Y16, formerly known as RhoA-IN-Y16, is a RhoA inhibitor, Y16 blocks the binding of LARG, a DBL-family Rho guanine nucleotide exchange factor, with Rho (Kd = 80 nM). Y16 specifically blocks the activation of the RhoA and RhoA signaling pathways that is catalyzed by LARG. Y16 prevents the MCF7 breast cancer cells from proliferating and migrating.
Physicochemical Properties
| Molecular Formula | C24H20N2O3 |
| Molecular Weight | 384.435 |
| Exact Mass | 384.147 |
| Elemental Analysis | C, 74.98; H, 5.24; N, 7.29; O, 12.49 |
| CAS # | 429653-73-6 |
| Related CAS # | 429653-73-6 |
| PubChem CID | 989521 |
| Appearance | White to off-white solid powder |
| Density | 1.3±0.1 g/cm3 |
| Index of Refraction | 1.665 |
| LogP | 5.26 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 5 |
| Heavy Atom Count | 29 |
| Complexity | 626 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | O=C(N1)/C(C(N1C2=CC=CC=C2)=O)=C\C3=CC(OCC4=CC(C)=CC=C4)=CC=C3 |
| InChi Key | ITMLWGWTDWJSRZ-PXLXIMEGSA-N |
| InChi Code | InChI=1S/C24H20N2O3/c1-17-7-5-9-19(13-17)16-29-21-12-6-8-18(14-21)15-22-23(27)25-26(24(22)28)20-10-3-2-4-11-20/h2-15H,16H2,1H3,(H,25,27)/b22-15+ |
| Chemical Name | (4E)-4-[[3-[(3-methylphenyl)methoxy]phenyl]methylidene]-1-phenylpyrazolidine-3,5-dione |
| Synonyms | RhoA-IN-Y16; Y16; Y-16; Y 16 |
| 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
| Targets | LARG ( Kd = 76 nM ) |
| ln Vitro |
Y16 (10-30 μM; 24 hours; NIH 3T3 cells) is specific for RhoA and can inhibit the formation of RhoA-GTP induced by serum in a dose-dependent manner[1]. Y16 (10-30 μM; 24 hours; NIH 3T3 cells) effectively suppresses the production of phospho-MLC and phospho-FAK, which are downstream of RhoA, when induced by serum or SDF-1α[1]. |
| Cell Assay |
Cell Line: NIH 3T3 cells Concentration: 10 μM, 30 μM Incubation Time: 24 hours Result: Inhibited RhoA-GTP formation induced by serum dose dependently and was specific for RhoA. |
| References |
[1]. Small-molecule inhibitors targeting G-protein-coupled Rho guanine nucleotide exchange factors. Proc Natl Acad Sci U S A. 2013 Feb 19;110(8):3155-60. |
Solubility Data
| Solubility (In Vitro) | DMSO: 25~39 mg/mL (65.0~101.4 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 2.5 mg/mL (6.50 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 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 (6.50 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 | 2.6012 mL | 13.0059 mL | 26.0119 mL | |
| 5 mM | 0.5202 mL | 2.6012 mL | 5.2024 mL | |
| 10 mM | 0.2601 mL | 1.3006 mL | 2.6012 mL |