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Reversine

CAT: 0013-GTR19178019-02Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19178019-02Size:25 mg
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Description
Reversine is a synthetic 2,6-disubstituted purine analog that potently inhibits Aurora kinase isoforms A, B, and C with IC50 values ranging from 150 to 500 nM. This cell-permeable compound is widely used in vitro to study cell cycle regulation, cytokinesis, and cellular dedifferentiation, and has been applied in vivo within experimental models of tissue regeneration.
CAS Number
656820-32-5
Product Name Alternative
Reversine, inhibit, Inhibitor, Autophagy, AuroraKinase, Aurora B, Aurora A, Aurora Kinase, Aurora C, Adenosine Receptor, AdenosineReceptor, A3
Field of Research
Stem Cell & Developmental Biology
Purity
>98%
Bioactivity
Reverses cells to multipotent stem cells; Mps1 inhibitor
Form
Powder
Solubility
Soluble in DMSO (up to 7 mg/ml) .
Smiles
C1CCC (CC1) Nc1nc (Nc2ccc (cc2) N2CCOCC2) nc2[nH]cnc12
Molecular Formula
C21H27N7O
Molecular Weight
383.50
Storage Conditions
-20°C
Notes
For research use only.
Other Product Names
2- (4-Morpholinoanilino) -6-cyclohexylaminopurine

Chemical Information

Reversine

Reversine is a member of the class of purines that is 9H-purine in which the hydrogens at positions 2 and 6 are replaced by a [4-(morpholin-4-yl)phenyl]nitrilo group and a cyclohexylamino group, respectively. It has a role as an antineoplastic agent, a cell dedifferentiation agent, an adenosine A3 receptor antagonist and an Aurora kinase inhibitor. It is a member of purines, a member of morpholines, a secondary amino compound and a tertiary amino compound. It is functionally related to a 9H-purine-2,6-diamine.

CAS Number656820-32-5
PubChem CID210332
IUPAC Name6-N-cyclohexyl-2-N-(4-morpholin-4-ylphenyl)-7H-purine-2,6-diamine
Molecular FormulaC21H27N7O
Molecular Weight393.5
XLogP3.9
Topological Polar Surface Area91
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Heavy Atom Count29
Formal Charge0
Complexity503
SMILES
C1CCC(CC1)NC2=NC(=NC3=C2NC=N3)NC4=CC=C(C=C4)N5CCOCC5
InChI
InChI=1S/C21H27N7O/c1-2-4-15(5-3-1)24-20-18-19(23-14-22-18)26-21(27-20)25-16-6-8-17(9-7-16)28-10-12-29-13-11-28/h6-9,14-15H,1-5,10-13H2,(H3,22,23,24,25,26,27)
InChIKey
ZFLJHSQHILSNCM-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Reversine
CAS: 656820-32-5
CID: 210332
Formula: C21H27N7O
MW: 393.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight393.5
XLogP33.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass393.22770851
Monoisotopic Mass393.22770851
Topological Polar Surface Area91 Ų
Heavy Atom Count29
Formal Charge0
Complexity503
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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