and their stability in dentifrices of different pH levels. |
| PubMed:Effect of a walnut meal on postprandial oxidative stress and antioxidants in healthy individuals. |
| PubMed:Determination of catechins and caffeine in camillia sinensis raw materials, extracts, and dietary supplements by HPLC-uv: single-laboratory validation. |
| PubMed:Direct interaction of natural and synthetic catechins with signal transducer activator of transcription 1 affects both its phosphorylation and activity. |
| PubMed:Optimization of ultrasonic extraction of phenolic antioxidants from green tea using response surface methodology. |
| PubMed:UHPLC determination of catechins for the quality control of green tea. |
| PubMed:Effects of catechin polyphenols and preparations from the plant-parasitic nematode Heterodera glycines on protease activity and behaviour in three nematode species. |
| PubMed:Epimerization of green tea catechins during brewing does not affect the ability to poison human type II topoisomerases. |
| PubMed:Green tea extract supplementation induces the lipolytic pathway, attenuates obesity, and reduces low-grade inflammation in mice fed a high-fat diet. |
| PubMed:Epigallocatechin Gallate (EGCG) is the most effective cancer chemopreventive polyphenol in green tea. |
| PubMed:The influence of flavonoid compounds on the in vitro inhibition study of a human fibroblast collagenase catalytic domain expressed in E. coli. |
| PubMed:Identification and characterization of proanthocyanidins of 16 members of the Rhododendron genus (Ericaceae) by tandem LC-MS. |
| PubMed:A facile inhibitor screening of SARS coronavirus N protein using nanoparticle-based RNA oligonucleotide. |
| PubMed:Naturally occurring flavonoids as inhibitors of purified cytosolic glutathione S-transferase. |
| PubMed:Analysis of the inhibition and remodeling of islet amyloid polypeptide amyloid fibers by flavanols. |
| PubMed:Profiles and α-amylase inhibition activity of proanthocyanidins in unripe Manilkara zapota (chiku). |
| PubMed:Flavonoid-mediated inhibition of SARS coronavirus 3C-like protease expressed in Pichia pastoris. |
| PubMed:Epicatechin-3-O-(3″-O-methyl)-gallate content in various tea cultivars (Camellia sinensis L.) and its in vitro inhibitory effect on histamine release. |
| PubMed:Irreversible sediment formation in green tea infusions. |
| PubMed:Polyphenol content of plasma and litter after the oral administration of green tea and tea polyphenols in chickens. |
| PubMed:Simultaneous determination of seven bioactive components in Oolong tea Camellia sinensis: quality control by chemical composition and HPLC fingerprints. |
| PubMed:[Chemical constituents from the roots of Pithecellobium lucidum and their cytotoxic activity]. |
| PubMed:In vitro anti-uveal melanoma activity of phenolic compounds from the Egyptian medicinal plant Acacia nilotica. |
| PubMed:Red wine: a source of potent ligands for peroxisome proliferator-activated receptor γ. |
| PubMed:The inhibition of the mammalian DNA methyltransferase 3a (Dnmt3a) by dietary black tea and coffee polyphenols. |
| PubMed:ZnO-ZnS QDs interfacial heterostructure for drug and food delivery application: enhancement of the binding affinities of flavonoid aglycones to bovine serum albumin. |
| PubMed:Mulberry leaf polyphenols possess antiatherogenesis effect via inhibiting LDL oxidation and foam cell formation. |
| PubMed:Stereochemical structure and intermolecular interaction of complexes of (-)-Gallocatechin-3-O-gallate and caffeine. |
| PubMed:Supplementation of green tea catechins in dentifrices suppresses gingival oxidative stress and periodontal inflammation. |
| PubMed:The evaluation of catechins that contain a galloyl moiety as potential HIV-1 integrase inhibitors. |
| PubMed:Anti-inflammatory and antimicrobial effects of nanocatechin in a chronic bacterial prostatitis rat model. |
| PubMed:Preventive effects of C-2 epimeric isomers of tea catechins on mouse type I allergy. |
| PubMed:Offset pi-pi interaction in crystal structure of (-)-gallocatechin-3-O-gallate. |
| PubMed:New inhibitors for expression of IgE receptor on human mast cell. |
| PubMed:Borate complexation-assisted field-enhanced sample injection for on-line preconcentration of cis-diol-containing compounds in capillary electrophoresis. |
| PubMed:Mulberry leaf extract inhibits vascular smooth muscle cell migration involving a block of small GTPase and Akt/NF-kappaB signals. |
| PubMed:Development of a liquid chromatographic system with fluorescent detection for beta-secretase immobilized enzyme reactor on-line enzymatic studies. |
| PubMed:Degradation and metabolism of catechin, epigallocatechin-3-gallate (EGCG), and related compounds by the intestinal microbiota in the pig cecum model. |
| PubMed:Effects of tea catechins, epigallocatechin, gallocatechin, and gallocatechin gallate, on bone metabolism. |
| PubMed:Induction of apoptosis by immature plum in human hepatocellular carcinoma. |
| PubMed:Production and physicochemical properties of recombinant Lactobacillus plantarum tannase. |
| PubMed:Role of catechin quinones in the induction of EpRE-mediated gene expression. |
| PubMed:Antiviral effect of epigallocatechin gallate on enterovirus 71. |
| PubMed:Efficient procedure for isolating methylated catechins from green tea and effective simultaneous analysis of ten catechins, three purine alkaloids, and gallic acid in tea by high-performance liquid chromatography with diode array detection. |
| PubMed:NMR spectroscopic characterization of inclusion complexes comprising cyclodextrins and gallated catechins in aqueous solution: cavity size dependency. |
| PubMed:Green tea extracts interfere with the stress-protective activity of PrP and the formation of PrP. |
| PubMed:Antioxidants from steamed used tea leaves and their reaction behavior. |
| PubMed:[Protection and its mechanism of catechin morphon on hypoxia-reoxygenation [corrected] induced injury in myocardial cells]. |
| PubMed:Multifunctional effects of green tea catechins on prevention of the metabolic syndrome. |
| PubMed:(-)-Epigallocatechin gallate inhibits basic fibroblast growth factor-stimulated interleukin-6 synthesis in osteoblasts. |
| PubMed:Tea catechins enhance the mRNA expression of uncoupling protein 1 in rat brown adipose tissue. |
| PubMed:Preparative isolation and purification of theaflavins and catechins by high-speed countercurrent chromatography. |
| PubMed:GCG-rich tea catechins are effective in lowering cholesterol and triglyceride concentrations in hyperlipidemic rats. |
| PubMed:Reaction kinetics of degradation and epimerization of epigallocatechin gallate (EGCG) in aqueous system over a wide temperature range. |
| PubMed:The impact of the 67kDa laminin receptor on both cell-surface binding and anti-allergic action of tea catechins. |
| PubMed:Diastereomeric difference of inclusion modes between (-)-epicatechin gallate, (-)-epigallocatechin gallate and (+)-gallocatechin gallate, with beta-cyclodextrin in aqueous solvent. |
| PubMed:Identification of major phenolic compounds of Chinese water chestnut and their antioxidant activity. |
| PubMed:Isomeric differentiation of green tea catechins using gas-phase hydrogen/deuterium exchange reactions. |
| PubMed:Effect of molecular structure of phenolic families as hydroxycinnamic acids and catechins on their antioxidant effectiveness in minced fish muscle. |
| PubMed:Synergistic effects of multiple treatments, and both DNA and RNA direct bindings on, green tea catechins. |
| PubMed:Attomole catechins determination by capillary liquid chromatography with electrochemical detection. |
| PubMed:[Separation of isomeric compounds by high speed countercurrent chromatography]. |
| PubMed:Differential effects of antioxidants on the in vitro invasion, growth and lung metastasis of murine colon cancer cells. |
| PubMed:Flavonoid content of U.S. fruits, vegetables, and nuts. |
| PubMed:Protective effects of EGCg or GCg, a green tea catechin epimer, against postischemic myocardial dysfunction in guinea-pig hearts. |
| PubMed:Effects of different steeping methods and storage on caffeine, catechins and gallic acid in bag tea infusions. |
| PubMed:Uniformly-sized, molecularly imprinted polymers for (-)-epigallocatechin gallate, -epicatechin gallate and -gallocatechin gallate by multi-step swelling and polymerization method. |
| PubMed:Positive inotropic effect of purified green tea catechin derivative in guinea pig hearts: the measurements of cellular Ca2+ and nitric oxide release. |
| PubMed:Epigallocatechin gallate (EGCG) mimics insulin action on the transcription factor FOXO1a and elicits cellular responses in the presence and absence of insulin. |
| PubMed:A structure-activity study for the inhibition of metalloproteinase-9 activity and gene expression by analogues of gallocatechin-3-gallate. |
| PubMed:Arachidonate 12-lipoxygenases with reference to their selective inhibitors. |
| PubMed:A novel black tea pigment and two new oxidation products of epigallocatechin-3-O-gallate. |
| PubMed:[Determination of catechins and caffeine in tea and tea beverages by high-performance liquid chromatography]. |
| PubMed:Structural analysis of catechin derivatives as mammalian DNA polymerase inhibitors. |
| PubMed:Dietary gallate esters of tea catechins reduce deposition of visceral fat, hepatic triacylglycerol, and activities of hepatic enzymes related to fatty acid synthesis in rats. |
| PubMed:Structure-activity study of epi-gallocatechin gallate (EGCG) analogs as proteasome inhibitors. |
| PubMed:Tea catechins with a galloyl moiety suppress postprandial hypertriacylglycerolemia by delaying lymphatic transport of dietary fat in rats. |
| PubMed:Determination of catechins and catechin gallates in tissues by liquid chromatography with coulometric array detection and selective solid phase extraction. |
| PubMed:Effect of various catechins on the IL-12p40 production by murine peritoneal macrophages and a macrophage cell line, J774.1. |
| PubMed:Comparison of antioxidant activity and bioavailability of tea epicatechins with their epimers. |
| PubMed:Inhibitory effects of green tea polyphenols on the production of a virulence factor of the periodontal-disease-causing anaerobic bacterium Porphyromonas gingivalis. |
| PubMed:Inhibitory effect of green tea catechins on cysteine proteinases in Porphyromonas gingivalis. |
| PubMed:Anti-Trypanosoma cruzi activity of green tea (Camellia sinensis) catechins. |
| PubMed:Heat-epimerized tea catechins rich in gallocatechin gallate and catechin gallate are more effective to inhibit cholesterol absorption than tea catechins rich in epigallocatechin gallate and epicatechin gallate. |
| PubMed:Effect of flavan-3-ols on in vitro egg hatching, larval development and viability of infective larvae of Trichostrongylus colubriformis. |
| PubMed:Green tea catechins as a BACE1 (beta-secretase) inhibitor. |
| PubMed:Phenolic constituents of shea (Vitellaria paradoxa) kernels. |
| PubMed:Tea catechins protect against lead-induced ROS formation, mitochondrial dysfunction, and calcium dysregulation in PC12 cells. |
| PubMed:Inhibitory effect of green tea polyphenols on membrane-type 1 matrix metalloproteinase, MT1-MMP. |
| PubMed:Inhibition of proliferation of human cancer cells and cyclooxygenase enzymes by anthocyanidins and catechins. |
| PubMed:Tea catechin synergies in inhibition of cancer cell proliferation and of a cancer specific cell surface oxidase (ECTO-NOX). |
| PubMed:Neutrophil restraint by green tea: inhibition of inflammation, associated angiogenesis, and pulmonary fibrosis. |
| PubMed:[Study on the analytical methods of catechins in tea and green tea polyphenol samples by high performance liquid chromatography]. |
| PubMed:Direct scavenging of nitric oxide and superoxide by green tea. |
| PubMed:Effects of catechins on vascular tone in rat thoracic aorta with endothelium. |
| PubMed:Activity-guided fractionation of green tea extract with antiproliferative activity against human stomach cancer cells. |
| PubMed:Study of non-covalent complexation between catechin derivatives and peptides by electrospray ionization mass spectrometry. |
| PubMed:Inhibition of aromatase activity by green tea extract catechins and their endocrinological effects of oral administration in rats. |
| PubMed:Green tea and its catechins inhibit breast cancer xenografts. |
| PubMed:Protective activity of green tea against free radical- and glucose-mediated protein damage. |
| PubMed:Prolyl endopeptidase inhibitors from green tea. |
| PubMed:Degradation of green tea catechins in tea drinks. |
| PubMed:Effects of heat processing and storage on flavanols and sensory qualities of green tea beverage. |
| PubMed:Determination of catechins in human urine subsequent to tea ingestion by high-performance liquid chromatography with electrochemical detection. |
| PubMed:High content of dopamine, a strong antioxidant, in Cavendish banana. |
| PubMed:Epigallocatechin gallate and gallocatechin gallate in green tea catechins inhibit extracellular release of Vero toxin from enterohemorrhagic Escherichia coli O157:H7. |
| PubMed:ESR study on the structure-antioxidant activity relationship of tea catechins and their epimers. |
| PubMed:Mechanism of catechin chemiluminescence in the presence of active oxygen. |
| PubMed:Inhibitory effects of green tea polyphenols on growth and cellular adherence of an oral bacterium, Porphyromonas gingivalis. |
| PubMed:Antiallergic constituents from oolong tea stem. |
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3D/inchi