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Merck

274194

Sigma-Aldrich

Methyl 3,4,5-trihydroxybenzoate

98%

Sinónimos:

Methyl gallate

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About This Item

Fórmula lineal:
(HO)3C6H2CO2CH3
Número de CAS:
Peso molecular:
184.15
Beilstein:
2113180
Número CE:
Número MDL:
Código UNSPSC:
12162002
ID de la sustancia en PubChem:
NACRES:
NA.23

Ensayo

98%

mp

201-203 °C (lit.)

cadena SMILES

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

Clave InChI

FBSFWRHWHYMIOG-UHFFFAOYSA-N

Descripción general

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.

Aplicación

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

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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
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
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
Boyun Sun et al.
Frontiers in pharmacology, 9, 1235-1235 (2018-11-16)
Ulcerative colitis (UC), with a long course and repeated attack, severely affects patient's life quality and increases economic burden all over the world. However, the concrete causes and mechanisms of UC are still unclear, but it is generally considered that
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

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