Physicochemical Properties
| Molecular Formula | C15H12O6 |
| Molecular Weight | 288.2522 |
| Exact Mass | 288.063 |
| CAS # | 484-76-4 |
| PubChem CID | 5281294 |
| Appearance | Yellow to brown solid powder |
| Density | 1.584g/cm3 |
| Boiling Point | 638ºC at 760mmHg |
| Flash Point | 353.7ºC |
| Vapour Pressure | 7.12E-17mmHg at 25°C |
| Index of Refraction | 1.782 |
| LogP | 2.11 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 21 |
| Complexity | 396 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | C1=CC(=C(C=C1/C=C/C(=O)C2=C(C(=C(C=C2)O)O)O)O)O |
| InChi Key | GSBNFGRTUCCBTK-DAFODLJHSA-N |
| InChi Code | InChI=1S/C15H12O6/c16-10(9-3-6-12(18)15(21)14(9)20)4-1-8-2-5-11(17)13(19)7-8/h1-7,17-21H/b4-1+ |
| Chemical Name | (E)-3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)prop-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 Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| 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 | In BV-2 cells, okanin dramatically reduces the expression of TLR4 triggered by LPS. The cytoplasmic to nuclear translocation of the NF-κB p65 subunit is inhibited by okanin. In LPS-stimulated BV-2 cells, okanin strongly suppresses both the synthesis and mRNA expression of IL-6 and TNF-α as well as LPS-induced iNOS expression [1]. |
| References |
[1]. Okanin, effective constituent of the flower tea Coreopsis tinctoria, attenuates LPS-induced microglial activation through inhibition of the TLR4/NF-κB signaling pathways. Sci Rep. 2017 Apr 3;7:45705. |
| Additional Infomation |
Okanin is a member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 3, 4, 2', 3', and 4' respectively. It has a role as a plant metabolite. It is a member of chalcones and a benzenetriol. It is functionally related to a trans-chalcone. Okanin has been reported in Coreopsis lanceolata, Abies pindrow, and other organisms with data available. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~16.67 mg/mL (~57.83 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.67 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. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.4692 mL | 17.3461 mL | 34.6921 mL | |
| 5 mM | 0.6938 mL | 3.4692 mL | 6.9384 mL | |
| 10 mM | 0.3469 mL | 1.7346 mL | 3.4692 mL |