methyl gallate
benzoic acid, 3,4,5-trihydroxy-, methyl ester
Identification
| Name | methyl gallate |
| CAS Number | 99-24-1 |
| EINECS | 202-741-7 |
| FDA UNII | 623D3XG80C |
| Molecular Formula | C8 H8 O5 |
| Molecular Weight | 184.14776000 |
| MDL Number | MFCD00002194 |
| Nikkaji Number | J4.967K |
| Beilstein | 2113180 |
| XlogP3 | 0.90 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 261.50 °C. @ 760.00 mm Hg |
| Boiling Point | 450.13 °C. @ 760.00 mm Hg (est) |
| Flash Point | 375.00 °F. TCC ( 190.80 °C. ) (est) |
| logP (o/w) | 0.860 |
| Soluble in | water, 1.06E+04 mg/L @ 25 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 784 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for methyl gallate usage levels up to | not for fragrance use. |
| Recommendation for methyl gallate flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
benzoic acid, 3,4,5-trihydroxy-, methyl ester
gallic acid methyl ester
gallic acid, methyl ester
gallicin
methyl 3,4,5-trihydroxybenzoate
methylgallate
3,4,5-
trihydroxy-benzoic acid methyl ester
3,4,5-
trihydroxybenzoic acid methyl ester
3,4,5-
trihydroxybenzoic acid methylester
PubMed:
Characterization and storage stability of the extract of Thai mango (Mangifera indica Linn. Cultivar Chok-Anan) seed kernels.
PubMed:
A comparative study on the degradation of gallic acid by Aspergillus oryzae and Phanerochaete chrysosporium.
PubMed:
Modulation of human miR-17-3p expression by methyl 3-O-methyl gallate as explanation of its in vivo protective activities.
PubMed:
A new saikogenin from the roots of Bupleurum bicaule.
PubMed:
Antioxidant activity of gallic acid and methyl gallate in triacylglycerols of Kilka fish oil and its oil-in-water emulsion.
PubMed:
Galla rhois exerts its antiplatelet effect by suppressing ERK1/2 and PLCβ phosphorylation.
PubMed:
The interaction of phenolic acids with Fe(III) in the presence of citrate as studied by isothermal titration calorimetry.
PubMed:
'Benifuuki' green tea containing o-methylated catechin reduces symptoms of Japanese cedar pollinosis: a randomized, double-blind, placebo-controlled trial.
PubMed:
O-methylated theaflavins suppress the intracellular accumulation of triglycerides from terminally differentiated human visceral adipocytes.
PubMed:
Influence of antioxidant structure on local molecular mobility in amorphous sucrose.
PubMed:
Human clinical studies of tea polyphenols in allergy or life style-related diseases.
PubMed:
Protective effect of Paeonia anomala extracts and constituents against tert-butylhydroperoxide-induced oxidative stress in HepG2 cells.
PubMed:
Growth-inhibiting, bactericidal, and urease inhibitory effects of Paeonia lactiflora root constituents and related compounds on antibiotic-susceptible and -resistant strains of Helicobacter pylori.
PubMed:
Epicatechin-3-O-(3â³-O-methyl)-gallate content in various tea cultivars (Camellia sinensis L.) and its in vitro inhibitory effect on histamine release.
PubMed:
Isolation of methyl syringate as a specific aflatoxin production inhibitor from the essential oil of Betula alba and aflatoxin production inhibitory activities of its related compounds.
PubMed:
Anti-inflammatory activity of Pistacia khinjuk in different experimental models: isolation and characterization of its flavonoids and galloylated sugars.
PubMed:
Catalytical Properties of Free and Immobilized Aspergillus niger Tannase.
PubMed:
Catalytic and thermodynamic properties of a tannase produced by Aspergillus niger GH1 grown on polyurethane foam.
PubMed:
Methyl-3-O-methyl gallate and gallic acid from the leaves of Peltiphyllum peltatum: isolation and comparative antioxidant, prooxidant, and cytotoxic effects in neuronal cells.
PubMed:
Activity-guided isolation and identification of radical scavenging components in Gao-Cha tea.
PubMed:
Differential properties of Aspergillus niger tannase produced under solid-state and submerged fermentations.
PubMed:
Effect of green tea powder (Camellia sinensis L. cv. Benifuuki) particle size on O-methylated EGCG absorption in rats; The Kakegawa Study.
PubMed:
Cloning of a novel O-methyltransferase from Camellia sinensis and synthesis of o-methylated EGCG and evaluation of their bioactivity.
PubMed:
Secondary plant substances in various extracts of the leaves, fruits, stem and bark of Caraipa densifolia Mart.
PubMed:
Antihypertensive effect of Benifuuki tea containing O-methylated EGCG.
PubMed:
Screen and genetic assessment of tea germplasms with elevated methylated catechin, (-)-epigallocatechin-3-O-(3-O-methyl)gallate.
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:
In vitro activity of methyl gallate isolated from galla rhois alone and in combination with ciprofloxacin against clinical isolates of salmonella.
PubMed:
Witch hazel (Hamamelis virginiana) fractions and the importance of gallate moieties--electron transfer capacities in their antitumoral properties.
PubMed:
In vitro and in vivo anti-allergic effects of 'benifuuki' green tea containing O-methylated catechin and ginger extract enhancement.
PubMed:
Characterization and quantitation of polyphenolic compounds in bark, kernel, leaves, and peel of mango (Mangifera indica L.).
PubMed:
Stopped-flow kinetic study of the aroxyl radical-scavenging action of catechins and vitamin C in ethanol and micellar solutions.
PubMed:
Modulatory effect of Byrsonima basiloba extracts on the mutagenicity of certain direct and indirect-acting mutagens in Salmonella typhimurium assays.
PubMed:
Characterization of tannase activity in cell-free extracts of Lactobacillus plantarum CECT 748T.
PubMed:
High-added-value antioxidants obtained from the degradation of wine phenolics by Lactobacillus plantarum.
PubMed:
Relationship between the biological activities of methylated derivatives of (-)-epigallocatechin-3-O-gallate (EGCG) and their cell surface binding activities.
PubMed:
Mutagenic evaluation and chemical investigation of Byrsonima intermedia A. Juss. leaf extracts.
PubMed:
Profiling and characterization by LC-MSn of the galloylquinic acids of green tea, tara tannin, and tannic acid.
PubMed:
HPLC analysis of naturally occurring methylated catechins, 3' '- and 4' '-methyl-epigallocatechin gallate, in various fresh tea leaves and commercial teas and their potent inhibitory effects on inducible nitric oxide synthase in macrophages.
PubMed:
Inhibitory Effects of the C-2 Epimeric Isomers of Tea Catechins on Mouse Type IV Allergy.
PubMed:
Protective effect of methyl gallate from Toona sinensis (Meliaceae) against hydrogen peroxide-induced oxidative stress and DNA damage in MDCK cells.
PubMed:
Isolation and structure elucidation of the major individual polyphenols in carob fibre.
PubMed:
Association of suppression of extracellular signal-regulated kinase phosphorylation by epigallocatechin gallate with the reduction of matrix metalloproteinase activities in human fibrosarcoma HT1080 cells.
PubMed:
Epimerization of tea catechins and O-methylated derivatives of (-)-epigallocatechin-3-O-gallate: relationship between epimerization and chemical structure.
PubMed:
Antiallergic tea catechin, (-)-epigallocatechin-3-O-(3-O-methyl)-gallate, suppresses FcepsilonRI expression in human basophilic KU812 cells.
PubMed:
Oxidative dimers produced from protocatechuic and gallic esters in the DPPH radical scavenging reaction.
PubMed:
Determination of hydrolyzable tannins (gallotannins and ellagitannins) after reaction with potassium iodate.
PubMed:
Use of methanolysis for the determination of total ellagic and gallic acid contents of wood and food products.
PubMed:
Inhibitory effects of tea catechins and O-methylated derivatives of (-)-epigallocatechin-3-O-gallate on mouse type IV allergy.
PubMed:
Lipid oxidation in emulsions as affected by charge status of antioxidants and emulsion droplets.
PubMed:
Novel antiallergic catechin derivatives isolated from oolong tea.
PubMed:
Mechanism of inhibition of tannic acid and related compounds on the growth of intestinal bacteria.