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5-Methyluridine

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5-Methyluridine Basic information

Product Name:
5-Methyluridine
Synonyms:
  • 5-methyl-uridin
  • 5-methyuridine
  • 5-Methyluridine (Patent )
  • THYMINERIBOSIDE
  • URIDINE, 5-METHYL-
  • 5-METHYLURIDINE(5-Methyl-1-ˉ-ribofuranosyl uracil
  • 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
  • 5-methyluridine/ribothymidine
CAS:
1463-10-1
MF:
C10H14N2O6
MW:
258.23
EINECS:
215-973-9
Product Categories:
  • Carbohydrates & Derivatives
  • Heterocycles
  • Biochemistry
  • Nucleosides and their analogs
  • Nucleosides, Nucleotides & Related Reagents
  • Bases & Related Reagents
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Miscellaneous Biochemicals
  • Nucleotides and Nucleosides
  • Nucleotides
  • bc0001
Mol File:
1463-10-1.mol
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5-Methyluridine Chemical Properties

Melting point:
183-184 °C(lit.)
Density 
1.576±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Methanol (Slightly, Heated, Sonicated), Water (Sparingly, Sonicated)
pka
9.55±0.10(Predicted)
form 
powder
color 
white
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
InChIKey
DWRXFEITVBNRMK-JXOAFFINSA-N
SMILES
OC[C@H]1O[C@@H](N2C=C(C)C(=O)NC2=O)[C@H](O)[C@@H]1O
CAS DataBase Reference
1463-10-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T+
Risk Statements 
26/27/28
Safety Statements 
24/25
WGK Germany 
3
HS Code 
29349990

MSDS

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5-Methyluridine Usage And Synthesis

Description

5-Methyluridine is a pyrimidine nucleoside and methylated form of uridine. 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 is an endogenous methylated nucleoside found in human fluids. In cells, 5-methyluridine is present in tRNA, formed during its post-transcriptional modification by the methylation of uridine.

Chemical Properties

White Powder

Uses

A primary degradation product of tRNA, an urinary nucleoside as biological marker for patients with colorectal cancer.
It enhances the antitumor activity of 5-fluorouracil in a mouse Erlich solid carcinoma model and a P388 murine leukemia model. It has been used to characterize the activity of a variety of enzymes, including uridine nucleosidase.

Definition

ChEBI: Ribothymidine is a methyluridine having a single methyl substituent at the 5-position on the uracil ring. It has a role as a human metabolite, an Escherichia coli metabolite and an antigen.

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