5-Methyluridine

5-Methyluridine
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
CAS Number	1463-10-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	393058 ;
ECHA InfoCard	100.014.522
PubChem CID	445408;
UNII	ZS1409014A ;
CompTox Dashboard (EPA)	DTXSID20163348 ;
	InChI 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 Key: DWRXFEITVBNRMK-JXOAFFINSA-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;
	SMILES CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O;
Properties
Chemical formula	C10H14N2O6
Molar mass	258.23 g/mol
Density	1,6 g/cm3
Melting point	184 °C (363 °F; 457 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

The chemical compound 5-methyluridine, also called ribothymidine, is a pyrimidine nucleoside. Abbreviated m5U, 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.^[3] It is a white solid.

References

^ "5-Methyluridine". ChemSpider. Retrieved December 6, 2018.
^ William M. Haynes (2016). CRC Handbook of Chemistry and Physics (97th ed.). Boca Raton: CRC Press. p. 3-400. ISBN 978-1-4987-5429-3.
^ Shobbir Hussain (2019). "Catalytic crosslinking-based methods for enzyme-specified profiling of RNAribonucleotide modifications". Methods. 156: 60-65. doi:10.1016/j.ymeth.2018.10.003.

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
CAS Number	1463-10-1
3D model (JSmol)	Interactive image
ChemSpider	393058
ECHA InfoCard	100.014.522
PubChem CID	445408
UNII	ZS1409014A
CompTox Dashboard (EPA)	DTXSID20163348
InChI 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 Key: DWRXFEITVBNRMK-JXOAFFINSA-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
SMILES CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
Properties
Chemical formula	C₁₀H₁₄N₂O₆
Molar mass	258.23 g/mol
Density	1,6 g/cm³^[1]
Melting point	184^[2] °C (363 °F; 457 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).