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274194

Sigma-Aldrich

Methyl 3,4,5-trihydroxybenzoate

98%

Synonym(s):

Methyl gallate

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$42.27
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About This Item

Linear Formula:
(HO)3C6H2CO2CH3
CAS Number:
Molecular Weight:
184.15
Beilstein/REAXYS Number:
2113180
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

$42.27

List Price$44.50Save 5%
Web-Only Promotion

Available to ship onApril 22, 2025Details


Request a Bulk Order

Quality Level

assay

98%

mp

201-203 °C (lit.)

SMILES string

COC(=O)c1cc(O)c(O)c(O)c1

InChI

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

InChI key

FBSFWRHWHYMIOG-UHFFFAOYSA-N

General description

Methyl 3,4,5-trihydroxybenzoate, also known as methyl gallate, is a derivative of gallic acid with three hydroxyl groups and an ester linkage, which contributes to its reactivity and solubility in organic solvents. It exhibits strong free radical scavenging activity, which is crucial in preventing oxidative stress in biological systems and enhancing the lifespan of materials. Its natural origin and low toxicity make it suitable for biomedical applications, particularly in drug delivery and tissue engineering.

Application

Methyl 3,4,5-trihydroxybenzoate can be used:
  • As a precursor to synthesize nanocomposite drug delivery systems for lung cancer treatment. It has low toxicity and can induce apoptosis by generating free radicals.
  • As a starting material to prepare norbornene-based main-chain polymers via ring-opening metathesis polymerization (ROMP), for biomedical uses to coatings and electronics.
  • As an additive in the pretreatment of Sugarcane Bagasse for the removal of lignin from biomass and consequently the cellulose hydrolysis. This process helps the use of biomass as energy currency for various biotechnological processes

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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J P Chu et al.
Journal of dentistry, 35(5), 383-387 (2007-01-02)
To evaluate the effect of compounds of Galla chinensis on the remineralisation of initial enamel carious lesions in vitro. Sixty bovine enamel blocks with early lesions were prepared and randomly divided into six treatment groups. The lesions were subjected to
James A G Crispo et al.
Biochemical and biophysical research communications, 393(4), 773-778 (2010-02-23)
Neurodegenerative disorders are a class of diseases that have been linked to apoptosis induced by elevated levels of reactive oxygen species (ROS). ROS activates the apoptotic cascade through mitochondrial dysfunction and damage to lipids, proteins and DNA. Recently, fruit and
Deepika Singh et al.
Molecules (Basel, Switzerland), 24(4) (2019-02-20)
Leea indica (Vitaceae) is a Southeast Asian medicinal plant. In this study, an ethyl acetate fraction of L. indica leaves was studied for its phytoconstituents using high-performance liquid chromatography-electrospray ionization-mass spectrometry (HPLC-ESI-microTOF-Q-MS/MS) analysis. A total of 31 compounds of different
Judith Delius et al.
PloS one, 12(9), e0184487-e0184487 (2017-09-09)
Nuclear magnetic resonance (NMR) spectroscopy is well-established in assessing the binding affinity between low molecular weight ligands and proteins. However, conventional NMR-based binding assays are often limited to small proteins of high purity and may require elaborate isotopic labeling of
Liangliang Zhang et al.
International journal of molecular sciences, 19(10) (2018-10-14)
In the present paper, methyl gallate (MeG), a simple polyphenol and also the monomer of hydrolysable tannins, was selected to study the deprotonation process for the hydroxyls of the galloyl group by the combined use of spectroscopic measurements and quantum

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