Physicochemical Properties
| Molecular Formula | C28H28BF5N2O5S |
| Molecular Weight | 610.40 |
| Exact Mass | 610.173 |
| CAS # | 2816059-41-1 |
| PubChem CID | 165413024 |
| Appearance | White to off-white solid powder |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 9 |
| Heavy Atom Count | 42 |
| Complexity | 972 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | N(C1C=CC(=CC=1)B(O)O)(C(=O)CN(C)S(C1C(=C(C(=C(C=1F)F)F)F)F)(=O)=O)CC1C=CC(C2CCCCC2)=CC=1 |
| InChi Key | CEZFPVMURCGETD-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C28H28BF5N2O5S/c1-35(42(40,41)28-26(33)24(31)23(30)25(32)27(28)34)16-22(37)36(21-13-11-20(12-14-21)29(38)39)15-17-7-9-19(10-8-17)18-5-3-2-4-6-18/h7-14,18,38-39H,2-6,15-16H2,1H3 |
| Chemical Name | [4-[(4-cyclohexylphenyl)methyl-[2-[methyl-(2,3,4,5,6-pentafluorophenyl)sulfonylamino]acetyl]amino]phenyl]boronic acid |
| 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 | Compound 7 (1-2 μM; 24 hours; AGS and MGC-803 cell lines) contains STAT3-SH2 domain inhibitor 1, which potently and specifically inhibits the STAT3 signaling pathway[1]. For AGS and MGC-803 cells, the IC50 values of STAT3-SH2 domain inhibitor 1 (0-10 μM; 72 h) are 1.54 and 4.73 μM, respectively, indicating its antiproliferative activity[1]. Inducing apoptosis in gastric cancer cells, STAT3-SH2 domain inhibitor 1 (1 and 3 μM; 72 h; AGS and MGC-803 cell lines)[1]. |
| ln Vivo | STAT3-SH2 domain inhibitor 1 (compound 7) (5 and 15 mg/kg; ip; daily, for 20 d) showed better anticancer activity in BALB/c male nude mice that had stomach tumor xenografts[1]. |
| Cell Assay |
Cell Viability Assay[1] Cell Types: AGS and MGC- 803 cell lines Tested Concentrations: 0-10 μM Incubation Duration: 72 hrs (hours) Experimental Results: Suppressed cancer cell proliferation and growth. Apoptosis Analysis[1] Cell Types: AGS and MGC-803 cell lines Tested Concentrations: 1 and 3 μM Incubation Duration: 72 hrs (hours) Experimental Results: Induced apoptosis in AGS cells in a concentration-dependent manner, resulting in apoptotic percentages of 13.0 and 26.7% at 1 and 3 μM, respectively. Induced apoptosis of MGC-803 cells in a dose-dependent way, leading to apoptotic percentage of 11.2 % at 5 μM. Western Blot Analysis[1] Cell Types: AGS and MGC-803 cell lines Tested Concentrations: 1 and 3 μM Incubation Duration: 24 hrs (hours) Experimental Results: Inhibited STAT3 phosphorylation at Tyr705 in a dose-dependent manner. Western Blot Analysis[1] Cell Types: HEK-293T cells Tested Concentrations: 1, 3, and 5 μM Incubation Duration: 24 hrs (hours) Experimental Results: Disrupted STAT3 dimerization in HEK-293T cells. |
| Animal Protocol |
Animal/Disease Models: BALB/c male nude mice with gastric tumor xenografts[1] Doses: 5 and 15 mg/kg Route of Administration: intraperitoneal (ip)injection; daily, for 20 days Experimental Results: Suppressed tumor growth in a dose-dependent manner, with tumor growth inhibition (TGI) of 65.14% at 5 mg/kg and 79.13% at 15 mg/kg, respectively. |
| References |
[1]. Boronic Acid: A Novel Pharmacophore Targeting Src Homology 2 (SH2) Domain of STAT3. J Med Chem. 2022 Oct 13;65(19):13094-13111. |
Solubility Data
| Solubility (In Vitro) | May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples |
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples. Injection Formulations (e.g. IP/IV/IM/SC) Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] *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. Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline) Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline) Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline) Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil) Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). Oral Formulation 3: Dissolved in PEG400 Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose Oral Formulation 6: Mixing with food powders Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.6383 mL | 8.1913 mL | 16.3827 mL | |
| 5 mM | 0.3277 mL | 1.6383 mL | 3.2765 mL | |
| 10 mM | 0.1638 mL | 0.8191 mL | 1.6383 mL |