Reversine

Base Information

• Chemical Name: Reversine
• CAS No.: 656820-32-5
• Molecular Formula: C21H27 N7 O
• Molecular Weight: 393.4854
• European Community (EC) Number: 636-256-0
• UNII: Z499CLJ023
• DSSTox Substance ID: DTXSID8041113
• Nikkaji Number: J2.006.667I
• Wikipedia: Reversine
• Wikidata: Q6138777
• Pharos Ligand ID: 9GC3V8DFWYHZ
• Metabolomics Workbench ID: 65217
• ChEMBL ID: CHEMBL188343
• Mol file: 656820-32-5.mol

Synonyms:2-(4-morpholinoanilino)-6-cyclohexylaminopurine;reversine

Chemical Property of Reversine

Chemical Property:

• Vapor Pressure: 1.5E-21mmHg at 25°C
• Melting Point: 305℃ (decomposition)
• Boiling Point: 736.4°Cat760mmHg
• PKA: 10.51±0.10(Predicted)
• Flash Point: 399.2°C
• PSA: 90.99000
• Density: 1.343g/cm³
• LogP: 3.88870
• Storage Temp.: 2-8°C
• Solubility.: DMSO: 7 mg/mL, soluble
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 393.22770851
• Heavy Atom Count: 29
• Complexity: 503

Purity/Quality:

98%,99%, ^*data from raw suppliers

Reversine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(CC1)NC2=NC(=NC3=C2NC=N3)NC4=CC=C(C=C4)N5CCOCC5
• Description: Reversine is a 2,6-disubstituted purine derivative that was originally found to induce dedifferentiation of C2C12 culture myoblast cells into stem cell progenitors when used at a concentration of 5 μM for four days. Depending on cell type, reversine promotes either differentiation or dedifferentiation. For example, in NT2 neuronal and HL-60 human promyelocytic leukemia cells, it induces differentiation. It inhibits the Aurora A, B, and C kinases with IC50 values of 98-876 nM and acts as an antagonist at the adenosine A3 receptor with a Ki value of 0.66 μM. Reversine is also used for studies of chromosome segregation. It inhibits the mitotic spindle checkpoint enzyme MPS1 with IC50 values of 6 and 2.8 nM for its kinase domain and full-length version, respectively). Reversine induces autophagy in WRO human follicular thyroid cancer cells and decreases Akt/mTOR signaling.
• Uses: Reversine acts as a potent human A3 adenosine receptor antagonist and pan-aurora A/B/C kinase inhibitor. Used for stem cell differentiation.