ZEBULARINE
Synonym(s):1-(β-D-Ribofuranosyl)-1,2-dihydropyrimidin-2-one, 2-Pyrimidone-1-β-D-riboside;Zebularine - CAS 3690-10-6 - Calbiochem
- CAS NO.:3690-10-6
- Empirical Formula: C9H12N2O5
- Molecular Weight: 228.2
- MDL number: MFCD04973699
- EINECS: 2017-001-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-02-27 19:53:41
What is ZEBULARINE?
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
The Uses of ZEBULARINE
It is a cytidine analogue, cytidine deaminase inhibitor, and DNA demethylating agent
The Uses of ZEBULARINE
It is a cytidine analogue, cytidine deaminase inhibitor, and DNA demethylating agent.
What are the applications of Application
Zebularine is an inhibitor of DNA methyltransferase (Dnmt)
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
Properties of ZEBULARINE
| 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. |
Safety information for ZEBULARINE
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H320:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
Computed Descriptors for ZEBULARINE
| InChIKey | RPQZTTQVRYEKCR-WCTZXXKLSA-N |
New Products
Cyclopentane-1,2-dione 2,6-Dibromoaniline (RS)-beta-Amino-beta-(4-bromophenyl)propionic acid 1-AMino-cyclobutaneMethanol HCl TETRABUTYLAMMONIUM CYANIDE 3-Amino-3-(3-fluorophenyl)propanoic acid 3-Amino-3-(4-methylphenyl)propionic acid 3-AMINO-3-(3-CHLORO-PHENYL)-PROPIONIC ACID Cefuroxime EP Impurity-A N-Nitroso hydroxy Cetrizine EP Impurity-A Noradrenaline EP Impurity D/Noradrenaline Methyl Ether Cetirizine EP Impurity A/Cetirizine CBHP Impurity Lantanoprost rc B Clidinium Bromide Impurity 4 - fluoro- 2 - methoxy- 5 - nitroaniline 1-(2-amino-5-hydroxy phenyl)propan-1-one tert-butyl 4-(6-((7-cyclo pentyl -6-(dimethyl carbamoyl) -7H-pyrrolo [2,3-d]pyrimidin-2-yl) amino)pyridin-3-yl) piperazine-1-carboxylate 2-amino-5-nitrobenzonitrile (4-Fluoro-2-methoxy-5-nitro- phenyl)-[4- (1-methyl-1H- indol-3- yl)-pyrimidin-2-yl]- amine (3R,4R)-1-benzyl-N,4-dimethylpiperidin-3- amine 2-Chloro Benzylcyanide 3,4 Diethoxy Benzylcyanide 3,4 Dimethoxy Benzylcyanide 3-chlorobenzyl cyanideRelated products of tetrahydrofuran
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