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Merck

274194

Methyl 3,4,5-trihydroxybenzoate

98%

Synonym(s):

Methyl gallate

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About This Item

Linear Formula:
(HO)3C6H2CO2CH3
CAS Number:
Molecular Weight:
184.15
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
202-741-7
Beilstein/REAXYS Number:
2113180
MDL number:
Technical Service
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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


pictograms

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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

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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Rayza Morganna Farias Cavalcanti et al.
3 Biotech, 8(6), 270-270 (2018-06-06)
One of the tannase isoforms produced by the fungus Aspergillus fumigatus CAS-21 under submerged fermentation (SbmF) was purified 4.9-fold with a 10.2% recovery. The glycoprotein (39.1% carbohydrate content) showed an estimated molecular mass of 60 kDa. Optimum temperature and pH for
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
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