3-O-Methylgallic acid

3-O-Methylgallic acid (3,4-Dihydroxy-5-methoxybenzoic acid) is an anthocyanin metabolite and has potent antioxidant capacity. 3-O-methylgallic acid inhibits Caco-2 cell proliferation with an IC50 value of 24.1 μM. 3-O-methylgallic acid also induces cell apoptosis and has anti-cancer effects[1][2][3].

Product Specifications

CAS Number

[3934-84-7]

Product Name Alternative

3,4-Dihydroxy-5-methoxybenzoic acid

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Apoptosis; Caspase

Type

Natural Products

Related Pathways

Apoptosis

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/3-4-dihydroxy-5-methoxybenzoic-acid.html

Purity

99.22

Solubility

DMSO : 50 mg/mL (ultrasonic) |H2O : 2 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

O=C(O)C1=CC(OC)=C(O)C(O)=C1

Molecular Formula

C8H8O5

Molecular Weight

184.15

Precautions

H302, H315, H319, H335

References & Citations

[1]Forester SC, et al. Gut metabolites of anthocyanins, gallic acid, 3-O-methylgallic acid, and 2,4,6-trihydroxybenzaldehyde, inhibit cell proliferation of Caco-2 cells. J Agric Food Chem. 2010 May 12;58 (9) :5320-7.|[2]Forester SC, The anthocyanin metabolites gallic acid, 3-O-methylgallic acid, and 2,4,6-trihydroxybenzaldehyde decrease human colon cancer cell viability by regulating pro-oncogenic signals. Mol Carcinog. 2014 Jun;53 (6) :432-9.|[3]Gargouri OD, et al. Synthesis of 3-O-methylgallic acid a powerful antioxidant by electrochemical conversion of syringic acid. Biochim Biophys Acta. 2013 Jun;1830 (6) :3643-9.