| Identification | More | [Name]
2'-O-Methylcytidine | [CAS]
2140-72-9 | [Synonyms]
2'-O-METHYLCYTIDINE
2'-O-Methylcytidineanhydrous
2'-O-Methyl-D-cytidine
2''-(O-METHYL)-CYTIDINE, HPLC PURIFIED, 98% PURE WITH HPLC UV CHROMATOGRAM
2'-O-Methylcytidine
4-amino-1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one | [EINECS(EC#)]
2017-001-1 | [Molecular Formula]
C10H15N3O5 | [MDL Number]
MFCD00056067 | [Molecular Weight]
257.24 | [MOL File]
2140-72-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
252-253 C | [Boiling point ]
506.0±60.0 °C(Predicted) | [density ]
1.68±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
Soluble in DMSO. | [form ]
Powder | [pka]
13.37±0.70(Predicted) | [color ]
White to Off-white | [PH]
4.2 | [Optical Rotation]
70.902° (C=0.01 g/ml, H2O) | [λmax]
281 (pH 1)；273 (EtOH) | [Major Application]
pharmaceutical | [InChI]
InChI=1S/C10H15N3O5/c1-17-8-7(15)5(4-14)18-9(8)13-3-2-6(11)12-10(13)16/h2-3,5,7-9,14-15H,4H2,1H3,(H2,11,12,16)/t5-,7-,8-,9-/m1/s1 | [InChIKey]
RFCQJGFZUQFYRF-ZOQUXTDFSA-N | [SMILES]
OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](OC)[C@@H]1O | [CAS DataBase Reference]
2140-72-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Description]
2'-O-Methylcytidine is a nucleoside with a hydroxyl group on the 2' carbon, making it an effective viral replication inhibitor. 2'-O-Methylcytidine is also metabolized by nucleotide salvage pathways and may be able to bind to the response element on DNA, which could inhibit protein synthesis in cancer cells. It is an inhibitor of hepatitis C virus (HCV) non-structural protein 5B (NS5B; IC50 = 3.8 μM). It inhibits HCV replication in a replicon assay (IC50 = 21.2 μM).
| [Chemical Properties]
White powder | [Uses]
Cytidine analog. | [Definition]
ChEBI: 2'-O-methylcytidine is a methylcytidine. | [References]
[1] GIOVANNI MIGLIACCIO. Characterization of resistance to non-obligate chain-terminating ribonucleoside analogs that inhibit hepatitis C virus replication in vitro.[J]. The Journal of Biological Chemistry, 2003, 278 49: 49164-49170. DOI: 10.1074/jbc.m305041200 |
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