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146-80-5 | XANTHOSINE
CAS No: 146-80-5 Catalog No: AG001DM4 MDL No:MFCD00005726
Product Description
Catalog Number:
AG001DM4
Chemical Name:
XANTHOSINE
CAS Number:
146-80-5
Molecular Formula:
C10H12N4O6
Molecular Weight:
284.2255
MDL Number:
MFCD00005726
IUPAC Name:
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-2,6-dione
InChI:
InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1
InChI Key:
UBORTCNDUKBEOP-UUOKFMHZSA-N
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1[nH]c(=O)[nH]c2=O
EC Number:
205-679-9
UNII:
BM66HT53C3
Properties
Complexity:
434
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
4
Defined Bond Stereocenter Count:
0
Exact Mass:
284.076g/mol
Formal Charge:
0
Heavy Atom Count:
20
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
5
Isotope Atom Count:
0
Molecular Weight:
284.228g/mol
Monoisotopic Mass:
284.076g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
146A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.4
Literature
| Title | Journal |
|---|---|
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| Alterations in tryptophan and purine metabolism in cocaine addiction: a metabolomic study. | Psychopharmacology 20091001 |
| A fast capillary electrophoresis method for separation and quantification of modified nucleosides in urinary samples. | Analytical chemistry 20090801 |
| Xanthosine 5'-monophosphate (XMP). Acid-base and metal ion-binding properties of a chameleon-like nucleotide. | Chemical Society reviews 20090801 |
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| Structure and inhibition of orotidine 5'-monophosphate decarboxylase from Plasmodium falciparum. | Biochemistry 20080325 |
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| Dimerization of N-methyltransferases involved in caffeine biosynthesis. | Biochimie 20080301 |
| Horizontal gene transfer and the evolution of transcriptional regulation in Escherichia coli. | Genome biology 20080101 |
| CFP and YFP, but not GFP, provide stable fluorescent marking of rat hepatic adult stem cells. | Journal of biomedicine & biotechnology 20080101 |
| Significance analysis of microarray for relative quantitation of LC/MS data in proteomics. | BMC bioinformatics 20080101 |
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| Structure and redox properties of radicals derived from one-electron oxidised methylxanthines. | Redox report : communications in free radical research 20080101 |
| Molecular basis of the antimutagenic activity of the house-cleaning inosine triphosphate pyrophosphatase RdgB from Escherichia coli. | Journal of molecular biology 20071207 |
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| 7-Functionalized 7-deazapurine ribonucleosides related to 2-aminoadenosine, guanosine, and xanthosine: glycosylation of pyrrolo[2,3-d]pyrimidines with 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose. | The Journal of organic chemistry 20060106 |
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