3,4-Dihydroxy-5-methoxybenzoic acid

Names

[ Name ]:
3,4-Dihydroxy-5-methoxybenzoic acid

[Synonym ]:
3,4-Dihydroxy-5-methoxybenzoic acid
MFCD00016518
EINECS 223-512-8
Benzoic acid, 3,4-dihydroxy-5-methoxy-

Biological Activity

[Description]:

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].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[References]

[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.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
433.7±45.0 °C at 760 mmHg

[ Melting Point ]:
220℃

[ Molecular Formula ]:
C₈H₈O₅

[ Molecular Weight ]:
184.146

[ Flash Point ]:
183.6±22.2 °C

[ Exact Mass ]:
184.037170

[ PSA ]:
86.99000

[ LogP ]:
1.19

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.629

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36/37/39

[ HS Code ]:
2918990090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2918990090

[ Summary ]:
2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%