CAS 3690-10-6
:Zebularine
Description:
Zebularine, with the CAS number 3690-10-6, is a nucleoside analog that has garnered interest in the field of epigenetics and cancer research. It is structurally related to cytidine, featuring a unique modification that enhances its stability and bioavailability. Zebularine is known for its ability to inhibit DNA methyltransferases, enzymes responsible for adding methyl groups to DNA, which can lead to gene silencing. This property makes it a valuable tool for studying gene expression and potential therapeutic applications in cancer treatment, where abnormal methylation patterns are often observed. Zebularine is typically administered in vitro and has shown promise in reactivating silenced genes, thereby restoring normal cellular functions. Additionally, it has been investigated for its effects on cell proliferation and differentiation. However, its use in clinical settings is still under exploration, and further studies are needed to fully understand its pharmacological properties and potential side effects. Overall, zebularine represents a significant compound in the ongoing research into epigenetic modulation and its implications for disease treatment.
Formula:C9H12N2O5
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/t5-,6-,7-,8-/m1/s1
InChI key:InChIKey=RPQZTTQVRYEKCR-WCTZXXKLSA-N
SMILES:O[C@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C(=O)N=CC=C2
Synonyms:- 1-(β-<span class="text-smallcaps">D</span>-Ribofuranosyl)-1,2-dihydropyrimidin-2-one
- 1-(β-<span class="text-smallcaps">D</span>-Ribofuranosyl)-2-pyrimidone
- 1-b-D-Ribofuranosyl-2(1H)-pyrimidinone
- 1-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-2(1H)-pyrimidinone
- 1-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-2-pyrimidinone
- 2(1H)-Pyrimidinone, 1-.beta.-D-ribofuranosyl-
- 2(1H)-Pyrimidinone, 1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
- 4-Deoxyuridine
- NSC 309132
- Pyrimidin-2-one b-Ribofuranoside
- Pyrimidin-2-one β-<span class="text-smallcaps">D</span>-ribofuranoside
- Uridine, 4-deoxy-
- Zebularine
- 1-(β-D-Ribofuranosyl)-2-pyrimidone
- 1-(beta-D-Ribofuranosyl)pyrimidin-2(1H)-one
- See more synonyms
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Found 11 products.
Zebularine
CAS:Formula:C9H12N2O5Purity:>98.0%(T)(HPLC)Color and Shape:White to Light yellow powder to crystalMolecular weight:228.202(1H)-Pyrimidinone, 1-β-D-ribofuranosyl-
CAS:Formula:C9H12N2O5Purity:98%Color and Shape:SolidMolecular weight:228.2020Zebularine
CAS:<p>Zebularine</p>Purity:98%Color and Shape:Pale Yellow SolidMolecular weight:228.20g/molZebularine
CAS:<p>Zebularine (4-Deoxyuridine) is a DNA methylation inhibitor.</p>Formula:C9H12N2O5Purity:99.04% - >99.99%Color and Shape:SolidMolecular weight:228.2Zebularine
CAS:Controlled Product<p>Applications It is a cytidine analogue, cytidine deaminase inhibitor, and DNA demethylating agent.<br>References Driscoll, J., et al.: J. Med. Chem., 34, 3280 (1991), Ueki, T., et al.: Cancer Res., 60, 1835 (2000),Sherr, C., et al.: Cell, 116, 235 (2004), Dote, H., et al.: Clin. Cancer Res.,11, 4571 ( 2005),<br></p>Formula:C9H12N2O5Color and Shape:NeatMolecular weight:228.204-Deoxyuridine
CAS:<p>A cytidine analogue and inhibitor of DNA methyl transferases (DNMTs) with anti-cancer activity. This stable, hydrophilic compound forms covalent complexes between DNMT and zebularine-substrate DNA. It causes DNA lesions that block replication and cause replication fork collapse, leading to the formation of DNA double-strand breaks. It was also shown that zebularine-induced DNA methylation decrease in the IL-1β promoter region and disrupts molecular mechanisms of neuroinflammation. Moreover, this molecule down-regulates the DNA-methylation profile in the pluripotency genes’ promoters, which leads to improved development of somatic cell nuclear transfer (SCNT) embryos.</p>Formula:C9H12N2O5Purity:Min. 95%Color and Shape:PowderMolecular weight:228.21 g/mol
