Jump to content

5-Methyluridine

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by DePiep (talk | contribs) at 15:05, 7 July 2015 (Chembox: rm/replace dedeprecated params. Fix unknown parameters (via AWB script)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

5-Methyluridine
Skeletal formula of 5-methyluridine
Space-filling model of the 5-methyluridine molecule
Names
IUPAC name
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Other names
Ribothymidine, Ribosylthymine; Thymine riboside, m5u
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.014.522 Edit this at Wikidata
  • InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1 ☒N
    Key: DWRXFEITVBNRMK-JXOAFFINSA-N ☒N
  • InChI=1/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1
    Key: DWRXFEITVBNRMK-JXOAFFINBW
  • CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
Properties
C10H14N2O6
Molar mass 258.23 g/mol
Melting point 185 °C (365 °F; 458 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

The chemical compound 5-methyluridine, also called ribothymidine, is a pyrimidine nucleoside. It is the ribonucleoside counterpart to the deoxyribonucleoside thymidine, which lacks a hydroxyl group at the 2' position. 5-Methyluridine contains a thymine base joined to a ribose pentose sugar.

It exists in solid form as small white crystals or white crystalline powder, has a molecular weight of 258.23 u, and has a melting point of 185 °C. The stability of 5-methyluridine under standard temperature and pressure (STP) is very high.

References