EHop-016
EHop-016 (CAS 1380432-32-5) is a small-molecule inhibitor targeting the Rac GTPases Rac1 and Rac3. It was designed to inhibit Rac activity, thereby modulating processes such as lamellipodia formation and cell migration.
EHop-016 mainly exerts its biological activity by disrupting the interactions between Rac and Vav2 as well as downstream effector molecules (such as PAK1). In cell-based studies, EHop-016 shows selective inhibition of Rac1, with an IC50 of 1.1 μM in MDA-MB-435 and MDA-MB-231 cells.
EHop-016 has potential applications in studying Rac-mediated cancer cell migration and metastasis.
References:
1. Montalvo-Ortiz BL, Castillo-Pichardo L, Hernández E et al. Characterization of EHop-016, novel small molecule inhibitor of Rac GTPase. J Biol Chem. 2012 Apr 13;287(16):13228-38.
2. Martin H, Mali RS, Ma P et al. Pak and Rac GTPases promote oncogenic KIT-induced neoplasms. J Clin Invest. 2013 Oct;123(10):4449-63.
| Physical Appearance | A solid |
| Storage | -20°C |
| M.Wt | 430.55 |
| Cas No. | 1380432-32-5 |
| Formula | C25H30N6O |
| Solubility | ≥25.6 mg/mL in DMSO with gentle warming; insoluble in EtOH; insoluble in H2O |
| Chemical Name | 4-N-(9-ethylcarbazol-3-yl)-2-N-(3-morpholin-4-ylpropyl)pyrimidine-2,4-diamine |
| Canonical SMILES | C1=NC(=NN1C2C(C(C(O2)CO)O)O)C(=O)N |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Kinase experiment [1]: | |
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Rac Activity Assays |
Rac activity is determined from lysates of the MDA-MB-435 and MDA-MB-231 human metastatic cancer cell lines. Cancer cells in culture medium (DMEM, 10% FBS, pH 7.5) are treated with vehicle (0.1% DMSO) or varying concentrations of EHop-016 (0–10 μM) for 24 h. Rac1 activity is determined using the G-LISA Rac1 activation assay kit. |
| Cell experiment [1]: | |
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Cell lines |
MDA-MB-435 and MDA-MB-231 metastatic cancer cells |
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Preparation method |
The solubility of this compound in DMSO is >10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
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Reacting condition |
0–10 μM for 24 h |
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Applications |
EHop-016 inhibited Rac activity and reduced Rac-directed lamellipodia formation in both MDA-MB-435 and MDA-MB-231 metastatic cancer cells. Moreover, EHop-016 decreased Rac downstream effects of PAK1 (p21-activated kinase 1) activity and directed metastatic cancer cells migration. |
| Animal experiment [2]: | |
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Animal models |
KITD814V-bearing mice model |
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Dosage form |
2.5 μM; i.v. injection, for 45 days; |
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Applications |
Treatment of KITD814V-bearing cells with EHop-016 significantly enhanced leukemic mice survival and delayed disease progression. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: 1Montalvo-Ortiz, B. L., Castillo-Pichardo, L., Hernandez, E., Humphries-Bickley, T., De la Mota-Peynado, A., Cubano, L. A., Vlaar, C. P. and Dharmawardhane, S. (2012) Characterization of EHop-016, novel small molecule inhibitor of Rac GTPase. J Biol Chem. 287, 13228-13238 2Martin, H., Mali, R. S., Ma, P., Chatterjee, A., Ramdas, B., Sims, E., Munugalavadla, V., Ghosh, J., Mattingly, R. R., Visconte, V., Tiu, R. V., Vlaar, C. P., Dharmawardhane, S. and Kapur, R. (2013) Pak and Rac GTPases promote oncogenic KIT-induced neoplasms. J Clin Invest. 123, 4449-4463 | |
| Description | EHop-016 is a specific inhibitor of Rac GTPase with an IC50 value of 1.1 μM for Rac1. | |||||
| Targets | Rac1 | |||||
| IC50 | 1.1 μM | |||||
Quality Control & MSDS
- View current batch:
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Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
- Datasheet
Chemical structure
Related Biological Data
Related Biological Data
