Description
2,2'-Anhydro-5-methyluridine is a chemically modified nucleoside derivative of uridine, where the 2' hydroxyl group of the ribose is linked to the 2-position of the uracil ring, forming an anhydro bond. Additionally, the uracil base is methylated at the 5-position. This modification alters the nucleoside's properties, making it useful in biochemical and pharmacological research, particularly in studies focused on nucleic acid chemistry and potential therapeutic applications.
Synonyms
O-2,2'-Anhydro-5-methyluridine; 2,2'-Anhydro-5-methyl-D-uridine; 2,2'-Anhydro-(1-b-D-arabinofuranosyl)-5-methyluracil; 2,2'-Anhydro-D-thymidine; 2,2'-Anhydro-5-methyluridine; (2R,3R,3aS,9aR)-3-Hydroxy-2-(hydroxymethyl)-7-methyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5][1,3]oxazolo[3,2-a]pyrimidin-6-one; 2,2'-Anhydro-1-beta-arabinofuranosylthymine
IUPAC Name
(2R,4R,5R,6S)-5-hydroxy-4-(hydroxymethyl)-11-methyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one
Molecular Formula
C10H12N2O5
Canonical SMILES
CC1=CN2C3C(C(C(O3)CO)O)OC2=NC1=O
InChI
InChI=1S/C10H12N2O5/c1-4-2-12-9-7(6(14)5(3-13)16-9)17-10(12)11-8(4)15/h2,5-7,9,13-14H,3H2,1H3/t5-,6-,7+,9-/m1/s1
InChIKey
WLLOAUCNUMYOQI-JAGXHNFQSA-N
Boiling Point
452.0±55.0 °C (Predicted)
Melting Point
217.0-221.0 °C
Density
1.88±0.1 g/cm3 (Predicted)
Appearance
White to off-white crystalline powder