2-Hydroxy-3,4,5,6-tetramethoxychalconeCAS# 219298-74-5 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 219298-74-5 | SDF | Download SDF |
| PubChem ID | 73554054 | Appearance | Yellow powder |
| Formula | C19H20O6 | M.Wt | 344.36 |
| Type of Compound | Chalcones | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (E)-3-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)-1-phenylprop-2-en-1-one | ||
| SMILES | COC1=C(C(=C(C(=C1C=CC(=O)C2=CC=CC=C2)O)OC)OC)OC | ||
| Standard InChIKey | WKHFCYYMOLJMDZ-ZHACJKMWSA-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. |
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| 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. |
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| 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. | ||
2-Hydroxy-3,4,5,6-tetramethoxychalcone Dilution Calculator
2-Hydroxy-3,4,5,6-tetramethoxychalcone Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.9039 mL | 14.5197 mL | 29.0394 mL | 58.0788 mL | 72.5984 mL |
| 5 mM | 0.5808 mL | 2.9039 mL | 5.8079 mL | 11.6158 mL | 14.5197 mL |
| 10 mM | 0.2904 mL | 1.452 mL | 2.9039 mL | 5.8079 mL | 7.2598 mL |
| 50 mM | 0.0581 mL | 0.2904 mL | 0.5808 mL | 1.1616 mL | 1.452 mL |
| 100 mM | 0.029 mL | 0.1452 mL | 0.2904 mL | 0.5808 mL | 0.726 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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Crystal structure of 3-benzoyl-2-[(5-bromo-2-hydroxy-3-meth-oxy-benzyl-idene)amino]-4,5,6,7-tetra-hydr o-benzo[b]thio-phene.[Pubmed:25878812]
Acta Crystallogr E Crystallogr Commun. 2015 Jan 17;71(Pt 2):176-9.
In the cyclo-hexene ring of the title compound, C23H20BrNO3S, the -(CH2)4- atoms are positionally disordered [occupancy ratio = 0.753 (6):0.247 (6)]. The ring has a half-chair conformation for both the major and minor components. The dihedral angles between the mean plane of the thio-phene ring and those of the benzene and phenyl rings are 35.2 (4) and 57.7 (3) degrees , respectively. The planes of the two aryl rings are twisted with respect to each other by 86.4 (6) degrees . In the mol-ecule, there is an O-Hcdots, three dots, centeredN hydrogen bond forming an S(6) ring motif. In the crystal, mol-ecules are linked via C-Hcdots, three dots, centeredO hydrogen bonds, forming chains parallel to [100].
Synthesis and biological activities of N-(3-carboxylpropyl)-5-amino-2-hydroxy-3-tridecyl-1,4-benzoquinone and analogues.[Pubmed:23190044]
J Nat Prod. 2012 Dec 28;75(12):2209-15.
The synthesis of benzoquinone natural product 2 and three analogues is described. The synthesized compounds were tested for their ability to protect Friedreich's ataxia (FRDA) lymphocytes from induced oxidative stress. One of the analogues (3) conferred cytoprotection in a dose-dependent manner in FRDA lymphocytes at micromolar concentrations. The biological assays suggest that the modification of the 2-hydroxy and N-(3-carboxypropyl) groups in the natural product can improve its antioxidant activity and significantly enhance its ability to protect mitochondrial function under conditions of oxidative stress.
Antimitotic and vascular disrupting agents: 2-hydroxy-3,4,5-trimethoxybenzophenones.[Pubmed:24657567]
Eur J Med Chem. 2014 Apr 22;77:306-14.
2-Hydroxy-3,4,5-trimethoxybenzophenones (8-16) manifest pseudo-ring formation involving intramolecular hydrogen bonding of the 2-OH and the carbonyl group. Among the synthetic products described in this report, (3-hydroxy-4-methoxyphenyl)(2-hydroxy-3,4,5-trimethoxyphenyl)-methanone (14) and (3-amino-4-methoxyphenyl)(2-hydroxy-3,4,5-trimethoxy-phenyl)methanone (16) exhibit significant antiproliferative activity against KB cells with IC50 values of 11.1 and 11.3 nM, respectively. These two compounds also displayed tubulin affinity comparable to that of combretastatin A-4. In studies with human umbilical vein endothelial cells, compounds 14 and 16 revealed concentration-dependent vascular-disrupting properties. The results support the rationale of the pseudo-ring concept and suggest further investigation of A-ring modification in these benzophenones.
