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2'-O-Methyladenosine

CAS No.:
2140-79-6
Catalog Number:
AG0033F5
Molecular Formula:
C11H15N5O4
Molecular Weight:
281.2679
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
250mg
95%
In Stock USA
United States
$50
- +
1g
95%
In Stock USA
United States
$100
- +
5g
95%
In Stock USA
United States
$425
- +
25g
95%
In Stock USA
United States
$1700
- +
Product Description
Catalog Number:
AG0033F5
Chemical Name:
2'-O-Methyladenosine
CAS Number:
2140-79-6
Molecular Formula:
C11H15N5O4
Molecular Weight:
281.2679
MDL Number:
MFCD00056002
IUPAC Name:
(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol
InChI:
InChI=1S/C11H15N5O4/c1-19-8-7(18)5(2-17)20-11(8)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1
InChI Key:
FPUGCISOLXNPPC-IOSLPCCCSA-N
SMILES:
CO[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1ncnc2N)CO
UNII:
02YX82IHZ5
Properties
Complexity:
349  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
281.112g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
281.272g/mol
Monoisotopic Mass:
281.112g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
129A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.5  
Literature
Title Journal
2'-O methylation of internal adenosine by flavivirus NS5 methyltransferase. PLoS pathogens 20120401
Metal Ion Chelates as Surrogates of Nucleobases for the Recognition of Nucleic Acid Sequences: The Pd(2+) Complex of 2,6-Bis(3,5-dimethylpyrazol-1-yl)purine Riboside. Journal of nucleic acids 20120101
Transfer RNA modifications and genes for modifying enzymes in Arabidopsis thaliana. BMC plant biology 20100101
Modifications in small interfering RNA that separate immunostimulation from RNA interference. Journal of immunology (Baltimore, Md. : 1950) 20080301
RNA analysis by MEKC with LIF detection. Electrophoresis 20071101
Design, synthesis, and biological evaluation of LNA nucleosides as adenosine A3 receptor ligands. Bioorganic & medicinal chemistry 20070815
Liver-targeted prodrugs of 2'-C-methyladenosine for therapy of hepatitis C virus infection. Journal of medicinal chemistry 20070809
Development of an in vitro cleavage assay system to examine vaccinia virus I7L cysteine proteinase activity. Virology journal 20050101
Acidity of secondary hydroxyls in ATP and adenosine analogues and the question of a 2',3'-hydrogen bond in ribonucleosides. Journal of the American Chemical Society 20041117
Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase. Journal of medicinal chemistry 20040422
Use of nucleotide analogs by class I and class II CCA-adding enzymes (tRNA nucleotidyltransferase): deciphering the basis for nucleotide selection. RNA (New York, N.Y.) 20030801
The role of magnesium ions and 2'-hydroxyl groups in the VS ribozyme-substrate interaction. Journal of molecular biology 20021122
Antiviral activity of O'-methylated derivatives of adenine arabinoside. Biochemical pharmacology 19770415
Properties