| Identification | More | [Name]
2'-O-Methyluridine | [CAS]
2140-76-3 | [Synonyms]
2'-O-METHYLURIDINE
2'-O-METHYLURIDINE (CHIRAL)
2''-O-METHYLURIDINE CRYSTALLINE | [EINECS(EC#)]
2017-001-1 | [Molecular Formula]
C10H14N2O6 | [MDL Number]
MFCD00056054 | [Molecular Weight]
258.23 | [MOL File]
2140-76-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
154-156°C | [density ]
1.53±0.1 g/cm3(Predicted) | [storage temp. ]
Store at 0°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
9.39±0.10(Predicted) | [color ]
White to Off-white | [PH]
～9.3 | [λmax]
261nm(MeOH)(lit.) | [InChI]
InChI=1S/C10H14N2O6/c1-17-8-7(15)5(4-13)18-9(8)12-3-2-6(14)11-10(12)16/h2-3,5,7-9,13,15H,4H2,1H3,(H,11,14,16)/t5-,7-,8-,9-/m1/s1 | [InChIKey]
SXUXMRMBWZCMEN-ZOQUXTDFSA-N | [SMILES]
OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](OC)[C@@H]1O | [CAS DataBase Reference]
2140-76-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
R26/27/28:Very Toxic by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [HS Code ]
29389090 |
| Hazard Information | Back Directory | [Description]
2'-O-Methyluridine is an analog of uridine and has been shown to have antiviral and anticancer properties. 2'-O-Methyluridine inhibits protein synthesis by competing with uridine for the active site of the enzyme ribonucleotide reductase, which converts ribonucleotides to dNMPs. This compound also inhibits RNA synthesis by disrupting the pairing of adenine and cytosine residues in RNA strands. | [Chemical Properties]
White Solid | [Uses]
Uridine analog. 2'-O-Methyluridine is used for preparation of antiviral nucleoside derivatives as inhibitors of subgenomic hepatitis C virus RNA replication.
| [Definition]
ChEBI: A methyluridine that consists of uridine bearing a single methyl substituent located at position O-2' on the ribose ring. | [Source]
2'-O-Methyluridine is found in rRNA, snRNA, snoRNA and tRNA of Archaea, Bacteria, and Eukaryota[1].
| [References]
[1] Agota Au?ynait?. “Identification of a 2’-O-Methyluridine Nucleoside Hydrolase Using the Metagenomic Libraries.” Molecules 23 11 (2018).
|
|
|