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443309-56-6 | Guanidine, (5-nitro-1H-imidazol-4-yl)- (9CI)
CAS No: 443309-56-6 Catalog No: AG00DW36 MDL No:
Product Description
Catalog Number:
AG00DW36
Chemical Name:
Guanidine, (5-nitro-1H-imidazol-4-yl)- (9CI)
CAS Number:
443309-56-6
IUPAC Name:
2-(5-nitro-1H-imidazol-4-yl)guanidine
InChI:
InChI=1S/C4H6N6O2/c5-4(6)9-2-3(10(11)12)8-1-7-2/h1H,(H,7,8)(H4,5,6,9)
InChI Key:
WQUZHUKQQZMTLF-UHFFFAOYSA-N
Properties
Complexity:
206
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
170.055g/mol
Formal Charge:
0
Heavy Atom Count:
12
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
170.132g/mol
Monoisotopic Mass:
170.055g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
139A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1
Literature
| Title | Journal |
|---|---|
| Formation of ring-opened and rearranged products of guanine: mechanisms and biological significance. | Free radical biology & medicine 20120701 |
| Generation of guanine-thymidine cross-links in DNA by peroxynitrite/carbon dioxide. | Chemical research in toxicology 20110718 |
| Transcription of DNA containing the 5-guanidino-4-nitroimidazole lesion by human RNA polymerase II and bacteriophage T7 RNA polymerase. | DNA repair 20080802 |
| Lipid peroxidation dominates the chemistry of DNA adduct formation in a mouse model of inflammation. | Carcinogenesis 20070801 |
| DNA polymerase V allows bypass of toxic guanine oxidation products in vivo. | The Journal of biological chemistry 20070427 |
| Modeling competitive reaction mechanisms of peroxynitrite oxidation of guanine. | The journal of physical chemistry. A 20060817 |
| Flexible 5-guanidino-4-nitroimidazole DNA lesions: structures and thermodynamics. | Biochemistry 20060530 |
| Combination of nitrogen dioxide radicals with 8-oxo-7,8-dihydroguanine and guanine radicals in DNA: oxidation and nitration end-products. | Journal of the American Chemical Society 20050223 |
| In vivo bypass efficiencies and mutational signatures of the guanine oxidation products 2-aminoimidazolone and 5-guanidino-4-nitroimidazole. | The Journal of biological chemistry 20041015 |
| Efficient synthesis of DNA containing the guanine oxidation-nitration product 5-guanidino-4-nitroimidazole: generation by a postsynthetic substitution reaction. | Organic letters 20040122 |
| Oxidative generation of guanine radicals by carbonate radicals and their reactions with nitrogen dioxide to form site specific 5-guanidino-4-nitroimidazole lesions in oligodeoxynucleotides. | Chemical research in toxicology 20030801 |
| Peroxynitrite-induced reactions of synthetic oligo 2'-deoxynucleotides and DNA containing guanine: formation and stability of a 5-guanidino-4-nitroimidazole lesion. | Biochemistry 20020611 |
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