Home Other Building Blocks 5-HYDROXY-2'-DEOXYURIDINE

5-HYDROXY-2'-DEOXYURIDINE

CAS No.:
5168-36-5
Catalog Number:
AG00D9ZI
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00D9ZI
Chemical Name:
5-HYDROXY-2'-DEOXYURIDINE
CAS Number:
5168-36-5
MDL Number:
MFCD00025567
IUPAC Name:
5-hydroxy-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
InChI:
InChI=1S/C9H12N2O6/c12-3-6-4(13)1-7(17-6)11-2-5(14)8(15)10-9(11)16/h2,4,6-7,12-14H,1,3H2,(H,10,15,16)/t4-,6+,7+/m0/s1
InChI Key:
UIJSURSVLVISBO-UBKIQSJTSA-N
Properties
Complexity:
382  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
244.07g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
244.203g/mol
Monoisotopic Mass:
244.07g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
119A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.7  
Literature
Title Journal
5-Modified-2'-dU and 2'-dC as mutagenic anti HIV-1 proliferation agents: synthesis and activity. Journal of medicinal chemistry 20100225
3D-QSAR studies on antitubercular thymidine monophosphate kinase inhibitors based on different alignment methods. Bioorganic & medicinal chemistry letters 20060215
Synthesis and in vitro anti-mycobacterial activity of 5-substituted pyrimidine nucleosides. Bioorganic & medicinal chemistry 20051215
Oxidation of 5-hydroxypyrimidine nucleosides to 5-hydroxyhydantoin and its alpha-hydroxy-ketone isomer. Chemical research in toxicology 20050801
Oxidation of 5-hydroxy-2'-deoxyuridine into isodialuric acid, dialuric acid, and hydantoin products. Journal of the American Chemical Society 20040602
Comparative study of purine and pyrimidine nucleoside analogues acting on the thymidylate kinases of Mycobacterium tuberculosis and of humans. Chembiochem : a European journal of chemical biology 20030804
Design of Mycobacterium tuberculosis thymidine monophosphate kinase inhibitors. Nucleosides, nucleotides & nucleic acids 20030101
New substrates for old enzymes. 5-Hydroxy-2'-deoxycytidine and 5-hydroxy-2'-deoxyuridine are substrates for Escherichia coli endonuclease III and formamidopyrimidine DNA N-glycosylase, while 5-hydroxy-2'-deoxyuridine is a substrate for uracil DNA N-glycosylase. The Journal of biological chemistry 19940722
Comparison of susceptibilities of varicella-zoster virus and herpes simplex viruses to nucleoside analogs. Antimicrobial agents and chemotherapy 19860301
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine. Journal of medicinal chemistry 19780201
Nucleosides. 3. Studies on 5-methylamino-2'-deoxyuridine as a specific antiherpes agent. Journal of medicinal chemistry 19660501
Properties