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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 |
|---|---|
| 1,N2-Etheno-2'-deoxyguanosine adopts the syn conformation about the glycosyl bond when mismatched with deoxyadenosine. | Chemical research in toxicology 20110718 |
| 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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