Home Other Building Blocks 5-Hydroxymethyl-2'-deoxyuridine

5-Hydroxymethyl-2'-deoxyuridine

CAS No.:
5116-24-5
Catalog Number:
AG00D9ZJ
Molecular Formula:
C10H14N2O6
Molecular Weight:
258.2280
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
95%
In Stock USA
United States
$350
- +
250mg
95%
In Stock USA
United States
$825
- +
500mg
95%
In Stock USA
United States
$1363
- +
Product Description
Catalog Number:
AG00D9ZJ
Chemical Name:
5-Hydroxymethyl-2'-deoxyuridine
CAS Number:
5116-24-5
Molecular Formula:
C10H14N2O6
Molecular Weight:
258.2280
MDL Number:
MFCD00047489
IUPAC Name:
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(hydroxymethyl)pyrimidine-2,4-dione
InChI:
InChI=1S/C10H14N2O6/c13-3-5-2-12(10(17)11-9(5)16)8-1-6(15)7(4-14)18-8/h2,6-8,13-15H,1,3-4H2,(H,11,16,17)/t6-,7+,8+/m0/s1
InChI Key:
IPAVKOYJGUMINP-XLPZGREQSA-N
SMILES:
OC[C@H]1O[C@H](C[C@@H]1O)n1cc(CO)c(=O)[nH]c1=O
EC Number:
225-848-0
Properties
Complexity:
396  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
258.085g/mol
Formal Charge:
0
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
258.23g/mol
Monoisotopic Mass:
258.085g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
119A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.9  
Literature
Title Journal
Synthesis and evaluation of 5'-modified thymidines and 5-hydroxymethyl-2'-deoxyuridines as Mycobacterium tuberculosis thymidylate kinase inhibitors. Bioorganic & medicinal chemistry 20130101
Biomarkers of oxidant load and type-specific clearance of prevalent oncogenic human papillomavirus infection: markers of immune response? International journal of cancer 20120701
Effect of blueberry ingestion on natural killer cell counts, oxidative stress, and inflammation prior to and after 2.5 h of running. Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme 20111201
Quantification of oxidative DNA lesions in tissues of Long-Evans Cinnamon rats by capillary high-performance liquid chromatography-tandem mass spectrometry coupled with stable isotope-dilution method. Analytical chemistry 20110315
Recombination phenotypes of the NCI-60 collection of human cancer cells. BMC molecular biology 20110101
5-Modified-2'-dU and 2'-dC as mutagenic anti HIV-1 proliferation agents: synthesis and activity. Journal of medicinal chemistry 20100225
DNA polymerases beta and lambda mediate overlapping and independent roles in base excision repair in mouse embryonic fibroblasts. PloS one 20100101
Evaluation of urinary nucleosides in breast cancer patients before and after tumor removal. Clinical biochemistry 20090401
Metabolic significance of bisphenol A-induced oxidative stress in rat urine measured by liquid chromatography-mass spectrometry. Journal of applied toxicology : JAT 20090301
Measurement of the incorporation and repair of exogenous 5-hydroxymethyl-2'-deoxyuridine in human cells in culture using gas chromatography-negative chemical ionization-mass spectrometry. Chemical research in toxicology 20071201
Reliability of serum assays of iron status in postmenopausal women. Annals of epidemiology 20070501
3D-QSAR studies on antitubercular thymidine monophosphate kinase inhibitors based on different alignment methods. Bioorganic & medicinal chemistry letters 20060215
Intra- and inter-individual variability in measurements of biomarkers for oxidative damage in vivo: Nutrition and Breast Health Study. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals 20060101
Synthesis and in vitro anti-mycobacterial activity of 5-substituted pyrimidine nucleosides. Bioorganic & medicinal chemistry 20051215
Randomized, placebo-controlled pilot trial of the effects of alpha-tocopherol supplementation on levels of autoantibodies against 5-hydroxymethyl-2-deoxyuridine in melanoma patients. Melanoma research 20040201
Levels of 5-hydroxymethyl-2'-deoxyuridine in DNA from women participating in an intervention trial of low-fat and low-energy diets. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals 20040101
Urinary excretion of three nucleic acid oxidation adducts and isoprostane F(2)alpha measured by liquid chromatography-mass spectrometry in smokers, ex-smokers, and nonsmokers. Free radical biology & medicine 20031115
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
Antibodies against 5-hydroxymethyl-2'-deoxyuridine are associated with lifestyle factors and GSTM1 genotype: a report from the Malmö Diet and Cancer cohort. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20030501
Design of Mycobacterium tuberculosis thymidine monophosphate kinase inhibitors. Nucleosides, nucleotides & nucleic acids 20030101
Effects of lycopene supplementation in patients with localized prostate cancer. Experimental biology and medicine (Maywood, N.J.) 20021101
J-binding protein increases the level and retention of the unusual base J in trypanosome DNA. Molecular microbiology 20021001
Effect of varying caloric restriction levels on female rat growth and 5-hydroxymethyl-2'-deoxyuridine in DNA. Toxicological sciences : an official journal of the Society of Toxicology 20020301
Association of tocopherols with circulating autoantibody levels against an oxidized DNA nucleoside in humans. Free radical biology & medicine 20010815
Gender differences in autoantibodies to oxidative DNA base damage in cigarette smokers. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20010601
Vaccinia virus inhibitors as a paradigm for the chemotherapy of poxvirus infections. Clinical microbiology reviews 20010401
Levels of 5-hydroxymethyl-2'-deoxyuridine in DNA from blood of women scheduled for breast biopsy. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20010201
Excessive base excision repair of 5-hydroxymethyluracil from DNA induces apoptosis in Chinese hamster V79 cells containing mutant p53. Carcinogenesis 20010101
Comparison of iron-catalyzed DNA and lipid oxidation. Journal of biochemical and molecular toxicology 20010101
Effect of varying dietary fat levels on rat growth and oxidative DNA damage. Nutrition and cancer 20010101
Recognition of oxidized DNA bases by sera of patients with inflammatory diseases. Free radical biology & medicine 19930501
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
Properties