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6-Methoxy-2-(2-phenylethyl)chromone

CAS# 84294-89-3

6-Methoxy-2-(2-phenylethyl)chromone

2D Structure

Catalog No. BCX0726----Order now to get a substantial discount!

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Quality Control of 6-Methoxy-2-(2-phenylethyl)chromone

3D structure

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6-Methoxy-2-(2-phenylethyl)chromone

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Chemical Properties of 6-Methoxy-2-(2-phenylethyl)chromone

Cas No. 84294-89-3 SDF Download SDF
PubChem ID 5319482.0 Appearance Powder
Formula C18H16O3 M.Wt 280.32
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 6-methoxy-2-(2-phenylethyl)chromen-4-one
SMILES COC1=CC2=C(C=C1)OC(=CC2=O)CCC3=CC=CC=C3
Standard InChIKey JOYYVGVYUHRBAE-UHFFFAOYSA-N
Standard InChI InChI=1S/C18H16O3/c1-20-14-9-10-18-16(11-14)17(19)12-15(21-18)8-7-13-5-3-2-4-6-13/h2-6,9-12H,7-8H2,1H3
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.

6-Methoxy-2-(2-phenylethyl)chromone Dilution Calculator

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6-Methoxy-2-(2-phenylethyl)chromone Molarity Calculator

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Preparing Stock Solutions of 6-Methoxy-2-(2-phenylethyl)chromone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.5674 mL 17.8368 mL 35.6735 mL 71.347 mL 89.1838 mL
5 mM 0.7135 mL 3.5674 mL 7.1347 mL 14.2694 mL 17.8368 mL
10 mM 0.3567 mL 1.7837 mL 3.5674 mL 7.1347 mL 8.9184 mL
50 mM 0.0713 mL 0.3567 mL 0.7135 mL 1.4269 mL 1.7837 mL
100 mM 0.0357 mL 0.1784 mL 0.3567 mL 0.7135 mL 0.8918 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 6-Methoxy-2-(2-phenylethyl)chromone

Adiponectin-Secretion-Promoting Phenylethylchromones from the Agarwood of Aquilaria malaccensis.[Pubmed:30672698]

J Nat Prod. 2019 Feb 22;82(2):259-264.

The therapeutic potential of adiponectin regulation has received interest because of its association with diverse human disease conditions, such as diabetes, obesity, atherosclerosis, and cancer. Phenylethylchromone derivatives from Aquilaria malaccensis-derived agarwood promoted adiponectin secretion during adipogenesis in human bone marrow mesenchymal stem cells, and 5,6-dihydroxy-2-(2-phenylethyl)chromone (1) was identified as a new chromone derivative. A target identification study with the most potent adiponectin-secretion-promoting phenylethylchromones, 6-Methoxy-2-(2-phenylethyl)chromone (3) and 7-methoxy-2-(2-phenylethyl)chromone (4), showed that they are PPARgamma partial agonists. Therefore, the diverse therapeutic effects of agarwood are associated with a PPARgamma-mediated adiponectin-secretion-promoting mechanism.

Analysis of 2-(2-Phenylethyl)chromones by UPLC-ESI-QTOF-MS and Multivariate Statistical Methods in Wild and Cultivated Agarwood.[Pubmed:27223280]

Int J Mol Sci. 2016 May 23;17(5):771.

Agarwood is the fragrant resinous material mainly formed from species of Aquilaria. 2-(2-phenylethyl)chromones, especially the highly oxidized 5,6,7,8-tetrahydro-2-(2-phenylethyl)chromones, are the main representative compounds from agarwood. It is important to determine whether agarwood in trade is from cultivated trees or natural trees in the Convention on the International Trade in Endangered Species (CITES). We characterized the 2-(2-phenylethyl)chromones in agarwood by ultra-performance liquid chromatography coupled with electrospray ionization mass spectrometry (UPLC-ESI-QTOF-MS) and differentiated wild from cultivated agarwood by metabolomic analysis. A total of 141 chromones including 50 potentially new compounds were evaluated as belonging to four structural classes (unoxidized 2-(2-phenylethyl)chromones, 5,6,7,8-tetrahydro-2-(2-phenylethyl)-chromones, bi-2-(2-phenylethyl)chromones, and tri-2-(2-phenylethyl)chromones). The metabolic difference between wild and cultivated agarwood was analyzed by component analysis (PCA) and orthogonal partial least squares discriminant analysis (OPLS-DA). Fourteen markers of metabolisms in wild and cultivated agarwood were constructed (e.g., 6,7-dimethoxy-2-(2-phenylethyl)chromone, 6,8-dihydroxy-2-(2-phenylethyl)chromone, 6-Methoxy-2-(2-phenylethyl)chromone, etc.). These results indicated that UPLC-ESI-QTOF-MS-based metabonomics analysis in agarwood may be useful for distinguishing wild agarwood from cultivated agarwood.

Three 2-(2-phenylethyl) chromones and two terpenes from agarwood.[Pubmed:15938144]

Nat Prod Res. 2005 Jun;19(4):367-72.

A new Chromone, 7,8-dimethoxy-2-[2-(3'-acetoxyphenyl)ethyl]chromone (1) was isolated from an acetone extract of the Cambodian agarwood along with two known chromones, 6-Methoxy-2-(2-phenylethyl)chromone (2) and 6,7-dimethoxy-2-(2-phenylethyl)chromone (3). In addition, an abietane ester (4) and the sesquiterpene dehydrofukinone (5) were isolated from the agarwood oil of the same origin. Structural elucidation of all isolated compounds was made based on IR, 1H and 13C NMR spectroscopic data.

[Studies on the chemical constituents of Aquilaria sinensis(Lour.) Gilg. IV. Isolation and characterization of 2-(2-phenylethyl)chromone derivatives].[Pubmed:2618717]

Yao Xue Xue Bao. 1989;24(9):678-83.

Six chromone derivatives were isolated from the ether soluble fraction of the alcoholic extract of Aquilaria sinensis(Lour.) Gilg. (Thymeleaceae) by silica gel chromatography. On the basis of spectrometric data (UV, IR, 1HNMR and 13CNMR as well as MS) and chemical synthesis one of them was found to be a new chromone, 6-hydroxy-2-[2-(4'-methoxylphenyl)ethyl]chromone(VI) and the other five known chromones are 2-(2-phenylethyl)chromone(I), 6-Methoxy-2-(2-phenylethyl)chromone (II), 6.7-dimethoxy-2-(2-phenylethyl)chromone(III), 6-methoxy-2[2-(3'-methoxyphenyl)ethyl]chromone(IV) and 6-hydroxy-2-(2-phenylethyl) chromone(V). These compounds were obtained for the first time from this plant.

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