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68498-25-9

68498-25-9 | 3H-Imidazo[2,1-i]purine, 3-(2-deoxy-b-D-erythro-pentofuranosyl)-

CAS No: 68498-25-9 Catalog No: AG01CB5W MDL No:MFCD00056769

Product Description

Catalog Number:
AG01CB5W
Chemical Name:
3H-Imidazo[2,1-i]purine, 3-(2-deoxy-b-D-erythro-pentofuranosyl)-
CAS Number:
68498-25-9
MDL Number:
MFCD00056769
IUPAC Name:
(2R,3S,5R)-2-(hydroxymethyl)-5-imidazo[2,1-f]purin-3-yloxolan-3-ol
InChI:
InChI=1S/C12H13N5O3/c18-4-8-7(19)3-9(20-8)17-6-14-10-11-13-1-2-16(11)5-15-12(10)17/h1-2,5-9,18-19H,3-4H2/t7-,8+,9+/m0/s1
InChI Key:
XQQIMTUYVDUWKJ-DJLDLDEBSA-N

Properties

Complexity:
373  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
275.102g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
275.268g/mol
Monoisotopic Mass:
275.102g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
97.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.7  

Literature

Title Journal
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Accumulation of miscoding etheno-DNA adducts and highly expressed DNA repair during liver fluke-induced cholangiocarcinogenesis in hamsters. Mutation research 20100910
Comparison of the in vitro replication of the 7-(2-oxoheptyl)-1,N2-etheno-2'-deoxyguanosine and 1,N2-etheno-2'-deoxyguanosine lesions by Sulfolobus solfataricus P2 DNA polymerase IV (Dpo4). Chemical research in toxicology 20100816
Secondary oxidation of cyclic 1,N2-propano and 1,N2-etheno-2'-deoxyguanosine DNA adducts. Consequences in oxidative stress biomarker development. Chemosphere 20100801
Ultrasensitive simultaneous quantification of 1,N2-etheno-2'-deoxyguanosine and 1,N2-propano-2'-deoxyguanosine in DNA by an online liquid chromatography-electrospray tandem mass spectrometry assay. Chemical research in toxicology 20100719
Accumulation of lipid peroxidation-derived DNA lesions in iron-overloaded thalassemic mouse livers: comparison with levels in the lymphocytes of thalassemia patients. International journal of cancer 20090815
Typical signature of DNA damage in white blood cells: a pilot study on etheno adducts in Danish mother-newborn child pairs. Carcinogenesis 20090201
High excretion of etheno adducts in liver fluke-infected patients: protection by praziquantel against DNA damage. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20080701
Increased urinary 1,N6-ethenodeoxyadenosine and 3,N4-ethenodeoxycytidine excretion in thalassemia patients: markers for lipid peroxidation-induced DNA damage. Free radical biology & medicine 20080515
Etheno-DNA adduct formation in rats gavaged with linoleic acid, oleic acid and coconut oil is organ- and gender specific. Mutation research 20071101
Mechanism of 1,N2-etheno-2'-deoxyguanosine formation from epoxyaldehydes. Chemical research in toxicology 20071101
Structure of the 1,N2-etheno-2'-deoxyguanosine adduct in duplex DNA at pH 8.6. Chemical research in toxicology 20071101
Lipid peroxidation-derived etheno-DNA adducts in human atherosclerotic lesions. Mutation research 20070801
Oxidation of vinyl carbamate and formation of 1,N6-ethenodeoxyadenosine in murine lung. Drug metabolism and disposition: the biological fate of chemicals 20070501
In vitro synthesis of 1,N6-etheno-2'-deoxyadenosine and 1,N2-etheno-2'-deoxyguanosine by 2,4-dinitrophenol and 1,3-dinitropyrene in presence of a bacterial nitroreductase. Environmental toxicology 20070401
Hoogsteen base pair formation promotes synthesis opposite the 1,N6-ethenodeoxyadenosine lesion by human DNA polymerase iota. Nature structural & molecular biology 20060701
Simultaneous determination of O6-methyl-2'-deoxyguanosine, 8-oxo-7,8-dihydro-2'-deoxyguanosine, and 1,N6-etheno-2'-deoxyadenosine in DNA using on-line sample preparation by HPLC column switching coupled to ESI-MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060118
Age-dependent increase of etheno-DNA-adducts in liver and brain of ROS overproducing OXYS rats. Biochemical and biophysical research communications 20051021
Prediction of genotoxicity of chemical compounds by statistical learning methods. Chemical research in toxicology 20050601
Urinary excretion of epsilondA is not predictive of cancer development: a prospective nested case-control study. Free radical research 20050101
The formation of substituted 1,N6-etheno-2'-deoxyadenosine and 1,N2-etheno-2'-deoxyguanosine adducts by cis-2-butene-1,4-dial, a reactive metabolite of furan. Chemical research in toxicology 20041201
Immunohistochemical detection of 1,N6-ethenodeoxyadenosine in nuclei of human liver affected by diseases predisposing to hepato-carcinogenesis. Carcinogenesis 20040601
Quantification of 1,N6-etheno-2'-deoxyadenosine in human urine by column-switching LC/APCI-MS/MS. Free radical biology & medicine 20040601
Increased formation and persistence of 1,N(6)-ethenoadenine in DNA is not associated with higher susceptibility to carcinogenesis in alkylpurine-DNA-N-glycosylase knockout mice treated with vinyl carbamate. Cancer research 20031115
Comparison of multiple DNA adduct types in tumor adjacent human lung tissue: effect of cigarette smoking. Carcinogenesis 20021201
Urinary level of 1,N(6) -ethenodeoxyadenosine, a marker of oxidative stress, is associated with salt excretion and omega 6-polyunsaturated fatty acid intake in postmenopausal Japanese women. International journal of cancer 20020701
Influence of dietary fatty acid, vegetable, and vitamin intake on etheno-DNA adducts in white blood cells of healthy female volunteers: a pilot study. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20011101
Ethanol enhances the formation of endogenously and exogenously derived adducts in rat hepatic DNA. Mutation research 20010808
Translesion DNA synthesis catalyzed by human pol eta and pol kappa across 1,N6-ethenodeoxyadenosine. The Journal of biological chemistry 20010601
Exocyclic DNA adducts as secondary markers for oxidative stress: applications in human cancer etiology and risk assessment. Advances in experimental medicine and biology 20010101

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