methyl gallate

benzoic acid, 3,4,5-trihydroxy-, methyl ester

CAS: 99-24-1 C8 H8 O5 MW: 184.14776000

Identification

Namemethyl gallate
CAS Number99-24-1
EINECS202-741-7
FDA UNII623D3XG80C
Molecular FormulaC8 H8 O5
Molecular Weight184.14776000
MDL NumberMFCD00002194
Nikkaji NumberJ4.967K
Beilstein2113180
XlogP30.90 (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 SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 784 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for methyl gallate usage levels up tonot for fragrance use.
Recommendation for methyl gallate flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

acer saccharinum peach flower pomegranate heart wood

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-(3″-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.