| Identification | Back Directory | [Name]
OLOMOUCINE II | [CAS]
500735-47-7 | [Synonyms]
Nsc736738
Olomoucine II - CAS 500735-47-7 - Calbiochem
Olomoucine ii, 6-[(2-hydroxybenzyl)amino]-2-[1-(hydroxymethyl)propylamino]- 9-isopropylpurine
2-[[[2-[[(1R)-1-(Hydroxymethyl)propyl]amino]-9-(1-methylethyl)-9H-purin-6-yl]amino]methyl]phenol
Phenol, 2-[[[2-[[(1R)-1-(hydroxymethyl)propyl]amino]-9-(1-methylethyl)-9H-purin-6-yl]amino]methyl]- | [Molecular Formula]
C19H26N6O2 | [MDL Number]
MFCD06411574 | [MOL File]
500735-47-7.mol | [Molecular Weight]
370.45 |
| Chemical Properties | Back Directory | [Boiling point ]
618.5±65.0 °C(Predicted) | [density ]
1.32 | [storage temp. ]
−20°C | [solubility ]
chloroform: 50 mg/mL, soluble | [form ]
powder | [pka]
9.83±0.30(Predicted) | [color ]
colorless | [InChI]
1S/C19H26N6O2/c1-4-14(10-26)22-19-23-17(20-9-13-7-5-6-8-15(13)27)16-18(24-19)25(11-21-16)12(2)3/h5-8,11-12,14,26-27H,4,9-10H2,1-3H3,(H2,20,22,23,24) | [InChIKey]
NDUVSANREQEDRE-UHFFFAOYSA-N |
| Hazard Information | Back Directory | [Uses]
Olomoucine II is a potent CDK inhibitor with IC50 values of 0.06, 0.1, 0.45, 7.6, 19.8 μM for CDK9/cyclin T, CDK2/cyclin E, CDK7/cyclin H, CDK1/cyclin B, CDK4/cyclin D1, respectively. Olomoucine II shows antiproliferative activity[1]. | [Definition]
ChEBI: 2-[[[2-(1-hydroxybutan-2-ylamino)-9-propan-2-yl-6-purinyl]amino]methyl]phenol is a thiopurine. | [General Description]
A cell-permeable 2,6,9-trisubstituted purine analog that acts as a potent, reversible, and ATP-competitive inhibitor of Cdk1/B with an IC50 of 20 nM and displays increased potency over purvalanol A (Cat. No. 540500; IC50 = 50 nM), Roscovitine (Cat. No. 557360; IC50 = 450 nM), Bohemine (Cat. No. 203600; IC50 = 1.1 μM) and Olomoucine (Cat. No. 495620; IC50 = 7.0 μM). Further, exerts greater in vitro cytotoxicity in various cancer cell lines (IC50 = 3.0 μM, 5.3 μM, 6.3 μM, 6.3 μM and 11.1 μM for CEM, MCF7, HOS, G631 and K562, respectively). | [Biochem/physiol Actions]
Cell permeable: yes | [IC 50]
CDK9/cycT: 0.06 μM (IC50); CDK2/cyclinE: 0.1 μM (IC50); CDK7/cyclin H: 0.45 μM (IC50); Cdk1/cyclin B: 7.6 μM (IC50); CDK4/cyclinD1: 19.8 μM (IC50) | [References]
[1] Krystof V, et al. Antiproliferative activity of olomoucine II, a novel 2,6,9-trisubstituted purine cyclin-dependent kinase inhibitor. Cell Mol Life Sci. 2005 Aug;62(15):1763-71. DOI:10.1007/s00018-005-5185-1 |
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