Home >> Research Area >>Natural Products>>Phenols>> Protocatechuic acid methyl ester

Protocatechuic acid methyl ester

CAS# 2150-43-8

Protocatechuic acid methyl ester

Catalog No. BCN3542----Order now to get a substantial discount!

Product Name & Size Price Stock
Protocatechuic acid methyl ester: 5mg $23 In Stock
Protocatechuic acid methyl ester: 10mg Please Inquire In Stock
Protocatechuic acid methyl ester: 20mg Please Inquire Please Inquire
Protocatechuic acid methyl ester: 50mg Please Inquire Please Inquire
Protocatechuic acid methyl ester: 100mg Please Inquire Please Inquire
Protocatechuic acid methyl ester: 200mg Please Inquire Please Inquire
Protocatechuic acid methyl ester: 500mg Please Inquire Please Inquire
Protocatechuic acid methyl ester: 1000mg Please Inquire Please Inquire

Quality Control of Protocatechuic acid methyl ester

Number of papers citing our products

Chemical structure

Protocatechuic acid methyl ester

3D structure

Chemical Properties of Protocatechuic acid methyl ester

Cas No. 2150-43-8 SDF Download SDF
PubChem ID 287064 Appearance Powder
Formula C8H8O4 M.Wt 168.2
Type of Compound Phenols Storage Desiccate at -20°C
Solubility DMSO : ≥ 100 mg/mL (594.71 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name methyl 3,4-dihydroxybenzoate
SMILES COC(=O)C1=CC(=C(C=C1)O)O
Standard InChIKey CUFLZUDASVUNOE-UHFFFAOYSA-N
Standard InChI InChI=1S/C8H8O4/c1-12-8(11)5-2-3-6(9)7(10)4-5/h2-4,9-10H,1H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Protocatechuic acid methyl ester

The stems of Bauhinia manca

Biological Activity of Protocatechuic acid methyl ester

DescriptionProtocatechuic acid methyl ester has antiradical,and antimicrobial activities.
TargetsAntifection
In vitro

Degradation of cyanidin-3-rutinoside and formation of protocatechuic acid methyl ester in methanol solution by gamma irradiation.[Pubmed: 24629974]

Food Chem. 2014 Aug 1;156:312-8.

Anthocyanins are naturally occurring phenolic compounds having broad biological activities including anti-mutagenesis and anti-carcinogenesis.
METHODS AND RESULTS:
We studied the effects and the degradation mechanisms of the most common type of anthocyanins, cyanidin-3-rutinoside (cya-3-rut), by using gamma ray. Cya-3-rut in methanol (1mg/ml) was exposed to gamma-rays from 1 to 10kGy. We found that the reddish colour of cya-3-rut in methanol disappeared gradually in a dose-dependent manner and effectively disappeared (>97%) at 10kGy of gamma ray. Concomitantly, a new phenolic compound was generated and identified as a Protocatechuic acid methyl ester by liquid chromatography, (1)H, and (13)C NMR.
CONCLUSIONS:
The formation of Protocatechuic acid methyl ester increased with increasing irradiation and the amount of Protocatechuic acid methyl ester formed by decomposition of cya-3-rut (20μg) at 10kGy of gamma ray was 1.95μg. In addition, the radical-scavenging activities were not affected by gamma irradiation.

Sorbicatechols A and B, antiviral sorbicillinoids from the marine-derived fungus Penicillium chrysogenum PJX-17.[Pubmed: 24495078]

J Nat Prod. 2014 Feb 28;77(2):424-8.


METHODS AND RESULTS:
Two novel sorbicillinoids combining a bicyclo[2.2.2]octane with a 2-methoxyphenol moiety, named sorbicatechols A (1) and B (2), were isolated from the culture of the marine sediment-derived fungus Penicillium chrysogenum PJX-17, together with the known Protocatechuic acid methyl ester and caffeic acid methyl ester (3). Their structures, including absolute configurations, were assigned by analysis of NMR, MS data, and TDDFT ECD calculations.
CONCLUSIONS:
Compounds 1 and 2 exhibited activities against influenza virus A (H1N1), with IC50 values of 85 and 113 μ M, respectively.

Protocol of Protocatechuic acid methyl ester

Structure Identification
J Agric Food Chem. 2008 Jul 9;56(13):4928-36.

Reduction kinetics of the antiradical probe 2,2-diphenyl-1-picrylhydrazyl in methanol and acetonitrile by the antiradical activity of protocatechuic acid and protocatechuic acid methyl ester.[Pubmed: 18547047]

This work evaluates the reduction kinetics of the antiradical probe 2,2-diphenyl-1-picrylhydrazyl (DPPH (*)) in methanol and acetonitrile by the antiradical activity of protocatechuic acid (3,4-dihydroxybenzoic acid, 1) and Protocatechuic acid methyl ester ( 2).
METHODS AND RESULTS:
The reduction kinetics of DPPH (*) in both solvents by the antiradical activity of the p-catechol group in 2 is regular, that is, coincide with the proposed standard kinetic model for the reduction kinetics of DPPH (*) by the antiradical activity of an isolated p-catechol group. Therefore, the antiradical activity of 2 experimentally exhibits two rate-two stoichiometric constants in acetonitrile and three rate--three stoichiometric constants in methanol. In contrast, the reduction kinetics of DPPH (*) in both solvents by the antiradical activity of the p-catechol group in 1 is perturbed, that is, deviate from the proposed standard kinetic model.
CONCLUSIONS:
The deviations arise from the presence of the reactive carboxylic acid function which, in methanol, induces an additional reversible side reaction and, in acetonitrile, turns an irreversible reaction reversible, thus modifying the otherwise regular reduction kinetics of DPPH (*) by the antiradical activity of the p-catechol group in 1. On the other hand, the approximated theoretical kinetic equation that applies for those p-catechol groups whose reduction kinetics is regular and that experimentally exhibit three rate--three stoichiometric constants has been derived and used for fitting.

Protocatechuic acid methyl ester Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

Protocatechuic acid methyl ester Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Preparing Stock Solutions of Protocatechuic acid methyl ester

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.9453 mL 29.7265 mL 59.453 mL 118.9061 mL 148.6326 mL
5 mM 1.1891 mL 5.9453 mL 11.8906 mL 23.7812 mL 29.7265 mL
10 mM 0.5945 mL 2.9727 mL 5.9453 mL 11.8906 mL 14.8633 mL
50 mM 0.1189 mL 0.5945 mL 1.1891 mL 2.3781 mL 2.9727 mL
100 mM 0.0595 mL 0.2973 mL 0.5945 mL 1.1891 mL 1.4863 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Organizitions Citing Our Products recently

 
 
 

Calcutta University

University of Minnesota

University of Maryland School of Medicine

University of Illinois at Chicago

The Ohio State University

University of Zurich

Harvard University

Colorado State University

Auburn University

Yale University

Worcester Polytechnic Institute

Washington State University

Stanford University

University of Leipzig

Universidade da Beira Interior

The Institute of Cancer Research

Heidelberg University

University of Amsterdam

University of Auckland
TsingHua University
TsingHua University
The University of Michigan
The University of Michigan
Miami University
Miami University
DRURY University
DRURY University
Jilin University
Jilin University
Fudan University
Fudan University
Wuhan University
Wuhan University
Sun Yat-sen University
Sun Yat-sen University
Universite de Paris
Universite de Paris
Deemed University
Deemed University
Auckland University
Auckland University
The University of Tokyo
The University of Tokyo
Korea University
Korea University
Featured Products
New Products
 

References on Protocatechuic acid methyl ester

Degradation of cyanidin-3-rutinoside and formation of protocatechuic acid methyl ester in methanol solution by gamma irradiation.[Pubmed:24629974]

Food Chem. 2014 Aug 1;156:312-8.

Anthocyanins are naturally occurring phenolic compounds having broad biological activities including anti-mutagenesis and anti-carcinogenesis. We studied the effects and the degradation mechanisms of the most common type of anthocyanins, cyanidin-3-rutinoside (cya-3-rut), by using gamma ray. Cya-3-rut in methanol (1mg/ml) was exposed to gamma-rays from 1 to 10kGy. We found that the reddish colour of cya-3-rut in methanol disappeared gradually in a dose-dependent manner and effectively disappeared (>97%) at 10kGy of gamma ray. Concomitantly, a new phenolic compound was generated and identified as a Protocatechuic acid methyl ester by liquid chromatography, (1)H, and (13)C NMR. The formation of Protocatechuic acid methyl ester increased with increasing irradiation and the amount of Protocatechuic acid methyl ester formed by decomposition of cya-3-rut (20mug) at 10kGy of gamma ray was 1.95mug. In addition, the radical-scavenging activities were not affected by gamma irradiation.

Sorbicatechols A and B, antiviral sorbicillinoids from the marine-derived fungus Penicillium chrysogenum PJX-17.[Pubmed:24495078]

J Nat Prod. 2014 Feb 28;77(2):424-8.

Two novel sorbicillinoids combining a bicyclo[2.2.2]octane with a 2-methoxyphenol moiety, named sorbicatechols A (1) and B (2), were isolated from the culture of the marine sediment-derived fungus Penicillium chrysogenum PJX-17, together with the known Protocatechuic acid methyl ester and caffeic acid methyl ester (3). Their structures, including absolute configurations, were assigned by analysis of NMR, MS data, and TDDFT ECD calculations. Compounds 1 and 2 exhibited activities against influenza virus A (H1N1), with IC50 values of 85 and 113 mu M, respectively.

Reduction kinetics of the antiradical probe 2,2-diphenyl-1-picrylhydrazyl in methanol and acetonitrile by the antiradical activity of protocatechuic acid and protocatechuic acid methyl ester.[Pubmed:18547047]

J Agric Food Chem. 2008 Jul 9;56(13):4928-36.

This work evaluates the reduction kinetics of the antiradical probe 2,2-diphenyl-1-picrylhydrazyl (DPPH (*)) in methanol and acetonitrile by the antiradical activity of protocatechuic acid (3,4-dihydroxybenzoic acid, 1) and Protocatechuic acid methyl ester ( 2). The reduction kinetics of DPPH (*) in both solvents by the antiradical activity of the p-catechol group in 2 is regular, that is, coincide with the proposed standard kinetic model for the reduction kinetics of DPPH (*) by the antiradical activity of an isolated p-catechol group. Therefore, the antiradical activity of 2 experimentally exhibits two rate-two stoichiometric constants in acetonitrile and three rate--three stoichiometric constants in methanol. In contrast, the reduction kinetics of DPPH (*) in both solvents by the antiradical activity of the p-catechol group in 1 is perturbed, that is, deviate from the proposed standard kinetic model. The deviations arise from the presence of the reactive carboxylic acid function which, in methanol, induces an additional reversible side reaction and, in acetonitrile, turns an irreversible reaction reversible, thus modifying the otherwise regular reduction kinetics of DPPH (*) by the antiradical activity of the p-catechol group in 1. On the other hand, the approximated theoretical kinetic equation that applies for those p-catechol groups whose reduction kinetics is regular and that experimentally exhibit three rate--three stoichiometric constants has been derived and used for fitting.

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.

Keywords:

Protocatechuic acid methyl ester,2150-43-8,Natural Products, buy Protocatechuic acid methyl ester , Protocatechuic acid methyl ester supplier , purchase Protocatechuic acid methyl ester , Protocatechuic acid methyl ester cost , Protocatechuic acid methyl ester manufacturer , order Protocatechuic acid methyl ester , high purity Protocatechuic acid methyl ester

Online Inquiry for:

      Fill out the information below

      • Size:Qty: - +

      * Required Fields

                                      Result: