Methyl gallate

Modify Date: 2024-01-02 21:13:17

Methyl gallate Structure
Methyl gallate structure
 Common Name Methyl gallate
CAS Number 99-24-1 Molecular Weight 184.146
Density 1.5±0.1 g/cm3 Boiling Point 450.1±40.0 °C at 760 mmHg
Molecular Formula C8H8O5 Melting Point 201-204 °C
MSDS Chinese USA Flash Point 190.8±20.8 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Methyl gallate


Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity.

 Names

Name Methyl Gallate
Synonym More Synonyms

 Methyl gallate Biological Activity

Description Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity.
Related Catalog
Target

Bacterial[1]

In Vitro The growth of A. viscosus is inhibited completely by a low dose of Methyl gallate (MIC=1 mg/mL). S. mutans and . sobrinus show intermediate sensitivity to Methyl gallate (MIC=2-4 mg/mL), whereas the growth of Lactobacillus spp. is inhibited completely at a relatively high concentration (MIC=8 mg/mL)[1]. Methyl gallate, in a concentration of 100 mM, could alleviate lipid peroxidation of the cells exposed to a short-term H2O2 treatment. In addition, Methyl gallate-treated cells could prevent intracellular glutathione (GSH) from being depleted following an exposure of H2O2 (8.0 mM) for a 3 h period[2]. Methyl gallate inhibits Treg cell-suppressive effects on effector CD4+ T cells and Treg migration toward tumor environment. Furthermore, forkhead box P3 (Foxp3) expression is also significantly decreased by methyl gallate[3].
Cell Assay KB cells, a human mouth epithelial cell line, are treated with Methyl gallate (1-8 mg/mL) for 24 h. Cytotoxicity of Methyl gallate is assessed by a modified MTT assay[1].
References

[1]. Kang MS, et al. Inhibitory effect of methyl gallate and gallic acid on oral bacteria. J Microbiol. 2008 Dec;46(6):744-50.

[2]. Hsieh TJ, et al. Protective effect of methyl gallate from Toona sinensis (Meliaceae) against hydrogen peroxide-induced oxidative stress and DNA damage in MDCK cells. Food Chem Toxicol. 2004 May;42(5):843-50.

[3]. Lee H, et al. Methyl gallate exhibits potent antitumor activities by inhibiting tumor infiltration of CD4+CD25+ regulatory T cells. J Immunol. 2010 Dec 1;185(11):6698-705.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 450.1±40.0 °C at 760 mmHg
Melting Point 201-204 °C
Molecular Formula C8H8O5
Molecular Weight 184.146
Flash Point 190.8±20.8 °C
Exact Mass 184.037170
PSA 86.99000
LogP 1.54
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.631
Storage condition 2-8°C
Water Solubility SOLUBLE IN HOT WATER

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LW8000000
CHEMICAL NAME :
Gallic acid, methyl ester
CAS REGISTRY NUMBER :
99-24-1
BEILSTEIN REFERENCE NO. :
2113180
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C8-H8-O5
MOLECULAR WEIGHT :
184.16
WISWESSER LINE NOTATION :
QVR CQ DQ EQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1700 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 8(2),286,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
784 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 8(2),286,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
470 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 8(2),286,1982

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H317-H319-H335
Precautionary Statements P261-P280-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xi:Irritant;
Risk Phrases R22;R36/37/38;R43
Safety Phrases S26-S36/37
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS LW8000000
HS Code 2918290000

 Synthetic Route

 Customs

HS Code 2918290000
Summary HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

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 Synonyms

Methyl gallate
MFCD00002194
3,4,5-Trihydroxybenzoic acid methyl ester
Benzoic acid, 3,4,5-trihydroxy-, methyl ester
Methyl 3,4,5-trihydroxybenzoate
EINECS 202-741-7
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