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3736-77-4 | 2,2'-Anhydro(1-β-D-arabinofuranosyl)uracil
CAS No: 3736-77-4 Catalog No: AG0039LN MDL No:MFCD00004945
Product Description
Catalog Number:
AG0039LN
Chemical Name:
2,2'-Anhydro(1-β-D-arabinofuranosyl)uracil
CAS Number:
3736-77-4
Molecular Formula:
C9H10N2O5
Molecular Weight:
226.1861
MDL Number:
MFCD00004945
IUPAC Name:
(2R,4R,5R,6S)-5-hydroxy-4-(hydroxymethyl)-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one
InChI:
InChI=1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1
InChI Key:
UUGITDASWNOAGG-CCXZUQQUSA-N
SMILES:
OC[C@H]1O[C@@H]2[C@H]([C@@H]1O)Oc1n2ccc(=O)n1
EC Number:
223-107-6
Properties
Complexity:
393
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
4
Defined Bond Stereocenter Count:
0
Exact Mass:
226.059g/mol
Formal Charge:
0
Heavy Atom Count:
16
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
226.188g/mol
Monoisotopic Mass:
226.059g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
91.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.5
Literature
| Title | Journal |
|---|---|
| An efficient synthetic approach to 6,5'-(S)- and 6,5'-(R)-cyclouridine. | Chemical communications (Cambridge, England) 20120607 |
| Influence of conformationally restricted pyrimidines on the activity of 10-23 DNAzymes. | Bioorganic & medicinal chemistry 20120415 |
| Synthesis and hybridization properties of 2'-O-methylated oligoribonucleotides incorporating 2'-O-naphthyluridines. | Organic & biomolecular chemistry 20110107 |
| The X-ray structure of Salmonella typhimurium uridine nucleoside phosphorylase complexed with 2,2'-anhydrouridine, phosphate and potassium ions at 1.86 A resolution. | Acta crystallographica. Section D, Biological crystallography 20100101 |
| Microwave-assisted synthesis of 2'-O-aryluridine derivatives. | Organic letters 20091217 |
| Synthesis and properties of new RNA molecules incorporating 2'-O-aryluridine derivatives. | Nucleic acids symposium series (2004) 20090101 |
| Isolation, crystallization and preliminary crystallographic analysis of Salmonella typhimurium uridine phosphorylase crystallized with 2,2'-anhydrouridine. | Acta crystallographica. Section F, Structural biology and crystallization communications 20071001 |
| Synthesis and anti-viral activity of a series of d- and l-2'-deoxy-2'-fluororibonucleosides in the subgenomic HCV replicon system. | Bioorganic & medicinal chemistry 20050301 |
| Efficient synthesis of 2',3'-dideoxy-2'-amino-3'-thiouridine. | Organic letters 20040624 |
| Antiviral and antineoplastic activities of pyrimidine arabinosyl nucleosides and their 5'-amino derivatives. | Journal of medicinal chemistry 19791001 |
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