Physicochemical Properties
| Molecular Formula | C13H8O6 |
| Molecular Weight | 260.20 |
| Exact Mass | 260.032 |
| CAS # | 3542-72-1 |
| PubChem CID | 5281656 |
| Appearance | White to off-white solid powder |
| Density | 1.8±0.1 g/cm3 |
| Boiling Point | 595.1±50.0 °C at 760 mmHg |
| Flash Point | 237.8±23.6 °C |
| Vapour Pressure | 0.0±1.7 mmHg at 25°C |
| Index of Refraction | 1.801 |
| LogP | 0.95 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 0 |
| Heavy Atom Count | 19 |
| Complexity | 372 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | ZHTQCPCDXKMMLU-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C13H8O6/c14-5-1-9(17)12-11(2-5)19-10-4-8(16)7(15)3-6(10)13(12)18/h1-4,14-17H |
| Chemical Name | 1,3,6,7-tetrahydroxyxanthen-9-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: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| 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 | Norathyrol (1-25 µM) stops JB6 P+ cells from growing by causing a cell cycle arrest. Norathyrol causes G2-M arrest, which stops JB6 cell development [3]. In JB6 P+ cells, northyronol prevents UVB-induced ERK phosphorylation, AP-1, and NF-κB activation [3] [WB cell growth assay]. |
| ln Vivo | Northiol is a natural metabolite of mango in the human gut and is oral effective and safe [1]. Northyronol (0.92, 1.85 and 3.7 mg/kg) dose-dependently lowered serum uric acid levels by 27.0%, 33.6 and 37.4%, respectively [4]. |
| Cell Assay |
cell viability assay [3] Cell Types: Mouse skin epidermis JB6 P+ cells Tested Concentrations: 0 , 1, 10 or 25 µM Incubation Duration: 24 or 72 hrs (hours) Experimental Results: Inhibits cell growth in a dose- and time-dependent manner without causing cell death. Western Blot Analysis[3] Cell Types: JB6 P+ Cell Tested Concentrations: 0, 1, 10 or 25 µM Incubation Duration: 2 hrs (hours) Experimental Results: Inhibition of UVB-induced ERK and p90RSK phosphorylation. |
| Animal Protocol |
Animal/Disease Models: Adult Kunming mice, body weight 18-22 g[4] Doses: 0.92, 1.85 and 3.7 mg/kg Route of Administration: intragastric (po) (po)administration; twice a day for a total of five times. Experimental Results: Serum uric acid levels diminished by 27.0% respectively. , 33.6% and 37.4%. |
| References |
[1]. In Vitro and In Vivo Effects of Norathyriol and Mangiferin on α-Glucosidase. Biochem Res Int. 2017;2017:1206015. [2]. Effects of the mango components mangiferin and quercetin and the putative mangiferin metabolite norathyriol on the transactivation of peroxisome proliferator-activated receptor isoforms. J Agric Food Chem. 2008 May 14;56(9):3037-42. [3]. Norathyriol suppresses skin cancers induced by solar ultraviolet radiation by targeting ERK kinases. Cancer Res. 2012 Jan 1;72(1):260-70. [4]. Hypouricaemic action of mangiferin results from metabolite norathyriol via inhibiting xanthine oxidase activity. Pharm Biol. 2016 Sep;54(9):1680-6. |
| Additional Infomation |
Norathyriol is a member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 6 and 7. Isolated from Garcinia mangostana and Maclura pomifera, it exhibits inhibitory activity against protein kinase C. It has a role as an antineoplastic agent, an EC 2.7.11.13 (protein kinase C) inhibitor and a plant metabolite. It is a member of xanthones and a polyphenol. Norathyriol has been reported in Garcinia cowa, Hypericum sampsonii, and other organisms with data available. |
Solubility Data
| Solubility (In Vitro) |
DMSO : ~100 mg/mL (~384.32 mM) H2O : < 0.1 mg/mL |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.61 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 (9.61 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 (9.61 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 | 3.8432 mL | 19.2160 mL | 38.4320 mL | |
| 5 mM | 0.7686 mL | 3.8432 mL | 7.6864 mL | |
| 10 mM | 0.3843 mL | 1.9216 mL | 3.8432 mL |