m5CSN – 5-methylcytosine

Name
WID m5CSN View in model
Name 5-methylcytosine View in model
Traditional name 5-methylcytosine
IUPAC name 4-amino-5-methyl-1,2-dihydropyrimidin-2-one
Cross references PubChem: 5418, KEGG: C02376
 
Classification
Type modified_nucleobase_methylation View in model
 
Structure
Empirical formula (pH 7.5) H7C5N3O1
SMILES (pH 7.5) CC1=CNC(=O)N=C1N
Charge (pH 7.5) 0
Is hydrophobic False View in model
Molecular weight (Da) 125.13 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)		 108.99
ΔfG'o (pH 7.5, 25C, I = 0; kJ mol‑1) 301.40
pI 12.61
logP -0.840
logD (pH 7.5) -0.850
 
Function
Reaction participant View in model
 
Comments
Comments occurs in bacteriophage DNA [PUB_0477]; 100% cytidine replacement in phage XP12 [PUB_0478]; 0.3-2% cytidine replacement in bacteria [PUB_0478];
References

  1. Gommers-Ampt JH, Borst P. Hypermodified bases in DNA. FASEB J 9, 1034-42 (1995). WholeCell: PUB_0478, PubMed: 7649402

  2. Warren RA. Modified bases in bacteriophage DNAs. Annu Rev Microbiol 34, 137-58 (1980). WholeCell: PUB_0477, PubMed: 7002022
 
Metadata
Created 2012-10-01 15:07:02
Last updated 2012-10-01 15:12:20