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4494-26-2 | 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidine-5-carbaldehyde
CAS No: 4494-26-2 Catalog No: AG003MRW MDL No:MFCD01689820
Product Description
Catalog Number:
AG003MRW
Chemical Name:
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidine-5-carbaldehyde
CAS Number:
4494-26-2
Molecular Formula:
C10H12N2O6
Molecular Weight:
256.2121
MDL Number:
MFCD01689820
IUPAC Name:
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidine-5-carbaldehyde
InChI:
InChI=1S/C10H12N2O6/c13-3-5-2-12(10(17)11-9(5)16)8-1-6(15)7(4-14)18-8/h2-3,6-8,14-15H,1,4H2,(H,11,16,17)/t6-,7+,8+/m0/s1
InChI Key:
MVORBLZUGBSUNB-XLPZGREQSA-N
SMILES:
OC[C@H]1O[C@H](C[C@@H]1O)n1cc(C=O)c(=O)[nH]c1=O
Properties
Complexity:
421
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
0
Exact Mass:
256.07g/mol
Formal Charge:
0
Heavy Atom Count:
18
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
256.214g/mol
Monoisotopic Mass:
256.07g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
116A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.9
Literature
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| Aggregation of RecA-derived peptides on single-stranded oligonucleotides triggered by schiff base-mediated crosslinking. | Bioorganic & medicinal chemistry letters 20030901 |
| Water mediated Dickerson-Drew-type crystal of DNA dodecamer containing 2'-deoxy-5-formyluridine. | Biophysical chemistry 20020328 |
| Mutations induced by 5-formyl-2'-deoxyuridine in Escherichia coli include base substitutions that can arise from mispairs of 5-formyluracil with guanine, cytosine and thymine. | Mutation research 20010509 |
| 5-Formyluracil and its nucleoside derivatives confer toxicity and mutagenicity to mammalian cells by interfering with normal RNA and DNA metabolism. | Toxicology letters 20010203 |
| Crystallization and preliminary X-ray analysis of a DNA dodecamer containing 2'-deoxy-5-formyluridine; what is the role of magnesium cation in crystallization of Dickerson-type DNA dodecamers? | Acta crystallographica. Section D, Biological crystallography 20010201 |
| Chemical cross-linking of peptides derived from RecA with single-stranded oligonucleotides containing 5-formyl-2'-deoxyuridine. | Nucleosides, nucleotides & nucleic acids 20010101 |
| Evidence for a Schiff base formation of peptides derived from RecA with single-stranded oligonucleotides containing 5-formyl-2'-deoxyuridine. | Nucleic acids research. Supplement (2001) 20010101 |
| X-ray analyses of DNA dodecamers containing 2'-deoxy-5-formyluridine. | Nucleic acids research. Supplement (2001) 20010101 |
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| Efficiency and selectivity of (E)-5-(2-bromovinyl)-2'-deoxyuridine and some other 5-substituted 2'-deoxypyrimidine nucleosides as anti-herpes agents. | Antiviral research 19820501 |
| Antiviral activity of 5-methylthiomethyl-2'-deoxyuridine and other 5-substituted 2'-deoxyuridines. | Biochemical pharmacology 19791115 |
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