DNAmod: 3-ethylcytosine

Description

A pyrimidone that is cytosine substituted by an ethyl group at position 3.

Chemical properties

Chemical formula	Net charge	Average mass
C6H9N3O	0	139.15520

3-ethylcytosine

Recommended notation

Name	3-ethylcytosine
Abbreviation	e3C

Nomenclature

IUPAC	SMILES	InChI	InChIKey
6-amino-1-ethylpyrimidin-2(1H)-one	CCn1c(N)ccnc1=O	InChI=1S/C6H9N3O/c1-2-9-5(7)3-4-8-6(9)10/h3-4H,2,7H2,1H3	BOJJYWPYGHMXDH-UHFFFAOYSA-N

Nature

Origin	Function	Functional detail	Organisms	References
natural	damage	mutagenic	Enterobacteria phage T4 Escherichia coli Homo sapiens	Sun, L, et al. 1975. The specificity of different classes of ethylating agents toward various sites of HeLa cell DNA in vitro and in vivo. Biochemistry. 14(8). Delaney, JC, et al. 2004. Mutagenesis, genotoxicity, and repair of 1-methyladenine, 3-alkylcytosines, 1-methylguanine, and 3-methylthymine in alkB Escherichia coli. Proceedings of the National Academy of Sciences of the United States of America. 101(39).

Database references:

CHEBI:74029

Citations

Delaney, JC, et al. 2004. Mutagenesis, genotoxicity, and repair of 1-methyladenine, 3-alkylcytosines, 1-methylguanine, and 3-methylthymine in alkB Escherichia coli. Proceedings of the National Academy of Sciences of the United States of America. 101(39).
Sun, L, et al. 1975. The specificity of different classes of ethylating agents toward various sites of HeLa cell DNA in vitro and in vivo. Biochemistry. 14(8).