Zebularine

DNA methylation inhibitor

Catalog No. SIH-560

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CAS No. 3690-10-6
Molecular Formula C9H12N2O5
SKU: SIH-560 Categories: ,

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SIH-560-Zebularine-Chemical-Structure.png
Product Name Zebularine
Description

DNA methylation inhibitor

Purity >98% (HPLC); NMR (conforms)
CAS No. 3690-10-6
Molecular Formula C9H12N2O5
Molecular Weight 228.2
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Inhibitor
Solubility May be dissolved in DMSO (20 mg/ml); or water (20 mg/ml)
Source Synthetic
Appearance White powder
SMILES C1=CN(C(=O)N=C1)C2C(C(C(O2)CO)O)O
InChI InChI=1S/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2
InChIKey RPQZTTQVRYEKCR-WCTZXXKLSA-N
Safety Phrases WHMIS Classification: Not a hazardous substance or mixture.
GHS Classification: Not a hazardous substance or mixture.
Cite This Product Zebularine (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-560)

Biological Description

Alternative Names 1H-β-D-ribofuranosyl-2-pyrimidinone, NSC 309132, 1-(β-D-Ribofuranosyl)-1,2-dihydropyrimidin-2-one, 2-Pyrimidone-1-β-D-riboside, 1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one, 4-deoxyuridine, NSC 309132, pyrimidin-2-one beta-D-ribofuranoside, pyrimidin-2-one beta-ribofuranoside, pyrimidin-2-one beta-ribofuranoside, (L)-isomer, pyrimidin-2-one ribonucleoside, zebularine, Pyrimidin-2-one ribonucleoside, Pyrimidin-2-one beta-ribofuranoside, Pyrimidin-2-one beta-D-ribofuranoside
Research Areas Cancer, Cell Signaling, DNA/RNA, Epigenetics and Nuclear Signaling, Mesenchymal Stem Cells, Stem Cells, Tumor suppressors
PubChem ID 100016
Scientific Background Zebularine is a DNA methyltransferase (DNMT) inhibitor that induces DNA hypomethylation and reactivates silenced genes. In neurodegenerative disease research, Zebularine is used to explore the role of epigenetic modifications in neuronal plasticity, memory, and neuroinflammation. It is particularly relevant in studies of Alzheimer’s disease, where aberrant DNA methylation contributes to gene silencing and synaptic dysfunction. Zebularine’s stability and low toxicity make it a useful tool for investigating epigenetic therapies in the central nervous system.

Product Images

<p>Chemical structure of Zebularine (SIH-560), a DNA methylation inhibitor. CAS #: 3690-10-6. Molecular Formula: C9H12N2O5. Molecular Weight: 228.2 g/mol.</p>

Chemical structure of Zebularine (SIH-560), a DNA methylation inhibitor. CAS #: 3690-10-6. Molecular Formula: C9H12N2O5. Molecular Weight: 228.2 g/mol.

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