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NEBULARINE

CAS No.:
550-33-4
Catalog Number:
AG00DEQ6
Molecular Formula:
C10H12N4O4
Molecular Weight:
252.2267
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Product Description
Catalog Number:
AG00DEQ6
Chemical Name:
NEBULARINE
CAS Number:
550-33-4
Molecular Formula:
C10H12N4O4
Molecular Weight:
252.2267
MDL Number:
MFCD00022819
IUPAC Name:
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-purin-9-yloxolane-3,4-diol
InChI:
InChI=1S/C10H12N4O4/c15-2-6-7(16)8(17)10(18-6)14-4-13-5-1-11-3-12-9(5)14/h1,3-4,6-8,10,15-17H,2H2/t6-,7-,8-,10-/m1/s1
InChI Key:
MRWXACSTFXYYMV-FDDDBJFASA-N
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2
EC Number:
208-981-9
UNII:
B8B604PS4P
Properties
Complexity:
308  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
252.086g/mol
Formal Charge:
0
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
252.23g/mol
Monoisotopic Mass:
252.086g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
114A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.7  
Literature
Title Journal
Synthesis and evaluation of the substrate activity of C-6 substituted purine ribosides with E. coli purine nucleoside phosphorylase: palladium mediated cross-coupling of organozinc halides with 6-chloropurine nucleosides. European journal of medicinal chemistry 20120101
Diacarperoxide S, new norterpene cyclic peroxide from the sponge Diacarnus megaspinorhabdosa. Natural product communications 20120101
Coumarin-purine ribofuranoside conjugates as new agents against hepatitis C virus. Journal of medicinal chemistry 20110414
Investigations into the origin of the molecular recognition of several adenosine deaminase inhibitors. Journal of medicinal chemistry 20110113
Modulation of AMP deaminase in rat hearts subjected to ischemia and reperfusion by purine riboside. Nucleosides, nucleotides & nucleic acids 20080601
Isolation and biochemical characterization of delta-aminolevulinic acid dehydratase from Streptomyces yokosukanensis ATCC 25520. Prikladnaia biokhimiia i mikrobiologiia 20080101
Characterization of the metallocenter of rabbit skeletal muscle AMP deaminase. A new model for substrate interactions at a dinuclear cocatalytic Zn site. Biochimica et biophysica acta 20071201
Structures, biogenesis, and biological activities of pyrano[4,3-c]isochromen-4-one derivatives from the Fungus Phellinus igniarius. Journal of natural products 20070201
Crystal structure of Staphylococcus aureus tRNA adenosine deaminase TadA in complex with RNA. Nature structural & molecular biology 20060201
Cytokinins inhibit epiphyllous plantlet development on leaves of Bryophyllum (Kalanchoë) marnierianum. Journal of experimental botany 20060101
Binding of MutS mismatch repair protein to DNA containing UV photoproducts, 'mismatched' opposite Watson--Crick and novel nucleotides, in different DNA sequence contexts. DNA repair 20050815
Electrochemical detection of lesions in DNA. Bioconjugate chemistry 20050101
Human UP1 as a model for understanding purine recognition in the family of proteins containing the RNA recognition motif (RRM). Journal of molecular biology 20040917
Synthesis and biological evaluation of 6-substituted purine and 9-beta-d-ribofuranosyl purine analogues. Bioorganic & medicinal chemistry 20040315
The assignment of downfield proton resonances in an enzyme inhibitor complex using time-dependent saturation transferred NOEs. Journal of the American Chemical Society 20040225
Substrate analogues for an RNA-editing adenosine deaminase: mechanistic investigation and inhibitor design. Journal of the American Chemical Society 20030910
Involvement of gibberellin and cytokinin in the formation of embryogenic cell clumps in carrot (Daucus carota). Journal of plant physiology 20030201
[Purine nucleoside phosphorylase (PNP)]. Nihon rinsho. Japanese journal of clinical medicine 20030101
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
Virtual combinatorial syntheses and computational screening of new potential anti-herpes compounds. Journal of medicinal chemistry 19990826
Synthesis, antiproliferative and antiviral activity of imidazo[4,5-d]isothiazole nucleosides as 5:5 fused analogs of nebularine and 6-methylpurine ribonucleoside. Journal of medicinal chemistry 19970227
New hypoxanthine nucleosides with RNA antiviral activity. Antiviral research 19920801
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