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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O5
Molecular Weight 184.1461
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYL GALLATE

SMILES

COC(=O)C1=CC(O)=C(O)C(O)=C1

InChI

InChIKey=FBSFWRHWHYMIOG-UHFFFAOYSA-N
InChI=1S/C8H8O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2-3,9-11H,1H3

HIDE SMILES / InChI

Molecular Formula C8H8O5
Molecular Weight 184.1461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Geraniinic acid derivative from the leaves of Phyllanthus reticulatus.
2010-07
Antioxidant effects of secondary metabolites from Geranium psilostemon.
2010-06
Secondary plant substances in various extracts of the leaves, fruits, stem and bark of Caraipa densifolia Mart.
2010-06
Multifactorial anticancer effects of digalloyl-resveratrol encompass apoptosis, cell-cycle arrest, and inhibition of lymphendothelial gap formation in vitro.
2010-04-27
Protective effects of polyphenolic compounds on oxidative stress-induced cytotoxicity in PC12 cells.
2010-04
Ellagitannins from Geranium potentillaefolium and G. bellum.
2010-04
Protective effects of methyl gallate on H2O2-induced apoptosis in PC12 cells.
2010-03-19
Structural characteristics for superoxide anion radical scavenging and productive activities of green tea polyphenols including proanthocyanidin dimers.
2010-01
Effects of methyl gallate and gallic acid on the production of inflammatory mediators interleukin-6 and interleukin-8 by oral epithelial cells stimulated with Fusobacterium nucleatum.
2009-12
Magnoflorine and phenolic derivatives from the leaves of Croton xalapensis L. (Euphorbiaceae).
2009-12
New phthalates from Phyllanthus muellerianus (Euphorbiaceae).
2009-11
Diterpene esters and phenolic compounds from Sapium insigne (ROYLE) BENTH. ex HOOK. fil.
2009-11
[Chemical constituents from roots of Distylium myricoides].
2009-09
Antioxidant and hepatoprotective activities of thai mango seed kernel extract.
2009-08
Ellagitannins from Terminalia calamansanai induced apoptosis in HL-60 cells.
2009-06
Antibacterial activity of methyl gallate isolated from Galla Rhois or carvacrol combined with nalidixic acid against nalidixic acid resistant bacteria.
2009-05-11
Components derived from Pelargonium stimulate macrophage killing of Mycobacterium species.
2009-04
Characterisation of tannin-containing herbal drugs by HPLC.
2009-03-18
Qualitative and quantitative determination of hydrolysable tannins and other polyphenols in herbal products from meadowsweet and dog rose.
2009-03-18
[Studies on the chemical constituents from Xinjiang Punica granatum].
2009-03
Antioxidants from the leaf extract of Byrsonima bucidaefolia.
2009-01
Separation and purification of two flavone glucuronides from Erigeron multiradiatus (Lindl.) Benth with macroporous resins.
2009
Methyl gallate is a natural constituent of maple (Genus Acer) leaves.
2009
Witch hazel (Hamamelis virginiana) fractions and the importance of gallate moieties--electron transfer capacities in their antitumoral properties.
2008-12-24
Inhibitory effect of methyl gallate and gallic acid on oral bacteria.
2008-12
In vitro activity of methyl gallate isolated from galla rhois alone and in combination with ciprofloxacin against clinical isolates of salmonella.
2008-11
Inhibitory effect of macabarterin, a polyoxygenated ellagitannin from Macaranga barteri, on human neutrophil respiratory burst activity.
2008-11
The anti-allergic activity of the acetate fraction of Schinus terebinthifolius leaves in IgE induced mice paw edema and pleurisy.
2008-11
1,2,3,4,6-penta-O-galloyl-beta-D-glucose from Galla Rhois protects primary rat hepatocytes from necrosis and apoptosis.
2008-09
Anti-HSV-1 and anti-HIV-1 activity of gallic acid and pentyl gallate.
2008-08
Characterization and quantitation of polyphenolic compounds in bark, kernel, leaves, and peel of mango (Mangifera indica L.).
2008-07-23
Stopped-flow kinetic study of the aroxyl radical-scavenging action of catechins and vitamin C in ethanol and micellar solutions.
2008-06-25
[Inhibitive effect of extracts of Galla Chinesis on caries development in rats].
2008-05
Antioxidative compounds from Quercus salicina Blume stem.
2008-03
Modulatory effect of Byrsonima basiloba extracts on the mutagenicity of certain direct and indirect-acting mutagens in Salmonella typhimurium assays.
2008-03
Characterization of tannase activity in cell-free extracts of Lactobacillus plantarum CECT 748T.
2008-01-15
A new cytotoxic acylated apigenin glucoside from Phyllanthus emblica L.
2008-01-10
High-added-value antioxidants obtained from the degradation of wine phenolics by Lactobacillus plantarum.
2007-11
Purification and characterization of two cold-adapted extracellular tannin acyl hydrolases from an Antarctic strain Verticillium sp. P9.
2007-11
Anticancer and antioxidant tannins from Pimenta dioica leaves.
2007-10-05
alpha-Glucosidase inhibitory constituents from stem bark of Terminalia superba (Combretaceae).
2007-08
Mutagenic evaluation and chemical investigation of Byrsonima intermedia A. Juss. leaf extracts.
2007-06-13
New dihydrochalcones and anti-platelet aggregation constituents from the leaves of Muntingia calabura.
2007-06
Effect of compounds of Galla chinensis on remineralisation of initial enamel carious lesions in vitro.
2007-05
Profiling and characterization by LC-MSn of the galloylquinic acids of green tea, tara tannin, and tannic acid.
2007-04-18
Constituents and antiulcer effect of Alchornea glandulosa: activation of cell proliferation in gastric mucosa during the healing process.
2007-03
[HPLC fingerprinting of radix paeoniae alba].
2007-01
Anti-inflammatory effects of flavonoids: genistein, kaempferol, quercetin, and daidzein inhibit STAT-1 and NF-kappaB activations, whereas flavone, isorhamnetin, naringenin, and pelargonidin inhibit only NF-kappaB activation along with their inhibitory effect on iNOS expression and NO production in activated macrophages.
2007
[Chemical constitutents of Bauhinia aurea].
2006-12
[Studies on HPLC fingerprint of cortex moutan].
2006-10
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:05:56 GMT 2025
Edited
by admin
on Mon Mar 31 18:05:56 GMT 2025
Record UNII
623D3XG80C
Record Status Validated (UNII)
Record Version
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Name Type Language
GALLIC ACID METHYL ESTER
MI  
Preferred Name English
METHYL GALLATE
Systematic Name English
METHYL 3,4,5-TRIHYDROXYBENZOATE
Systematic Name English
BENZOIC ACID, 3,4,5-TRIHYDROXY-, METHYL ESTER
Systematic Name English
GALLIC ACID METHYL ESTER [MI]
Common Name English
M G
Common Name English
NSC-363001
Code English
Code System Code Type Description
EPA CompTox
DTXSID3059189
Created by admin on Mon Mar 31 18:05:56 GMT 2025 , Edited by admin on Mon Mar 31 18:05:56 GMT 2025
PRIMARY
WIKIPEDIA
METHYL GALLATE
Created by admin on Mon Mar 31 18:05:56 GMT 2025 , Edited by admin on Mon Mar 31 18:05:56 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-741-7
Created by admin on Mon Mar 31 18:05:56 GMT 2025 , Edited by admin on Mon Mar 31 18:05:56 GMT 2025
PRIMARY
PUBCHEM
7428
Created by admin on Mon Mar 31 18:05:56 GMT 2025 , Edited by admin on Mon Mar 31 18:05:56 GMT 2025
PRIMARY
CAS
99-24-1
Created by admin on Mon Mar 31 18:05:56 GMT 2025 , Edited by admin on Mon Mar 31 18:05:56 GMT 2025
PRIMARY
MERCK INDEX
m5645
Created by admin on Mon Mar 31 18:05:56 GMT 2025 , Edited by admin on Mon Mar 31 18:05:56 GMT 2025
PRIMARY Merck Index
FDA UNII
623D3XG80C
Created by admin on Mon Mar 31 18:05:56 GMT 2025 , Edited by admin on Mon Mar 31 18:05:56 GMT 2025
PRIMARY
NSC
363001
Created by admin on Mon Mar 31 18:05:56 GMT 2025 , Edited by admin on Mon Mar 31 18:05:56 GMT 2025
PRIMARY
CHEBI
145828
Created by admin on Mon Mar 31 18:05:56 GMT 2025 , Edited by admin on Mon Mar 31 18:05:56 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Methyl gallate exhibited a significant free radical scavenging effect against 1,1-diphenyl-2-picryl hydrazine (DPPH) radical generation and had an inhibitory effect on lipid peroxidation, as measured by the level of malondialdehyde (MDA) formation.
PARENT -> CONSTITUENT ALWAYS PRESENT
MIC 160 mg/L for ATCC 700392 and ATCC 700824 strains of H. pylori.