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3147-39-5

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3147-39-5 Usage

Description

METHYL 2,4,6-TRIHYDROXYBENZOATE, commonly known as methyl gallate, is a hydroxybenzoic acid derivative that exists as a white crystalline powder with a bitter taste. It is soluble in alcohol and ether and is recognized for its antioxidant and antimicrobial properties. Methyl gallate is a versatile chemical compound with a broad spectrum of applications across different industries, primarily due to its ability to preserve and enhance the quality of various products.

Uses

Used in Food and Beverage Industry:
METHYL 2,4,6-TRIHYDROXYBENZOATE is used as a preservative and flavoring agent for its ability to extend the shelf life of food products and enhance their taste. Its antioxidant properties help prevent the oxidation of fats and oils, while its antimicrobial properties inhibit the growth of spoilage-causing microorganisms.
Used in Pharmaceutical Industry:
METHYL 2,4,6-TRIHYDROXYBENZOATE is used as a potential health supplement for its ability to inhibit the growth of cancer cells. Research has shown that it possesses anticancer properties, making it a promising candidate for the development of novel therapeutic agents.
Used in Cosmetic Industry:
METHYL 2,4,6-TRIHYDROXYBENZOATE is used as an ingredient in cosmetic products for its antioxidant properties. It helps protect the skin from oxidative stress and environmental damage, promoting skin health and reducing the signs of aging.
Used in Agriculture:
METHYL 2,4,6-TRIHYDROXYBENZOATE is used as a natural pesticide and fungicide in agriculture. Its antimicrobial properties help control the growth of harmful microorganisms and pests, thereby reducing crop damage and improving yield.

Check Digit Verification of cas no

The CAS Registry Mumber 3147-39-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,4 and 7 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3147-39:
(6*3)+(5*1)+(4*4)+(3*7)+(2*3)+(1*9)=75
75 % 10 = 5
So 3147-39-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O5/c1-13-8(12)7-5(10)2-4(9)3-6(7)11/h2-3,9-11H,1H3

3147-39-5 Well-known Company Product Price

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  • Alfa Aesar

  • (A12305)  Methyl 2,4,6-trihydroxybenzoate, 98%   

  • 3147-39-5

  • 5g

  • 313.0CNY

  • Detail
  • Alfa Aesar

  • (A12305)  Methyl 2,4,6-trihydroxybenzoate, 98%   

  • 3147-39-5

  • 25g

  • 1269.0CNY

  • Detail
  • Alfa Aesar

  • (A12305)  Methyl 2,4,6-trihydroxybenzoate, 98%   

  • 3147-39-5

  • 100g

  • 4390.0CNY

  • Detail

3147-39-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name METHYL 2,4,6-TRIHYDROXYBENZOATE

1.2 Other means of identification

Product number -
Other names Benzoic acid,2,4,6-trihydroxy-,methyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3147-39-5 SDS

3147-39-5Relevant articles and documents

Synthesis of xyloketal A, B, C, D, and G analogues

Pettigrew, Jeremy D.,Wilson, Peter D.

, p. 1620 - 1625 (2006)

A series of demethyl analogues of the natural products xyloketal A, B, C, D, and G have been prepared in a notably direct manner from 3-hydroxymethyl-2- methyl-4,5-dihydrofuran and a series of corresponding phenols. These syntheses featured a boron trifluoride diethyl etherate-promoted electrophilic aromatic substitution reaction as a key step. In the case of the synthesis of analogues of xyloketal A, the process was found to be highly efficient (up to 93% yield). The optimized isolated yield of these reaction products is remarkable in view of the fact that this transformation involves, minimally, six individual reactions. Moreover, these synthetic studies provide significant insight into the possible biogenic origin of the xyloketal natural products.

Biocatalytic Properties and Structural Analysis of Phloroglucinol Reductases

Conradt, David,Hermann, Bianca,Gerhardt, Stefan,Einsle, Oliver,Müller, Michael

supporting information, p. 15531 - 15534 (2016/12/09)

Phloroglucinol reductases (PGRs) are involved in anaerobic degradation in bacteria, in which they catalyze the dearomatization of phloroglucinol into dihydrophloroglucinol. We identified three PGRs, from different bacterial species, that are members of the family of NAD(P)H-dependent short-chain dehydrogenases/reductases (SDRs). In addition to catalyzing the reduction of the physiological substrate, the three enzymes exhibit activity towards 2,4,6-trihydroxybenzaldehyde, 2,4,6-trihydroxyacetophenone, and methyl 2,4,6-trihydroxybenzoate. Structural elucidation of PGRcl and comparison to known SDRs revealed a high degree of conservation. Several amino acid positions were identified as being conserved within the PGR subfamily and might be involved in substrate differentiation. The results enable the enzymatic dearomatization of monoaromatic phenol derivatives and provide insight into the functional diversity that may be found in families of enzymes displaying a high degree of structural homology.

Synthesis and fate of o-carboxybenzophenones in the biosynthesis of aflatoxin

Henry, Kevin M.,Townsend, Craig A.

, p. 3300 - 3309 (2007/10/03)

o-Carboxybenzophenones have long been postulated to be intermediates in the oxidative rearrangement of anthraquinone natural products to xanthones in vivo. Many of these Baeyer-Villiger-like cleavages are believed to be carried out by cytochrome P450 enzymes. In the biosynthesis of the fungal carcinogen, aflatoxin, six cytochromes P450 are encoded by the biosynthetic gene cluster. One of these, AflN, is known to be involved in the conversion of the anthraquinone versicolorin A (3) to the xanthone demethylsterigmatocystin (5) en route to the mycotoxin. An aryl deoxygenation, however, also takes place in this overall transformation and is proposed to be due to the requirement that an NADPH-dependent oxidoreductase, AflM, be active for this process to take place. What is known about other fungal anthraquinone → xanthone conversions is reviewed, notably, the role of the o-carboxybenzophenone sulochrin (25) in geodin (26) biosynthesis. On the basis of mutagenesis experiments in the aflatoxin pathway and these biochemical precedents, total syntheses of a tetrahydroxy-o-carboxybenzophenone bearing a fused tetrahydrobisfuran and its 15-deoxy homologue are described. The key steps of the syntheses entail rearrangement of a 1,2-disubstituted alkene bearing an electron-rich benzene ring under Kikuchi conditions to give the 2-aryl aldehyde 43 followed by silyltriflate closure to a differentially protected dihydrobenzofuran 44. Regiospecific bromination, conversion to the substituted benzoic acid, and condensation with an o-bromobenzyl alcohol gave esters 47 and 50. The latter could be rearranged with strong base, oxidized, and deprotected to the desired o-carboxybenzophenones. These potential biosynthetic intermediates were examined in whole-cell and ground-cell experiments for their ability to support aflatoxin formation in the blocked mutant DIS-1, defective in its ability to synthesize the first intermediate in the pathway, norsolorinic acid. Against expectation, neither of these compounds was converted into aflatoxin under conditions where the anthraquinones versicolorin A and B readily afforded aflatoxins B1 and B2. This outcome is evaluated further in a companion paper appearing later in this journal.

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