Methyl gallate

Methyl gallate Basic information
Product Name:Methyl gallate
Synonyms:3,4,5-trihydroxybenzoic acid methyl ester (intermediate of bifendate);METHYL GALLATE(METHYL 3,4,5-TRIHYDROXYBENZOATE );METHYLGALLATE(RG);2-diazo-1-naphthol-5-sulfonic acid, ester with novolac;METHYGALLATE;3,4,5-trihydroxy-benzoic acidd methyl ester;METHYL 3,4,5-TRIHYDROXYBENZOATE / METHYL GALLATE;Gallic acid methyl ester, Methyl 3,4,5-trihydroxybenzoate
CAS:99-24-1
MF:C8H8O5
MW:184.15
EINECS:202-741-7
Product Categories:Food additive ,Antioxidant anticorrosive;(intermediate of bifendate);Aromatic Esters;Organic acids;Photo Active Compounds
Mol File:99-24-1.mol
Methyl gallate Structure
Methyl gallate Chemical Properties
Melting point 201-204 °C
Boiling point 278.08°C (rough estimate)
density 1.3840 (rough estimate)
refractive index 1.5690 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility ethanol: 50 mg/mL, clear
form Crystalline Powder
pka8.04±0.23(Predicted)
color White to slightly beige
Water Solubility SOLUBLE IN HOT WATER
Merck 14,4345
BRN 2113180
InChIKeyFBSFWRHWHYMIOG-UHFFFAOYSA-N
LogP0.860
CAS DataBase Reference99-24-1(CAS DataBase Reference)
EPA Substance Registry SystemBenzoic acid, 3,4,5-trihydroxy-, methyl ester (99-24-1)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38-43
Safety Statements 26-36/37-24/25
WGK Germany 3
RTECS LW8000000
TSCA Yes
HS Code 29182900
MSDS Information
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Methyl gallate English
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ACROS English
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Methyl gallate Usage And Synthesis
DescriptionMethyl gallate is a phenol that has been found in Meliaceae and has diverse biological activities. It reduces adipogenic hormonal stimulation-induced lipid accumulation in 3T3-L1 cells when used at a concentration of 50 μM. Methyl gallate is active against V. cholerae in vitro (MIC = 32 μg/ml) and reduces V. cholerae-induced intestinal fluid accumulation in suckling mice when administered at doses of 50, 100, and 200 mg/kg. It reduces tumor growth and decreases the number of intratumor CD25+Foxp3high regulatory T cells (Tregs) in an EL-4 model of murine lymphoma. Methyl gallate (0.7, 7, and 70 mg/kg) reduces knee joint edema and leukocyte, neutrophil, and mononuclear cell infiltration in a mouse model of zymosan-induced arthritis.
DescriptionMethyl gallate is a phenolic compound found in Terminalia myriocarpa and Geranium niveum. It is also found in wine.
It is the methyl ester of gallic acid.
Chemical Propertieswhite to slightly beige crystalline powder
UsesMethyl gallate exhibits potent antitumor activities by inhibiting tumor infiltration of CD4+CD25+ regulatory T cells.
UsesMethyl 3,4,5-trihydroxybenzoate exhibits potent antitumor activities by inhibiting tumor infiltration of CD4+CD25+ regulatory T cells.
UsesThe gallate ester methyl gallate is used as an antioxidant. A ease was reported using a reprography paper.
DefinitionChEBI: Methyl 3,4,5-trihydroxybenzoate is a gallate ester obtained by the formal condensation of gallic acid with methanol. It exhibits anti-oxidant, anti-tumor, anti-microbial and anti-inflammatory properties. It has a role as a plant metabolite, an anti-inflammatory agent and an antioxidant.
Contact allergensThis ester of gallic acid is used as an antioxidant agent. A case was reported by using a reprography paper.
Purification MethodsMethyl gallate [99-24-1] M 184.2, m 202o. Crystallise the gallate ester from MeOH. [Beilstein 10 IV 1998.]
Propyl gallate Ethyl gallate galloylpaeoniflorin Octyl gallate Methyl gallate (-)-EPIGALLOCATECHIN 3-(3''-O-METHYL)GALLATE Methyl EPICATECHIN3-O-(3,4-DI-O-METHYL)GALLATE (-)-EPIGALLOCATECHIN 3-(4''-O-METHYL)GALLATE 2'-Hydroxy-3-phenylpropiophenone Methyl 3-hydroxybenzoate 3-Hydroxybenzoic acid Basic Violet 1 (-)-EPICATECHIN 3-(3''-O-METHYL)GALLATE Kresoxim-methyl (-)-EPIGALLOCATECHIN3-O-(3-O-METHYL)GALLATE (-)-EPICATECHIN 3-(4''-O-METHYL)GALLATE 3,5-Dihydroxybenzoic acid

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