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5-Chlorocytosine

CAS No.:
2347-43-5
Catalog Number:
AG00C1EN
Molecular Formula:
C4H4ClN3O
Molecular Weight:
145.5471
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
250mg
95%
1 week
United States
$291
- +
1g
95%
1 week
United States
$670
- +
Product Description
Catalog Number:
AG00C1EN
Chemical Name:
5-Chlorocytosine
CAS Number:
2347-43-5
Molecular Formula:
C4H4ClN3O
Molecular Weight:
145.5471
MDL Number:
MFCD09753492
IUPAC Name:
6-amino-5-chloro-1H-pyrimidin-2-one
InChI:
InChI=1S/C4H4ClN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChI Key:
PNWOYKVCNDZOLS-UHFFFAOYSA-N
SMILES:
Nc1nc(=O)[nH]cc1Cl
UNII:
ZBC12IW74E
Properties
Complexity:
208  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
145.004g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
145.546g/mol
Monoisotopic Mass:
145.004g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
67.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.3  
Literature
Title Journal
Benzene metabolite 1,2,4-benzenetriol induces halogenated DNA and tyrosines representing halogenative stress in the HL-60 human myeloid cell line. Environmental health perspectives 20120101
Epigenetics of chronic rhinosinusitis and the role of the eosinophil. International forum of allergy & rhinology 20120101
Identification of dihalogenated proteins in rat intestinal mucosa injured by indomethacin. Journal of clinical biochemistry and nutrition 20110301
Myeloperoxidase-derived oxidation: mechanisms of biological damage and its prevention. Journal of clinical biochemistry and nutrition 20110101
Epigenomics in environmental health. Frontiers in genetics 20110101
Comparative study of HOCl-inflicted damage to bacterial DNA ex vivo and within cells. Archives of biochemistry and biophysics 20100115
[Markers of chloric acid (I) in biological systems--identification and properties]. Postepy biochemii 20100101
Incorporation of 5-chlorocytosine into mammalian DNA results in heritable gene silencing and altered cytosine methylation patterns. Carcinogenesis 20090501
Examination of hypochlorous acid-induced damage to cytosine residues in a CpG dinucleotide in DNA. Chemical research in toxicology 20080601
Endogenous cytosine damage products alter the site selectivity of human DNA maintenance methyltransferase DNMT1. Cancer research 20070201
Detection of chlorinated DNA and RNA nucleosides by HPLC coupled to tandem mass spectrometry as potential biomarkers of inflammation. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051115
Analysis of vibrational spectra of 5-fluoro, 5-chloro and 5-bromo-cytosines based on density functional theory calculations. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20050301
Synthesis and characterization of oligonucleotides containing 5-chlorocytosine. Chemical research in toxicology 20040901
Loss of oxidized and chlorinated bases in DNA treated with reactive oxygen species: implications for assessment of oxidative damage in vivo. Biochemical and biophysical research communications 20020830
Detection and quantification of 5-chlorocytosine in DNA by stable isotope dilution and gas chromatography/negative ion chemical ionization/mass spectrometry. Chemical research in toxicology 20020201
Properties