| Identification | Back Directory | [Name]
ZEBULARINE | [CAS]
3690-10-6 | [Synonyms]
NSC 309132
4-Deoyuridine
4-Deoxyuridine
Zebularine Zebularine
NSC309132;4-DEOXYURIDINE
2-Pyrimidone-1-β-D-riboside
Uridine Impurity 23 (Zebularine)
Pyrimidin-2-one -D-Ribofuranoside
pyrimidin-2-one beta-ribofuranoside
1--D-Ribofuranosyl-2(1H)-pyrimidinone
Pyrimidin-2-one beta-D-ribofuranoside
Zebularine - CAS 3690-10-6 - Calbiochem
1-b-D-ribofuranosyl-2-(1H)-pyriMidinone
2(1H)-PyriMidinone, 1-b-D-ribofuranosyl-
2(1H)-Pyrimidinone, 1-β-D-ribofuranosyl-
1-beta-D-Ribofuranosyl-2(1H)-pyrimidinone
anticancer drug, DNA Methylation inhibitor
1-(β-d-ribofuranosyl)-1,2-dihydropyrimidin-2-one
4-Deoyuridine, 1-beta-D-ribofuranosyl-2-(1H)-pyrimidinone
1-(β-D-Ribofuranosyl)-1,2-dihydropyrimidin-2-one, 2-Pyrimidone-1-β-D-riboside | [EINECS(EC#)]
2017-001-1 | [Molecular Formula]
C9H12N2O5 | [MDL Number]
MFCD04973699 | [MOL File]
3690-10-6.mol | [Molecular Weight]
228.203 |
| Chemical Properties | Back Directory | [Melting point ]
160-162?C | [Boiling point ]
499.0±55.0 °C(Predicted) | [density ]
1.73±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [solubility ]
DMSO: 16 mg/mL, soluble
| [form ]
solid
| [pka]
13.48±0.70(Predicted) | [color ]
White | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 1 month. | [InChIKey]
RPQZTTQVRYEKCR-WCTZXXKLSA-N |
| Hazard Information | Back Directory | [Description]
Zebularine (3690-10-6) is an orally active DNA methyltransferase inhibitor. Inhibits tumor cell proliferation (IC50 = 120 μM) and re-activates silenced genes in T24 bladder carcinoma cells. Zebularine inhibits cytidine deaminase (Ki ~ 2 μM and; induces differentiation of mesenchymal stem cells into cardiomyocytes. | [Chemical Properties]
White Solid | [Uses]
It is a cytidine analogue, cytidine deaminase inhibitor, and DNA demethylating agent | [Uses]
Zebularine is a DNA methylation inhibitor which acts by forming a covalent complex with DNMT. It displays antiangiogenic activity and markedly inhibits vessel formation in different tumor models. It reactivates silenced E-cadherin and potentiates the effects of other epigenetic therapeutics such as vorinistat. Induces differentiation of mesenchymal cells into cardiomyocytes. Inhibits cytidine deaminase. | [Definition]
ChEBI: Zebularine is a member of pyrimidine ribonucleosides. | [Biological Activity]
Orally active DNA methyltransferase inhibitor. Inhibits tumor cell proliferation (IC 50 = 120 μ M) and re-activates silenced genes in T24 bladder carcinoma cells. Also inhibits cytidine deaminase (K i ~ 2 μ M). | [Biochem/physiol Actions]
Zebularine is a cytidine analogue, cytidine deaminase inhibitor, and DNA demethylating agent. | [storage]
Desiccate at RT |
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