Methyl gallate

Synonym(s):Methyl gallate

CAS NO.：99-24-1
Empirical Formula: C8H8O5
Molecular Weight: 184.15
MDL number: MFCD00002194
EINECS: 202-741-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 13:37:16

What is Methyl gallate?

Description

Methyl 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.

Description

Methyl 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⁺Foxp3^high 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.

Chemical properties

white to slightly beige crystalline powder

The Uses of Methyl gallate

Methyl gallate exhibits potent antitumor activities by inhibiting tumor infiltration of CD4+CD25+ regulatory T cells.

The Uses of Methyl gallate

The gallate ester methyl gallate is used as an antioxidant. A ease was reported using a reprography paper.

The Uses of Methyl gallate

Methyl 3,4,5-trihydroxybenzoate exhibits potent antitumor activities by inhibiting tumor infiltration of CD4+CD25+ regulatory T cells.

Definition

ChEBI: 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 allergens

This ester of gallic acid is used as an antioxidant agent. A case was reported by using a reprography paper.

Biological Functions

Methyl gallate (MG) is a polyphenolic compound widely found in natural plants. MG has been shown to have a variety of biological functions, including anti-tumor, anti-inflammatory, anti-oxidant, neuroprotective, hepatoprotective and anti-microbial activities, and has broad research and development prospects.

Purification Methods

Methyl gallate [99-24-1] M 184.2, m 202o. Crystallise the gallate ester from MeOH. [Beilstein 10 IV 1998.]

Properties of Methyl gallate

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
pka	8.04±0.23(Predicted)
color	White to slightly beige
Water Solubility	SOLUBLE IN HOT WATER
Merck	14,4345
BRN	2113180
CAS DataBase Reference	99-24-1(CAS DataBase Reference)
EPA Substance Registry System	Benzoic acid, 3,4,5-trihydroxy-, methyl ester (99-24-1)

Safety information for Methyl gallate

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.