3-O-methyl gallic acid
benzoic acid, 3,4-dihydroxy-5-methoxy-
Identification
| Name | 3-O-methyl gallic acid |
| IUPAC | 3,4-dihydroxy-5-methoxybenzoic acid |
| CAS Number | 3934-84-7 |
| EINECS | 223-512-8 |
| FDA UNII | 8JA4OZ7166 |
| Molecular Formula | C8 H8 O5 |
| Molecular Weight | 184.14776000 |
| MDL Number | MFCD00016518 |
| Nikkaji Number | J217.773K |
| Beilstein | 2695762 |
| XlogP3 | 0.70 (est) |
Regulatory
Physical Properties
| Food Chemicals Codex Listed | No |
| Boiling Point | 433.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 362.00 °F. TCC ( 183.60 °C. ) (est) |
| logP (o/w) | 1.190 (est) |
| Soluble in | water, 1.229e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for 3-O-methyl gallic acid usage levels up to | not for fragrance use. |
| Recommendation for 3-O-methyl gallic acid flavor usage levels up to | not for flavor use. |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Potential Uses
Natural Occurrence
Synonyms
benzoic acid, 3,4-dihydroxy-5-methoxy-
3,4-
dihydroxy-5-methoxybenzoic acid
4,5-
dihydroxy-m-anisic acid
4,5-
dihydroxy-meta-anisic acid
3-O-
methylgallic acid
PubMed:
Studies on cytotoxic constituents from the leaves of Elaeagnus oldhamii Maxim. in non-small cell lung cancer A549 cells.
PubMed:
Synthesis of 3-O-methylgallic acid a powerful antioxidant by electrochemical conversion of syringic acid.
PubMed:
Phenolic acid concentrations in plasma and urine from men consuming green or black tea and potential chemopreventive properties for colon cancer.
PubMed:
The anthocyanin metabolites gallic acid, 3-O-methylgallic acid, and 2,4,6-trihydroxybenzaldehyde decrease human colon cancer cell viability by regulating pro-oncogenic signals.
PubMed:
Isolation of methyl syringate as a specific aflatoxin production inhibitor from the essential oil of Betula alba and aflatoxin production inhibitory activities of its related compounds.
PubMed:
Methyl-3-O-methyl gallate and gallic acid from the leaves of Peltiphyllum peltatum: isolation and comparative antioxidant, prooxidant, and cytotoxic effects in neuronal cells.
PubMed:
Gut metabolites of anthocyanins, gallic acid, 3-O-methylgallic acid, and 2,4,6-trihydroxybenzaldehyde, inhibit cell proliferation of Caco-2 cells.
PubMed:
A metabolite profiling approach to identify biomarkers of flavonoid intake in humans.
PubMed:
Anti-ischemic activity and endothelium-dependent vasorelaxant effect of hydrolysable tannins from the leaves of Rhus coriaria (Sumac) in isolated rabbit heart and thoracic aorta.
PubMed:
Synthesis of (-)-epicatechin 3-(3-O-methylgallate) and (+)-catechin 3-(3-O-methylgallate), and their anti-inflammatory activity.
PubMed:
Identification of Cabernet Sauvignon anthocyanin gut microflora metabolites.
PubMed:
Resonant two-photon ionization mass spectrometry of jet-cooled phenolic acids and polyphenols.
PubMed:
Degradation of 3-O-methylgallate in Sphingomonas paucimobilis SYK-6 by pathways involving protocatechuate 4,5-dioxygenase.
PubMed:
Biotransformation of gallic acid by Beauveria sulfurescens ATCC 7159.
PubMed:
A tetrahydrofolate-dependent O-demethylase, LigM, is crucial for catabolism of vanillate and syringate in Sphingomonas paucimobilis SYK-6.
PubMed:
[Studies on chemical constituents in fruits of Tibetan medicine Phyllanthus emblica].
PubMed:
Antioxidant activity of phenolic and related compounds: a density functional theory study on the O-H bond dissociation enthalpy.
PubMed:
Characterization of the 3-O-methylgallate dioxygenase gene and evidence of multiple 3-O-methylgallate catabolic pathways in Sphingomonas paucimobilis SYK-6.
PubMed:
A novel tetrahydrofolate-dependent O-demethylase gene is essential for growth of Sphingomonas paucimobilis SYK-6 with syringate.
PubMed:
Gallic acid metabolites are markers of black tea intake in humans.
PubMed:
Degradation of substituted mandelic acids by meta fission reactions.
PubMed:
Interactions of natural phenols with macromolecules.
PubMed:
Aerobic and Anaerobic Catabolism of Vanillic Acid and Some Other Methoxy-Aromatic Compounds by Pseudomonas sp. Strain PN-1.
PubMed:
2-pyrone-4,6-dicarboxylic acid, a catabolite of gallic acids in Pseudomonas species.
PubMed:
Bacterial degradation of 3,4,5-trimethoxycinnamic acid with production of methanol.
PubMed:
Studies in vitro on the involvement of O-sulphate esters in the formation of O-methylated 3,4-dihydroxybenzoic acid by rat liver.
PubMed:
Production of methanol from aromatic acids by Pseudomonas putida.
PubMed:
Alternative routes of aromatic catabolism in Pseudomonas acidovorans and Pseudomonas putida: gallic acid as a substrate and inhibitor of dioxygenases.