3,6-Dihydroxyflavone is a natural flavone with anti-cancer activity. It dose- and time-dependently decreases cell viability and induces apoptosis by activating caspase cascade, cleaving poly (ADP-ribose) polymerase (PARP). 3,6-Dihydroxyflavone increases intracellular oxidative stress and lipid peroxidation.
Physicochemical Properties
| Molecular Formula | C15H10O4 |
| Molecular Weight | 254.2375 |
| Exact Mass | 254.058 |
| CAS # | 108238-41-1 |
| PubChem CID | 688659 |
| Appearance | Light yellow to light brown solid powder |
| Density | 1.472g/cm3 |
| Boiling Point | 477.1ºC at 760 mmHg |
| Melting Point | 231-234ºC |
| Flash Point | 186.2ºC |
| Vapour Pressure | 6.55E-10mmHg at 25°C |
| Index of Refraction | 1.712 |
| LogP | 2.871 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 1 |
| Heavy Atom Count | 19 |
| Complexity | 395 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | XHLOLFKZCUCROE-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C15H10O4/c16-10-6-7-12-11(8-10)13(17)14(18)15(19-12)9-4-2-1-3-5-9/h1-8,16,18H |
| Chemical Name | 3,6-dihydroxy-2-phenylchromen-4-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
| ADME/Pharmacokinetics |
Metabolism / Metabolites 3,6-Dihydroxyfavone has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(6-hydroxy-4-oxo-2-phenylchromen-3-yl)oxyoxane-2-carboxylic acid. |
| References |
[1]. 3,6-Dihydroxyflavone induces apoptosis in leukemia HL-60 cell via reactive oxygen species-mediated p38 MAPK/JNK pathway. Eur J Pharmacol. 2010;648(1-3):31-38. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~66.67 mg/mL (~262.23 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.83 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 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. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.9333 mL | 19.6665 mL | 39.3329 mL | |
| 5 mM | 0.7867 mL | 3.9333 mL | 7.8666 mL | |
| 10 mM | 0.3933 mL | 1.9666 mL | 3.9333 mL |