| Identification | Back Directory | [Name]
3'-DEOXYCYTIDINE | [CAS]
7057-33-2 | [Synonyms]
3-DC
antiviral agent
3’-deoxy-cytidin
3'-DEOXYCYTIDINE
3'-Deoxy-D-cytidine
Cytidine, 3'-deoxy-
3'-deoxyribicytidine
3'-DEOXYCYTIDINE USP/EP/BP
3'-deoxycytidine free base
3’-Deoxycytidine, antiviral agent
3''-Deoxycytidine (and/or unspecified salts)
1-(3-Deoxy-β-D-erythro-pentofuranosyl)cytosine
4-amino-1-[(2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
4-azanyl-1-[(2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
4-amino-1-[(2R,3R,5S)-3-hydroxy-5-methylol-tetrahydrofuran-2-yl]pyrimidin-2-one
4-Amino-1-((2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one | [Molecular Formula]
C9H13N3O4 | [MDL Number]
MFCD00079144 | [MOL File]
7057-33-2.mol | [Molecular Weight]
227.22 |
| Chemical Properties | Back Directory | [Melting point ]
230-232 °C | [Boiling point ]
497.6±55.0 °C(Predicted) | [density ]
1.73±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
Solid | [pka]
14.01±0.60(Predicted) | [color ]
White to light yellow | [InChI]
InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-6(14)3-5(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1 | [InChIKey]
ZHHOTKZTEUZTHX-SHYZEUOFSA-N | [SMILES]
OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)C1 |
| Hazard Information | Back Directory | [Uses]
3''-Deoxycytidine is an inhibitor of nucleolar RNA synthesis but does not affect the appearance of mRNA. Displayed inhibitory properties against the replication of hepatitis C virus-like RNA template. | [Biological Activity]
3'-Deoxycytidine is a pyrimidine analog of cordycepin. The structures of cordycepin and 3'-deoxycytidine resemble adenosine and cytidine except for the altered 3' position in the ribose moiety, where hydrogen is substituted for the hydroxyl group. 3'-deoxycytidine affects similar to that of cordycepin on nucleolar RNA formation and has approximately the same level of activity as the adenosine analog. 3'-deoxycytidine, like cordycepin, enters cells and is phosphorylated by the appropriate enzymes. 3'-Deoxycytidine shares with cordycepin the ability to inhibit nucleolar RNA synthesis, but it does not affect the appearance of mRNA. Neither compound affects heterogeneous nuclear RNA (HnRNA)[1].
| [References]
[1] Herbert T. Abelson, Sheldon Penman. “Messenger RNA formation: Resistance to inhibition by 3′-deoxycytidine.” Biochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis 277 1 (1972): Pages 129-133. |
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