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Trimethylgallic acid methyl ester

CAS# 1916-07-0

Trimethylgallic acid methyl ester

2D Structure

Catalog No. BCN3369----Order now to get a substantial discount!

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Quality Control of Trimethylgallic acid methyl ester

3D structure

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Trimethylgallic acid methyl ester

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Chemical Properties of Trimethylgallic acid methyl ester

Cas No. 1916-07-0 SDF Download SDF
PubChem ID 15956 Appearance Powder
Formula C11H14O5 M.Wt 226.2
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl 3,4,5-trimethoxybenzoate
SMILES COC1=CC(=CC(=C1OC)OC)C(=O)OC
Standard InChIKey KACHFMOHOPLTNX-UHFFFAOYSA-N
Standard InChI InChI=1S/C11H14O5/c1-13-8-5-7(11(12)16-4)6-9(14-2)10(8)15-3/h5-6H,1-4H3
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 Trimethylgallic acid methyl ester

The stems of Pterolobium hexapetallum

Biological Activity of Trimethylgallic acid methyl ester

DescriptionTrimethyl gallic acid methyl ester shows superior antioxidant activity (IC50<100 uM).
In vitro

Maple syrup phytochemicals include lignans, coumarins, a stilbene, and other previously unreported antioxidant phenolic compounds.[Pubmed: 21033720 ]

J Agric Food Chem. 2010 Nov 24;58(22):11673-9.


METHODS AND RESULTS:
Twenty-three phenolic compounds were isolated from a butanol extract of Canadian maple syrup (MS-BuOH) using chromatographic methods. The compounds were identified from their nuclear magnetic resonance and mass spectral data as 7 lignans [lyoniresinol (1), secoisolariciresinol (2), dehydroconiferyl alcohol (3), 5'-methoxy-dehydroconiferyl alcohol (4), erythro-guaiacylglycerol-β-O-4'-coniferyl alcohol (5), erythro-guaiacylglycerol-β-O-4'-dihydroconiferyl alcohol (6), and [3-[4-[(6-deoxy-α-l-mannopyranosyl)oxy]-3-methoxyphenyl]methyl]-5-(3,4-dimethoxyphenyl)dihydro-3-hydroxy-4-(hydroxymethyl)-2(3H)-furanone (7)], 2 coumarins [scopoletin (8) and fraxetin (9)], a stilbene [(E)-3,3'-dimethoxy-4,4'-dihydroxystilbene (10)], and 13 phenolic derivatives [2-hydroxy-3',4'-dihydroxyacetophenone (11), 1-(2,3,4-trihydroxy-5-methylphenyl)ethanone (12), 2,4,5-trihydroxyacetophenone (13), catechaldehyde (14), vanillin (15), syringaldehyde (16), gallic acid (17), Trimethylgallic acid methyl ester (18), syringic acid (19), syringenin (20), (E)-coniferol (21), C-veratroylglycol (22), and catechol (23)]. The antioxidant activities of MS-BuOH (IC50>1000 μg/mL), pure compounds, vitamin C (IC50=58 μM), and a synthetic commercial antioxidant, butylated hydroxytoluene (IC50=2651 μM), were evaluated in the diphenylpicrylhydrazyl (DPPH) radical scavenging assay.
CONCLUSIONS:
Among the isolates, the phenolic derivatives and coumarins showed superior antioxidant activity (IC50<100 μM) compared to the lignans and stilbene (IC50>100 μM). Also, this is the first report of 16 of these 23 phenolics, that is, compounds 1, 2, 4-14, 18, 20, and 22, in maple syrup.

Trimethylgallic acid methyl ester Dilution Calculator

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Trimethylgallic acid methyl ester Molarity Calculator

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Preparing Stock Solutions of Trimethylgallic acid methyl ester

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.4209 mL 22.1043 mL 44.2087 mL 88.4173 mL 110.5217 mL
5 mM 0.8842 mL 4.4209 mL 8.8417 mL 17.6835 mL 22.1043 mL
10 mM 0.4421 mL 2.2104 mL 4.4209 mL 8.8417 mL 11.0522 mL
50 mM 0.0884 mL 0.4421 mL 0.8842 mL 1.7683 mL 2.2104 mL
100 mM 0.0442 mL 0.221 mL 0.4421 mL 0.8842 mL 1.1052 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.

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References on Trimethylgallic acid methyl ester

Maple syrup phytochemicals include lignans, coumarins, a stilbene, and other previously unreported antioxidant phenolic compounds.[Pubmed:21033720]

J Agric Food Chem. 2010 Nov 24;58(22):11673-9.

Twenty-three phenolic compounds were isolated from a butanol extract of Canadian maple syrup (MS-BuOH) using chromatographic methods. The compounds were identified from their nuclear magnetic resonance and mass spectral data as 7 lignans [lyoniresinol (1), secoisolariciresinol (2), dehydroconiferyl alcohol (3), 5'-methoxy-dehydroconiferyl alcohol (4), erythro-guaiacylglycerol-beta-O-4'-coniferyl alcohol (5), erythro-guaiacylglycerol-beta-O-4'-dihydroconiferyl alcohol (6), and [3-[4-[(6-deoxy-alpha-l-mannopyranosyl)oxy]-3-methoxyphenyl]methyl]-5-(3,4-dimeth oxyphenyl)dihydro-3-hydroxy-4-(hydroxymethyl)-2(3H)-furanone (7)], 2 coumarins [scopoletin (8) and fraxetin (9)], a stilbene [(E)-3,3'-dimethoxy-4,4'-dihydroxystilbene (10)], and 13 phenolic derivatives [2-hydroxy-3',4'-dihydroxyacetophenone (11), 1-(2,3,4-trihydroxy-5-methylphenyl)ethanone (12), 2,4,5-trihydroxyacetophenone (13), catechaldehyde (14), vanillin (15), syringaldehyde (16), gallic acid (17), trimethyl gallic acid methyl ester (18), syringic acid (19), syringenin (20), (E)-coniferol (21), C-veratroylglycol (22), and catechol (23)]. The antioxidant activities of MS-BuOH (IC50>1000 mug/mL), pure compounds, vitamin C (IC50=58 muM), and a synthetic commercial antioxidant, butylated hydroxytoluene (IC50=2651 muM), were evaluated in the diphenylpicrylhydrazyl (DPPH) radical scavenging assay. Among the isolates, the phenolic derivatives and coumarins showed superior antioxidant activity (IC50<100 muM) compared to the lignans and stilbene (IC50>100 muM). Also, this is the first report of 16 of these 23 phenolics, that is, compounds 1, 2, 4-14, 18, 20, and 22, in maple syrup.

Description

Methyl 3,4,5-trimethoxybenzoate can be synthesized from Gallic acid. Methyl 3,4,5-trimethoxybenzoate is mainly used in the production of Trimethoprim (TMP), Sulfa synergistic intermediates, and many other agents.

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