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2',4',6'-Trihydroxyacetophenone

CAS# 480-66-0

2',4',6'-Trihydroxyacetophenone

Catalog No. BCN3996----Order now to get a substantial discount!

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Quality Control of 2',4',6'-Trihydroxyacetophenone

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Chemical structure

2',4',6'-Trihydroxyacetophenone

3D structure

Chemical Properties of 2',4',6'-Trihydroxyacetophenone

Cas No. 480-66-0 SDF Download SDF
PubChem ID 68073 Appearance Powder
Formula C8H8O4 M.Wt 168.2
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1-(2,4,6-trihydroxyphenyl)ethanone
SMILES CC(=O)C1=C(C=C(C=C1O)O)O
Standard InChIKey XLEYFDVVXLMULC-UHFFFAOYSA-N
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 2',4',6'-Trihydroxyacetophenone

The barks of Albizia julibrissin

Biological Activity of 2',4',6'-Trihydroxyacetophenone

Description2',4',6'-Trihydroxyacetophenone has antiobesity and hypolipidemic effects, may be partly mediated by delaying the intestinal absorption of dietary fat by inhibiting pancreatic lipase activity.
TargetsHMG-CoA Reductase
In vivo

The 2',4',6'-trihydroxyacetophenone isolated from Myrcia multiflora has antiobesity and mixed hypolipidemic effects with the reduction of lipid intestinal absorption.[Pubmed: 21472649]

Planta Med. 2011 Sep;77(14):1569-74.

This study evaluated the hypolipidemic and antiobesity effects of phloroacetophenone (2',4',6'-Trihydroxyacetophenone, THA) isolated from Myrcia multiflora and their relationship with triglyceride (TG) intestinal absorption and pancreatic lipase activity inhibition.
METHODS AND RESULTS:
The hypolipidemic effect of 2',4',6'-Trihydroxyacetophenone was evaluated by acute (Triton WR-1339 treatment) and chronic assay (high-fat diet treatment), the antiobesity effect was evaluated by chronic assay (high-fat diet treatment), while the inhibition of enzymatic activity of pancreatic lipase was measured in the intestinal tissue of mice treated with high olive oil concentration. In the acute assay, 2',4',6'-Trihydroxyacetophenone caused greater total cholesterol (37 %) and triglyceride (46 %) serum level reduction than lovastatin (32 and 1 %), a HMG-CoA reductase inhibitor or orlistat (26 and 34 %), a gastrointestinal lipase inhibitor. In addition, in the chronic assay with a high-fat diet, 2',4',6'-Trihydroxyacetophenone reduced cholesterol and triglyceride levels (32 and 61 %, respectively) while lovastatin showed a decrease of 35 and 49 %, respectively. 2',4',6'-Trihydroxyacetophenone also caused a reduction in weight gain very similar to orlistat (40 and 38 %, respectively) when the animals were submitted to a high-fat diet. Moreover, 2',4',6'-Trihydroxyacetophenone showed a stronger and continuous pancreatic lipase inhibitory activity when compared with orlistat, causing inhibition of this enzyme during 6 hours associated to a significant reduction of triglyceride serum levels.
CONCLUSIONS:
The IN VIVO antiobesity and hypolipidemic effects of 2',4',6'-Trihydroxyacetophenone may be partly mediated by delaying the intestinal absorption of dietary fat by inhibiting pancreatic lipase activity.

Protocol of 2',4',6'-Trihydroxyacetophenone

Structure Identification
Rapid Commun Mass Spectrom. 2007;21(13):2137-46.

Matrix-assisted laser desorption/ionization mass spectrometry of polysaccharides with 2',4',6'-trihydroxyacetophenone as matrix.[Pubmed: 17546658]

So far, there have been only a few matrices reported for detection of polysaccharides with molecular weight higher than 3000 Daltons by matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS).
METHODS AND RESULTS:
In this work, we found that 2',4',6'-Trihydroxyacetophenone (THAP) is a good matrix for MALDI time-of-flight MS analysis of polysaccharides with broad mass range.
CONCLUSIONS:
Large polysaccharides, dextrans, glycoproteins and polysialic acids have been successfully detected by MALDI-MS with 2',4',6'-Trihydroxyacetophenone as matrix.

2',4',6'-Trihydroxyacetophenone Dilution Calculator

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2',4',6'-Trihydroxyacetophenone Molarity Calculator

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Preparing Stock Solutions of 2',4',6'-Trihydroxyacetophenone

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.

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References on 2',4',6'-Trihydroxyacetophenone

Matrix-assisted laser desorption/ionization mass spectrometry of polysaccharides with 2',4',6'-trihydroxyacetophenone as matrix.[Pubmed:17546658]

Rapid Commun Mass Spectrom. 2007;21(13):2137-46.

So far, there have been only a few matrices reported for detection of polysaccharides with molecular weight higher than 3000 Daltons by matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS). In this work, we found that 2',4',6'-trihydroxyacetophenone (THAP) is a good matrix for MALDI time-of-flight MS analysis of polysaccharides with broad mass range. Large polysaccharides, dextrans, glycoproteins and polysialic acids have been successfully detected by MALDI-MS with THAP as matrix.

The 2',4',6'-trihydroxyacetophenone isolated from Myrcia multiflora has antiobesity and mixed hypolipidemic effects with the reduction of lipid intestinal absorption.[Pubmed:21472649]

Planta Med. 2011 Sep;77(14):1569-74.

This study evaluated the hypolipidemic and antiobesity effects of phloroacetophenone (2',4',6'-trihydroxyacetophenone, THA) isolated from Myrcia multiflora and their relationship with triglyceride (TG) intestinal absorption and pancreatic lipase activity inhibition. The hypolipidemic effect of THA was evaluated by acute (Triton WR-1339 treatment) and chronic assay (high-fat diet treatment), the antiobesity effect was evaluated by chronic assay (high-fat diet treatment), while the inhibition of enzymatic activity of pancreatic lipase was measured in the intestinal tissue of mice treated with high olive oil concentration. In the acute assay, THA caused greater total cholesterol (37 %) and triglyceride (46 %) serum level reduction than lovastatin (32 and 1 %), a HMG-CoA reductase inhibitor or orlistat (26 and 34 %), a gastrointestinal lipase inhibitor. In addition, in the chronic assay with a high-fat diet, THA reduced cholesterol and triglyceride levels (32 and 61 %, respectively) while lovastatin showed a decrease of 35 and 49 %, respectively. THA also caused a reduction in weight gain very similar to orlistat (40 and 38 %, respectively) when the animals were submitted to a high-fat diet. Moreover, THA showed a stronger and continuous pancreatic lipase inhibitory activity when compared with orlistat, causing inhibition of this enzyme during 6 hours associated to a significant reduction of triglyceride serum levels. The IN VIVO antiobesity and hypolipidemic effects of THA may be partly mediated by delaying the intestinal absorption of dietary fat by inhibiting pancreatic lipase activity.

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