Protocatechuic acid methyl ester

Names

[ Name ]:
Protocatechuic acid methyl ester

[Synonym ]:
3,4-DIHYDROXY-BENZOIC ACID METHYL ESTER
3,4-dihydroxy methyl benzoate
MFCD00016437
3,4-Dihydroxybenzoic Acid Methyl Ester
Protocatechuic acid,methyl ester
3,4-dihydroxy-6-methoxycarbonylbenzene
Methyl 3,4-dihydroxybenzoate
Protocatechuic Acid Methyl Ester
Benzoic acid, 3,4-dihydroxy-, methyl ester
Methyl Protocatechuate

Biological Activity

[Description]:

Methyl 3,4-dihydroxybenzoate (Protocatechuic acid methyl ester;Methyl protocatechuate) is a major metabolite of antioxidant polyphenols found in green tea. Antioxidant and anti-inflammatory effect[1].

[Related Catalog]:

Signaling Pathways >> NF-κB >> Keap1-Nrf2

Research Areas >> Cancer

Natural Products >> Acids and Aldehydes

Research Areas >> Inflammation/Immunology

[In Vitro]

Methyl 3,4-dihydroxybenzoate (Protocatechuic acid methyl ester;Methyl protocatechuate) alleviates the toxic effects of F- via modulating its bioavailability, intracellular calcium level, mitochondrial membrane integrity and redox signaling in A549 cells[1].

[In Vivo]

Methyl 3,4-dihydroxybenzoate (Protocatechuic acid methyl ester;Methyl protocatechuate) (25 or 50 mg/kg bw/day) prevents the cellular F- accumulation and oxidative stress. It prevents the inflammatory and associated fibrosis progression by restoring the expression of RAGE and Nrf2[2].

[References]

[1]. Ameeramja J, et al. Protocatechuic acid methyl ester ameliorates fluoride toxicity in A549 cells. Food Chem Toxicol. 2017 Nov;109(Pt 2):941-950.

[2]. Ameeramja J, et al. Protocatechuic acid methyl ester modulates fluoride induced pulmonary toxicity in rats. Food Chem Toxicol. 2018 Aug;118:235-244.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
351.5±22.0 °C at 760 mmHg

[ Melting Point ]:
134-135°C

[ Molecular Formula ]:
C₈H₈O₄

[ Molecular Weight ]:
168.147

[ Flash Point ]:
148.5±15.8 °C

[ Exact Mass ]:
168.042252

[ PSA ]:
66.76000

[ LogP ]:
1.69

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.588

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ HS Code ]:
2918290000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918290000

[ Summary ]:
HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%