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274194

Sigma-Aldrich

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
Beilstein:
2113180
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

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

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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