 Chemical Structure.png)
Physicochemical Properties
| Molecular Formula | C15H12O |
| Molecular Weight | 208.26 |
| Exact Mass | 208.088 |
| CAS # | 614-47-1 |
| Related CAS # | Chalcone;94-41-7 |
| PubChem CID | 637760 |
| Appearance | Off-white to light yellow solid powder |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 346.6±25.0 °C at 760 mmHg |
| Melting Point | 55-57ºC |
| Flash Point | 150.1±18.1 °C |
| Vapour Pressure | 0.0±0.8 mmHg at 25°C |
| Index of Refraction | 1.625 |
| LogP | 4.01 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 16 |
| Complexity | 242 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | C1=CC=C(C=C1)/C=C/C(=O)C2=CC=CC=C2 |
| InChi Key | DQFBYFPFKXHELB-VAWYXSNFSA-N |
| InChi Code | InChI=1S/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+ |
| Chemical Name | (E)-1,3-diphenylprop-2-en-1-one |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | Porcine pancreatic α-amylase is competitively inhibited by trans-chalcone, with a Ki of 48 μM[2]. In MCF-7 cells, trans-Chalcone (30.23-98.03 μM; 24 hours) causes cell cycle arrest and apoptosis[1]. Bcl-2, a protein associated to apoptosis, is expressed less when trans-Chalcone (20-80 μM; 24–48 hours) is applied[1]. In a 24-hour period, trans-Chalcone (58.25 μM; 6) exhibits a stronger induction of CIDEA, a stronger inhibition of Bcl-2, and an induction of APAF1 and BAX. MCF-7 cell viability is inhibited by trans-Chalcone (24 hours) (IC20=30.23 μM; IC50=58.25 μM; IC80=98.03 μM). For the MCF-7 and 3T3 cell lines, trans-Chalcone (48 h) had IC50s of 41.53 μM and 48.41 μM, respectively. There is a noticeable cytotoxic action of trans-Chalcone[1]. |
| Cell Assay |
Apoptosis Analysis[1] Cell Types: MCF-7 cell Tested Concentrations: 30.23, 58.25, 98.03 μM Incubation Duration: 24 hrs (hours) Experimental Results: Induced apoptosis of the breast cancer cell line. Cell Cycle Analysis[1] Cell Types: MCF-7 cell Tested Concentrations: 30.23, 58.25, 98.03 μM Incubation Duration: 24 hrs (hours) Experimental Results: Caused cell cycle arrest in G1. Western Blot Analysis[1] Cell Types: MCF-7 cell Tested Concentrations: 20, 40, 80 μM Incubation Duration: 24, 48 hrs (hours) Experimental Results: decreased the expression of the apoptosis-related protein Bcl-2 and induced the expression of the CIDEA gene. There was marked degradation of cyclin D1 at 48 h. RT-PCR[1] Cell Types: MCF- 7 cell Tested Concentrations: 58.25 μM Incubation Duration: 6, 24 hrs (hours) Experimental Results: Had greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hrs (hours). |
| References |
[1]. Cytotoxicity of trans-chalcone and licochalcone A against breast cancer cells is due to apoptosis induction and cell cycle arrest. Biomed Pharmacother. 2017 Jan;85:425-433. [2]. Trans-chalcone: a novel small molecule inhibitor of mammalian alpha-amylase. Mol Biol Rep. 2011 Mar;38(3):1617-20. [3]. Trans-chalcone and quercetin down-regulate fatty acid synthase gene expression and reduce ergosterol content in the human pathogenic dermatophyte Trichophyton rubrum. BMC Complement Altern Med. 2013 Sep 17;13:229. |
| Additional Infomation |
Chalcone is a member of the class of chalcones that is acetophenone in which one of the methyl hydrogens has been replaced by a benzylidene group. It has a role as a plant metabolite. It is a member of styrenes and a member of chalcones. Chalcone has been reported in Alpinia hainanensis, Xanthorrhoea latifolia, and other organisms with data available. An aromatic KETONE that forms the core molecule of CHALCONES. |
Solubility Data
| Solubility (In Vitro) | DMSO : 100 mg/mL (480.17 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (12.00 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (12.00 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (12.00 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.8017 mL | 24.0085 mL | 48.0169 mL | |
| 5 mM | 0.9603 mL | 4.8017 mL | 9.6034 mL | |
| 10 mM | 0.4802 mL | 2.4008 mL | 4.8017 mL |