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13153-62-3 | 9H-Purine, 9-β-D-arabinofuranosyl-6-(methylthio)-
CAS No: 13153-62-3 Catalog No: AG000ZCR MDL No:
Product Description
Catalog Number:
AG000ZCR
Chemical Name:
9H-Purine, 9-β-D-arabinofuranosyl-6-(methylthio)-
CAS Number:
13153-62-3
Molecular Formula:
C11H14N4O4S
Molecular Weight:
298.3183
IUPAC Name:
2-(hydroxymethyl)-5-(6-methylsulfanylpurin-9-yl)oxolane-3,4-diol
InChI:
InChI=1S/C11H14N4O4S/c1-20-10-6-9(12-3-13-10)15(4-14-6)11-8(18)7(17)5(2-16)19-11/h3-5,7-8,11,16-18H,2H2,1H3
InChI Key:
ZDRFDHHANOYUTE-UHFFFAOYSA-N
SMILES:
OC[C@H]1O[C@H]([C@H]([C@@H]1O)O)n1cnc2c1ncnc2SC
Properties
Complexity:
352
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
298.074g/mol
Formal Charge:
0
Heavy Atom Count:
20
Hydrogen Bond Acceptor Count:
8
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
298.317g/mol
Monoisotopic Mass:
298.074g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
139A^2
Undefined Atom Stereocenter Count:
4
Undefined Bond Stereocenter Count:
0
XLogP3:
0.1
Literature
| Title | Journal |
|---|---|
| Simultaneous quantification of eleven thiopurine nucleotides by liquid chromatography-tandem mass spectrometry. | Analytical chemistry 20120207 |
| Methylthioinosine phosphorylase from Pseudomonas aeruginosa. Structure and annotation of a novel enzyme in quorum sensing. | Biochemistry 20110222 |
| A thiopurine drug inhibits West Nile virus production in cell culture, but not in mice. | PloS one 20110101 |
| Health-related quality of life of youth with inflammatory bowel disease: a comparison with published data using the PedsQL 4.0 generic core scales. | Inflammatory bowel diseases 20100601 |
| Thiopurines inhibit bovine viral diarrhea virus production in a thiopurine methyltransferase-dependent manner. | The Journal of general virology 20080401 |
| [Monitoring of thiopurine methyltransferase and thiopurine metabolites to optimize azathioprine therapy in inflammatory bowel disease]. | Gastroenterologia y hepatologia 20061101 |
| A prospective, open-label trial of 6-thioguanine in patients with ulcerative or indeterminate colitis. | Scandinavian journal of gastroenterology 20051001 |
| Improved synthesis of beta-D-6-methylpurine riboside and antitumor effects of the beta-D- and alpha-D-anomers. | Molecules (Basel, Switzerland) 20050831 |
| Targeting a novel Plasmodium falciparum purine recycling pathway with specific immucillins. | The Journal of biological chemistry 20050311 |
| Synthesis of oligoribonucleotides containing N6-alkyladenosine and 2-methylthio-N6-alkyladenosine. | Current protocols in nucleic acid chemistry 20040901 |
| Plasmodium falciparum purine nucleoside phosphorylase: crystal structures, immucillin inhibitors, and dual catalytic function. | The Journal of biological chemistry 20040430 |
| Status of methylthioadenosine phosphorylase and its impact on cellular response to L-alanosine and methylmercaptopurine riboside in human soft tissue sarcoma cells. | Oncology research 20040101 |
| Monitoring of AZA/6-MP treatment in children with IBD is necessary. | Inflammatory bowel diseases 20031101 |
| Monitoring of azathioprine/6-mercaptopurine treatment in children with IBD is not necessary. | Inflammatory bowel diseases 20031101 |
| Thiopurine metabolism and identification of the thiopurine metabolites transported by MRP4 and MRP5 overexpressed in human embryonic kidney cells. | Molecular pharmacology 20021201 |
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