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
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
| 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
| Title | Date | PubMed |
|---|---|---|
| [Chemical constitutents of Bauhinia aurea]. | 2006 Dec |
|
| [Studies on HPLC fingerprint of cortex moutan]. | 2006 Oct |
|
| 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 |
|
| Profiling and characterization by LC-MSn of the galloylquinic acids of green tea, tara tannin, and tannic acid. | 2007 Apr 18 |
|
| alpha-Glucosidase inhibitory constituents from stem bark of Terminalia superba (Combretaceae). | 2007 Aug |
|
| [HPLC fingerprinting of radix paeoniae alba]. | 2007 Jan |
|
| Anticancer and antioxidant tannins from Pimenta dioica leaves. | 2007 Jul-Aug |
|
| New dihydrochalcones and anti-platelet aggregation constituents from the leaves of Muntingia calabura. | 2007 Jun |
|
| Mutagenic evaluation and chemical investigation of Byrsonima intermedia A. Juss. leaf extracts. | 2007 Jun 13 |
|
| Constituents and antiulcer effect of Alchornea glandulosa: activation of cell proliferation in gastric mucosa during the healing process. | 2007 Mar |
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| Effect of compounds of Galla chinensis on remineralisation of initial enamel carious lesions in vitro. | 2007 May |
|
| High-added-value antioxidants obtained from the degradation of wine phenolics by Lactobacillus plantarum. | 2007 Nov |
|
| Purification and characterization of two cold-adapted extracellular tannin acyl hydrolases from an Antarctic strain Verticillium sp. P9. | 2007 Nov |
|
| Anti-HSV-1 and anti-HIV-1 activity of gallic acid and pentyl gallate. | 2008 Aug |
|
| Inhibitory effect of methyl gallate and gallic acid on oral bacteria. | 2008 Dec |
|
| Witch hazel (Hamamelis virginiana) fractions and the importance of gallate moieties--electron transfer capacities in their antitumoral properties. | 2008 Dec 24 |
|
| A new cytotoxic acylated apigenin glucoside from Phyllanthus emblica L. | 2008 Jan 10 |
|
| Characterization of tannase activity in cell-free extracts of Lactobacillus plantarum CECT 748T. | 2008 Jan 15 |
|
| Characterization and quantitation of polyphenolic compounds in bark, kernel, leaves, and peel of mango (Mangifera indica L.). | 2008 Jul 23 |
|
| Stopped-flow kinetic study of the aroxyl radical-scavenging action of catechins and vitamin C in ethanol and micellar solutions. | 2008 Jun 25 |
|
| Antioxidative compounds from Quercus salicina Blume stem. | 2008 Mar |
|
| Modulatory effect of Byrsonima basiloba extracts on the mutagenicity of certain direct and indirect-acting mutagens in Salmonella typhimurium assays. | 2008 Mar |
|
| [Inhibitive effect of extracts of Galla Chinesis on caries development in rats]. | 2008 May |
|
| In vitro activity of methyl gallate isolated from galla rhois alone and in combination with ciprofloxacin against clinical isolates of salmonella. | 2008 Nov |
|
| Inhibitory effect of macabarterin, a polyoxygenated ellagitannin from Macaranga barteri, on human neutrophil respiratory burst activity. | 2008 Nov |
|
| The anti-allergic activity of the acetate fraction of Schinus terebinthifolius leaves in IgE induced mice paw edema and pleurisy. | 2008 Nov |
|
| 1,2,3,4,6-penta-O-galloyl-beta-D-glucose from Galla Rhois protects primary rat hepatocytes from necrosis and apoptosis. | 2008 Sep |
|
| 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 |
|
| Components derived from Pelargonium stimulate macrophage killing of Mycobacterium species. | 2009 Apr |
|
| Antioxidant and hepatoprotective activities of thai mango seed kernel extract. | 2009 Aug |
|
| 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 Dec |
|
| Magnoflorine and phenolic derivatives from the leaves of Croton xalapensis L. (Euphorbiaceae). | 2009 Dec |
|
| Antioxidants from the leaf extract of Byrsonima bucidaefolia. | 2009 Jan |
|
| Ellagitannins from Terminalia calamansanai induced apoptosis in HL-60 cells. | 2009 Jun |
|
| [Studies on the chemical constituents from Xinjiang Punica granatum]. | 2009 Mar |
|
| Antibacterial activity of methyl gallate isolated from Galla Rhois or carvacrol combined with nalidixic acid against nalidixic acid resistant bacteria. | 2009 May 11 |
|
| Characterisation of tannin-containing herbal drugs by HPLC. | 2009 May-Jun |
|
| Qualitative and quantitative determination of hydrolysable tannins and other polyphenols in herbal products from meadowsweet and dog rose. | 2009 May-Jun |
|
| New phthalates from Phyllanthus muellerianus (Euphorbiaceae). | 2009 Nov |
|
| Diterpene esters and phenolic compounds from Sapium insigne (ROYLE) BENTH. ex HOOK. fil. | 2009 Nov |
|
| [Chemical constituents from roots of Distylium myricoides]. | 2009 Sep |
|
| Protective effects of polyphenolic compounds on oxidative stress-induced cytotoxicity in PC12 cells. | 2010 Apr |
|
| Ellagitannins from Geranium potentillaefolium and G. bellum. | 2010 Apr |
|
| Multifactorial anticancer effects of digalloyl-resveratrol encompass apoptosis, cell-cycle arrest, and inhibition of lymphendothelial gap formation in vitro. | 2010 Apr 27 |
|
| Structural characteristics for superoxide anion radical scavenging and productive activities of green tea polyphenols including proanthocyanidin dimers. | 2010 Jan |
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| Geraniinic acid derivative from the leaves of Phyllanthus reticulatus. | 2010 Jul |
|
| Antioxidant effects of secondary metabolites from Geranium psilostemon. | 2010 Jun |
|
| Secondary plant substances in various extracts of the leaves, fruits, stem and bark of Caraipa densifolia Mart. | 2010 Jun |
|
| Protective effects of methyl gallate on H2O2-induced apoptosis in PC12 cells. | 2010 Mar 19 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:41:58 GMT 2023
by
admin
on
Fri Dec 15 15:41:58 GMT 2023
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| Record UNII |
623D3XG80C
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| Record Status |
Validated (UNII)
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| Record Version |
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| Code System | Code | Type | Description | ||
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DTXSID3059189
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METHYL GALLATE
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202-741-7
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7428
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99-24-1
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m5645
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623D3XG80C
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363001
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145828
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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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.
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PARENT -> CONSTITUENT ALWAYS PRESENT |
MIC 160 mg/L for ATCC 700392 and ATCC 700824 strains of H. pylori.
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