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Details

Stereochemistry ACHIRAL
Molecular Formula C4H4ClN3O
Molecular Weight 145.547
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-CHLOROCYTOSINE

SMILES

NC1=C(Cl)C=NC(=O)N1

InChI

InChIKey=PNWOYKVCNDZOLS-UHFFFAOYSA-N
InChI=1S/C4H4ClN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)

HIDE SMILES / InChI

Molecular Formula C4H4ClN3O
Molecular Weight 145.547
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Comparative study of HOCl-inflicted damage to bacterial DNA ex vivo and within cells.
2010-01-15
[Markers of chloric acid (I) in biological systems--identification and properties].
2010
Incorporation of 5-chlorocytosine into mammalian DNA results in heritable gene silencing and altered cytosine methylation patterns.
2009-05
Examination of hypochlorous acid-induced damage to cytosine residues in a CpG dinucleotide in DNA.
2008-06
Endogenous cytosine damage products alter the site selectivity of human DNA maintenance methyltransferase DNMT1.
2007-02-01
Detection of chlorinated DNA and RNA nucleosides by HPLC coupled to tandem mass spectrometry as potential biomarkers of inflammation.
2005-11-15
Analysis of vibrational spectra of 5-fluoro, 5-chloro and 5-bromo-cytosines based on density functional theory calculations.
2005-03
Synthesis and characterization of oligonucleotides containing 5-chlorocytosine.
2004-09
Loss of oxidized and chlorinated bases in DNA treated with reactive oxygen species: implications for assessment of oxidative damage in vivo.
2002-08-30
Detection and quantification of 5-chlorocytosine in DNA by stable isotope dilution and gas chromatography/negative ion chemical ionization/mass spectrometry.
2002-02
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:35:16 GMT 2025
Edited
by admin
on Mon Mar 31 19:35:16 GMT 2025
Record UNII
ZBC12IW74E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
5-CHLOROCYTOSINE
Systematic Name English
2(1H)-PYRIMIDINONE, 4-AMINO-5-CHLORO-
Preferred Name English
2(1H)-PYRIMIDINONE, 6-AMINO-5-CHLORO-
Systematic Name English
CYTOSINE, 5-CHLORO-
Systematic Name English
Code System Code Type Description
CAS
2347-43-5
Created by admin on Mon Mar 31 19:35:16 GMT 2025 , Edited by admin on Mon Mar 31 19:35:16 GMT 2025
PRIMARY
PUBCHEM
3083758
Created by admin on Mon Mar 31 19:35:16 GMT 2025 , Edited by admin on Mon Mar 31 19:35:16 GMT 2025
PRIMARY
FDA UNII
ZBC12IW74E
Created by admin on Mon Mar 31 19:35:16 GMT 2025 , Edited by admin on Mon Mar 31 19:35:16 GMT 2025
PRIMARY
EPA CompTox
DTXSID70178023
Created by admin on Mon Mar 31 19:35:16 GMT 2025 , Edited by admin on Mon Mar 31 19:35:16 GMT 2025
PRIMARY