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Sigma-Aldrich

Olomoucine

≥98% (HPLC)

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Synonym(s):
2-(Hydroxyethylamino)-6-benzylamino-9-methylpurine
Empirical Formula (Hill Notation):
C15H18N6O
CAS Number:
101622-51-9
Molecular Weight:
298.34
MDL number:
MFCD00189360
UNSPSC Code:
12352200
PubChem Substance ID:
24278053
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

solubility

DMSO: 20 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Cn1cnc2c(NCc3ccccc3)nc(NCCO)nc12

InChI

1S/C15H18N6O/c1-21-10-18-12-13(17-9-11-5-3-2-4-6-11)19-15(16-7-8-22)20-14(12)21/h2-6,10,22H,7-9H2,1H3,(H2,16,17,19,20)

InChI key

GTVPOLSIJWJJNY-UHFFFAOYSA-N

Gene Information

human ... CDC2(983) , CDK2(1017) , CDK3(1018) , CDK4(1019) , CDK5(1020) , CDK6(1021) , CDK7(1022) , CDK8(1024) , CDK9(1025) , CDKN1A(1026) , CDKN1B(1027) , CDKN1C(1028) , CDKN2A(1029) , CDKN2B(1030) , CDKN2C(1031) , CDKN2D(1032) , CDKN3(1033)
rat ... Prkca(24680)

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Biochem/physiol Actions

Olomoucine is a purine derivative which inhibits cyclin-dependent kinases and induces G arrest.

Features and Benefits

This compound is featured on the CDKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R T Abraham et al.
Biology of the cell, 83(2-3), 105-120 (1995-01-01)
Olomoucine (2-(2-hydroxyethylamino)-6-benzylamino-9-methylpurine) has been recently described as a competitive inhibitor (ATP-binding site) of the cell cycle regulating p34cdc2/cyclin B, p33cdk2/cyclin A and p33cdk2/cyclin E kinases, the brain p33cdk5/p35 kinase and the ERK1/MAP-kinase. The unusual specificity of this compound towards cell
J Veselý et al.
European journal of biochemistry, 224(2), 771-786 (1994-09-01)
While testing purines related to the non-specific protein kinase inhibitors N6-dimethylaminopurine and N6-(delta 2-isopentenyl)adenine as potential inhibitors of the p34cdc2/cyclin B kinase, we discovered a compound with high specificity, 2-(2-hydroxyethylamino)-6- benzylamino-9-methylpurine (olomoucine). Kinetic analysis of kinase inhibition reveals that olomoucine
Wei Mao et al.
Journal of experimental & clinical cancer research : CR, 31, 49-49 (2012-05-25)
Gastrokine-1 (GKN1), a secreted protein, is specifically expressed in gastric mucosa to protect and maintain the integrity of gastric epithelium. The present study investigated differential expression of GKN1 in normal, precancerous, and cancerous gastric tissues, and explored the biological functions
Brajendra K Tripathi et al.
Molecular vision, 14, 542-549 (2008-04-04)
To investigate the effect of the Cdk5 inhibitor olomoucine on corneal debridement wound healing in vivo. Corneal debridement wounds of 1.5 mm were made on the ocular surface of CD-1 mice. A 20 microl drop of 15 microM olomoucine in
Takuro Tojima et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 34(21), 7165-7178 (2014-05-23)
Extracellular molecular cues guide migrating growth cones along specific routes during development of axon tracts. Such processes rely on asymmetric elevation of cytosolic Ca(2+) concentrations across the growth cone that mediates its attractive or repulsive turning toward or away from

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