OLOMOUCINE
Synonym(s):2-(Hydroxyethylamino)-6-benzylamino-9-methylpurine;Olomoucine;Olomoucine - CAS 101622-51-9 - Calbiochem
- CAS NO.:101622-51-9
- Empirical Formula: C15H18N6O
- Molecular Weight: 298.34
- MDL number: MFCD00189360
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-09-04 15:50:00
What is OLOMOUCINE?
Chemical properties
white to off-white solid
The Uses of OLOMOUCINE
A purine derivative which inhibits cyclin-dependent kinases and induces G1 arrest
The Uses of OLOMOUCINE
A purine derivative which inhibits cyclin-dependent kinases and induces G1 arrest.
Definition
ChEBI: Olomoucine is a 9H-purine that is substituted by a (2-hydroxyethyl)nitrilo, benzylnitrilo and a methyl group at positions 2,6 and 9, respectively. It is a cyclin-dependent kinase inhibitor. It has a role as an EC 2.7.11.22 (cyclin-dependent kinase) inhibitor. It is a member of 2,6-diaminopurines and a member of ethanolamines.
What are the applications of Application
Olomoucine is a potent and selective inhibitor of Cdc2 and ERK1
Biological Activity
Cyclin-dependent kinase inhibitor that competes for the ATP binding site of the kinase. Selectively inhibits cdc2/cyclin B (IC 50 = 7 μ M), cdk2/cyclin A (IC 50 = 7 μ M), cdk2/cyclin E (IC 50 = 7 μ M), cdk/p35 kinase (IC 50 = 3 μ M)? and ERK1/MAP kinase (IC 50 = 25 μ M). Arrests human fibroblasts in the G1 phase.
Biochem/physiol Actions
Olomoucine is a purine derivative which inhibits cyclin-dependent kinases and induces G arrest.
Enzyme inhibitor
This ATP site-competitive purine derivative (FW = 298.35 g/mol; CAS 101622-51-9), systematically named 6-benzylamino-2-[2-hydroxyethylamino]- 9-methylpurine, is a potent inhibitor of cyclin-dependent kinases, with an IC50 value of 7 μM for both cdk1 and cdk2 and an IC50 value of 3 μM for cdk5, arresting cells in G1. Olomoucine also inhibits cytokinin 7b-glucosyltransferase.
References
[1]. vesel j, havlicek l, strnad m, et al. inhibition of cyclin-dependent kinases by purine analogues. eur j biochem. 1994 sep 1;224(2):771-86.
[2]. abraham rt, acquarone m, andersen a, et al. cellular effects of olomoucine, an inhibitor of cyclin-dependent kinases. biol cell. 1995;83(2-3):105-20.
[3]. tian ds, xie mj, yu zy, et al. cell cycle inhibition attenuates microglia induced inflammatory response and alleviates neuronal cell death after spinal cord injury in rats. brain res. 2007 mar 2;1135(1):177-85.
Properties of OLOMOUCINE
Melting point: | 120-130 °C |
Boiling point: | 579.6±60.0 °C(Predicted) |
Density | 1.36 |
storage temp. | -20°C |
solubility | DMSO, Methanol (Slightly) |
pka | 14.55±0.10(Predicted) |
form | Solid |
color | White to off-white |
CAS DataBase Reference | 101622-51-9(CAS DataBase Reference) |
Safety information for OLOMOUCINE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for OLOMOUCINE
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