Physicochemical Properties
| Molecular Formula | C42H78INO2 |
| Molecular Weight | 755.98 |
| Exact Mass | 755.507 |
| CAS # | 1202208-36-3 |
| PubChem CID | 25223004 |
| Appearance | White to off-white solid powder |
| LogP | 10.369 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 31 |
| Heavy Atom Count | 46 |
| Complexity | 630 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | UXOPVNPWTUWUEA-UHFFFAOYSA-M |
| InChi Code | InChI=1S/C42H78NO2.HI/c1-5-7-9-11-13-15-17-19-21-23-25-29-35-44-41-34-33-39(38-43(3,4)40-31-27-28-32-40)37-42(41)45-36-30-26-24-22-20-18-16-14-12-10-8-6-2;/h33-34,37,40H,5-32,35-36,38H2,1-4H3;1H/q+1;/p-1 |
| Chemical Name | cyclopentyl-[[3,4-di(tetradecoxy)phenyl]methyl]-dimethylazanium;iodide |
| 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
| Targets | TLR4 1.675 μM (IC50, in HEK293 cells) |
| ln Vitro | In HEK293 cells, lipid A-induced increases in phosphatase activity are inhibited in a concentration-dependent manner by CAY10614 (Compound 7) (1–10 μM) [1]. In neurons cultured for more than 18 days in vitro (DIV), CAY10614 (0.5 μM) suppresses the rise in [Ca2+]cyt brought on by LPS [2]. |
| ln Vivo | Mice given intraperitoneal LPS (20 mg/kg) had considerably higher survival rates when CAY10614 (Compound 7) (10 mg/kg; intraperitoneally injected 30 minutes before LPS) is administered[1]. |
| Animal Protocol |
Animal/Disease Models: C57BL/6J male mice (9 weeks) were ip injected with 20 mg/kg LPS[1] Doses: 10 mg/kg Route of Administration: Ip 30 min before the LPS Experimental Results: Increased the survival rate of mice from 0% to 67%. |
| References |
[1]. Glycolipids and benzylammonium lipids as novel antisepsis agents: synthesis and biological characterization. J Med Chem. 2009 Feb 26;52(4):1209-13. [2]. Aging and amyloid β oligomers enhance TLR4 expression, LPS-induced Ca 2+ responses, and neuron cell death in cultured rat hippocampal neurons. J Neuroinflammation. 2017 Jan 31;14(1):24. |
Solubility Data
| Solubility (In Vitro) | DMSO: 12.5 mg/mL (16.53 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 0.83 mg/mL (1.10 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 8.3 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of 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: 0.83 mg/mL (1.10 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 8.3 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 | 1.3228 mL | 6.6139 mL | 13.2279 mL | |
| 5 mM | 0.2646 mL | 1.3228 mL | 2.6456 mL | |
| 10 mM | 0.1323 mL | 0.6614 mL | 1.3228 mL |