Physicochemical Properties
| Molecular Formula | C17H15N3O3 |
| Molecular Weight | 309.3193 |
| Exact Mass | 309.111 |
| CAS # | 2404756-81-4 |
| PubChem CID | 146301742 |
| Appearance | White to light yellow solid powder |
| LogP | 2.8 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Heavy Atom Count | 23 |
| Complexity | 431 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | O([H])C1=C([H])C([H])=C([H])C([H])=C1C1=NC2C([H])=C([H])C(C(N([H])OC([H])([H])C([H])=C([H])[H])=O)=C([H])C=2N1[H] |
| InChi Key | RGROIKJLROTDCR-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C17H15N3O3/c1-2-9-23-20-17(22)11-7-8-13-14(10-11)19-16(18-13)12-5-3-4-6-15(12)21/h2-8,10,21H,1,9H2,(H,18,19)(H,20,22) |
| Chemical Name | 2-(2-hydroxyphenyl)-N-prop-2-enoxy-3H-benzimidazole-5-carboxamide |
| 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 | A dose-dependent reduction in the REST isoform in protein level is induced by X5050 (100 µM, 1 day)[1]. |
| ln Vivo | In the pathogenic context of HD, X5050 (2 x 2µl of 20 mM) exhibits activity[1]. |
| Cell Assay |
Western Blot Analysis[1] Cell Types: NSCs. Tested Concentrations: 100 µM. Incubation Duration:One day. Experimental Results: Induced a dosedependent decrease in the 122 kDa longer REST isoform. |
| Animal Protocol |
Animal/Disease Models: 12weeks old male C57Bl6 mice[1].2 Doses: 2 x 2µl of 20 mM in 10% DMSO in water. Route of Administration: Intraventricular injection. Experimental Results: Increased BDNF expression. A decrease in Darpp32 and Snap25 expression was found by QRT-PCR in the lesioned striatum as compared with the contralateral striatum. Dramatically increased the levels of Bdnf II splice variant (exon II containing variant) while Bdnf IV levels were not Dramatically changed. |
| References |
[1]. High throughput screening for inhibitors of REST in neural derivatives of human embryonic stem cells reveals a chemical compound that promotes expression of neuronal genes. Stem Cells. 2013 Sep;31(9):1816-28. |
| Additional Infomation | X5050 is a REST inhibitor. |
Solubility Data
| Solubility (In Vitro) | DMSO: 100 mg/mL (323.29 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.08 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 | 3.2329 mL | 16.1645 mL | 32.3290 mL | |
| 5 mM | 0.6466 mL | 3.2329 mL | 6.4658 mL | |
| 10 mM | 0.3233 mL | 1.6164 mL | 3.2329 mL |