| Identification | Back Directory | [Name]
N(4)-methylcytidine | [CAS]
10578-79-7 | [Synonyms]
Nsc518744
4-Methylcytidine
Cytidine, N-Methyl-
N(4)-methylcytidine
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-(methylamino)pyrimidin-2-one | [Molecular Formula]
C10H15N3O5 | [MDL Number]
MFCD23701766 | [MOL File]
10578-79-7.mol | [Molecular Weight]
257.24 |
| Chemical Properties | Back Directory | [Melting point ]
202-203 °C(Solv: ethanol (64-17-5)) | [Boiling point ]
504.2±60.0 °C(Predicted) | [density ]
1.69±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [solubility ]
Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly), Water (Slightly) | [form ]
Solid | [pka]
13.48±0.70(Predicted) | [color ]
Off-White to Beige | [Stability:]
Hygroscopic | [InChI]
InChI=1S/C10H15N3O5/c1-11-6-2-3-13(10(17)12-6)9-8(16)7(15)5(4-14)18-9/h2-3,5,7-9,14-16H,4H2,1H3,(H,11,12,17)/t5-,7-,8-,9-/m1/s1 | [InChIKey]
LZCNWAXLJWBRJE-ZOQUXTDFSA-N | [SMILES]
OC[C@H]1O[C@@H](N2C=CC(NC)=NC2=O)[C@H](O)[C@@H]1O |
| Hazard Information | Back Directory | [Description]
N4-Methylcytidine is a nucleoside analogue that inhibits synthesis of human mitochondrial DNA by inhibiting bacterial enzyme uridine-cytidine kinase, which converts uridine to cytidine in the mitochondria. N4-Methylcytidine has been shown to be potent against viruses such as HIV and herpes simplex virus type 1 (HSV-1) in cell culture studies. This antiviral effect is due to the interference with viral dna replication and protein synthesis by preventing incorporation of uracil into dna and ribosomal RNA. | [Uses]
N4-Methylcytidine (Nsc518744) is a cytidine nucleoside analog. Cytidine analogs have a mechanism of inhibiting DNA methyltransferases (such as Zebularine, HY-13420), and have potential anti-metabolic and anti-tumor activities[1]. | [Definition]
ChEBI: N4-Methylcytidine is a pyrimidine nucleoside. | [References]
[1] Gowher H, et al. Mechanism of inhibition of DNA methyltransferases by cytidine analogs in cancer therapy. Cancer Biol Ther. 2004 Nov;3(11):1062-8. DOI:10.4161/cbt.3.11.1308 |
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