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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:
99-24-1
Molecular Weight:
184.15
Beilstein:
2113180
EC Number:
202-741-7
MDL number:
MFCD00002194
UNSPSC Code:
12162002
PubChem Substance ID:
24856570
NACRES:
NA.23

Quality Level

100

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

274194-100G:
274194-BULK:
274194-5G:
274194-500G:
274194-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCG7605
MKCC8321
MKBW3747V
MKBS9783V
MKBK3741V

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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
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
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
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
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Global Trade Item Number

SKUGTIN
274194-5G4061826151907
274194-100G4061826151891
274194-500G

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