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

Supplier Sponsors

CAS Number: 99-24-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:202-741-7
FDA UNII: 623D3XG80C
Nikkaji Web:J4.967K
Beilstein Number:2113180
MDL:MFCD00002194
XlogP3:0.90 (est)
Molecular Weight:184.14776000
Formula:C8 H8 O5
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 water, 3.682e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Methyl gallate
BOC Sciences
For experimental / research use only.
Methyl gallate 0.98
Odor: characteristic
Use: Methyl gallate isolated from the herbs of Sapium sebiferum. It is a reverse transcriptase inhibitor.
ExtraSynthese
For experimental / research use only.
Methylgallate (HPLC) ≥90%
Penta International
METHYL GALLATE
Sigma-Aldrich: Aldrich
For experimental / research use only.
Methyl 3,4,5-trihydroxybenzoate 98%
sds
TCI AMERICA
For experimental / research use only.
Methyl Gallate >98.0%(GC)(T)
sds
 
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:
intraperitoneal-mouse LD50 784 mg/kg
"CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 8(2), Pg. 286, 1982.

intravenous-mouse LD50 470 mg/kg
"CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 8(2), Pg. 286, 1982.

oral-mouse LD50 1700 mg/kg
"CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 8(2), Pg. 286, 1982.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):99-24-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7428
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
methyl 3,4,5-trihydroxybenzoate
Chemidplus:0000099241
RTECS:LW8000000 for cas# 99-24-1
 
References:
 methyl 3,4,5-trihydroxybenzoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):7428
Pubchem (sid):134971609
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB000663
Export Tariff Code:2918.29.7500
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 acer saccharinum
Search Trop Picture
 peach flower
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 pomegranate heart wood
Search Trop Picture
 
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
 

Articles:

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.
 
Notes:
has both immunosuppressive and phytogenic antineoplastic activities; isolated from acer saccharinum.
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