| Record Information |
|---|
| Version | 2.0 |
|---|
| Creation Date | 2012-05-31 14:52:18 -0600 |
|---|
| Update Date | 2015-06-03 17:20:21 -0600 |
|---|
| Secondary Accession Numbers | |
|---|
| Identification |
|---|
| Name: | N3-Methylcytosine |
|---|
| Description | N3-methylcytosine is a member of the chemical class known as Pyrimidones. These are compounds whose pyrimidine ring bears a ketone. 5-Methylcytosine is a methylated form of the DNA base cytosine that may be involved in the regulation of gene transcription. When cytosine is methylated, the DNA maintains the same sequence, but the expression of methylated genes can be altered (the study of this is part of the field of epigenetics). 5-Methylcytosine is incorporated in the nucleoside 5-methylcytidine. In 5-methylcytosine, a methyl group, is attached to the 5th carbon atom (counting counterclockwise from the NH nitrogen at the six o'clock position, not the 2 o'clock). This methyl group distinguishes 5-methylcytosine from cytosine. (WikiPedia) |
|---|
| Structure | |
|---|
| Synonyms: | - 3-methyl-(7CI,8CI)-Cytosine, 3-Methylcytosine
- 3-METHYLCYTOSINE
- 6-amino-1-methyl-2(1H)-Pyrimidinone
- 6-Amino-1-methyl-3H-pyrimidin-1-ium-2-one
|
|---|
| Chemical Formula: | C5H8N3O |
|---|
| Weight: | Average: 126.1365
Monoisotopic: 126.066736893 |
|---|
| InChI Key: | UPHQQDZIRIHPHU-UHFFFAOYSA-O |
|---|
| InChI: | InChI=1S/C5H7N3O/c1-8-4(6)2-3-7-5(8)9/h2-3H,1H3,(H2,6,7,9)/p+1 |
|---|
| CAS number: | Not Available |
|---|
| IUPAC Name: | 6-amino-1-methyl-2-oxo-2,3-dihydropyrimidin-1-ium |
|---|
| Traditional IUPAC Name: | 3-methylcytosine |
|---|
| SMILES: | C[N+]1=C(N)C=CNC1=O |
|---|
| Chemical Taxonomy |
|---|
| Description | belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organoheterocyclic compounds |
|---|
| Class | Diazines |
|---|
| Sub Class | Pyrimidines and pyrimidine derivatives |
|---|
| Direct Parent | Pyrimidones |
|---|
| Alternative Parents | |
|---|
| Substituents | - Aminopyrimidine
- Pyrimidone
- Hydropyrimidine
- Heteroaromatic compound
- Urea
- Azacycle
- Amine
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Organic oxygen compound
- Organic cation
- Aromatic heteromonocyclic compound
|
|---|
| Molecular Framework | Aromatic heteromonocyclic compounds |
|---|
| External Descriptors | |
|---|
| Physical Properties |
|---|
| State: | Not Available |
|---|
| Charge: | 1 |
|---|
| Melting point: | Not Available |
|---|
| Experimental Properties: | |
|---|
| Predicted Properties | |
|---|
| Biological Properties |
|---|
| Cellular Locations: | Cytoplasm |
|---|
| Reactions: | |
|---|
| SMPDB Pathways: | Not Available |
|---|
| KEGG Pathways: | Not Available |
|---|
| EcoCyc Pathways: | Not Available |
|---|
| Concentrations |
|---|
| Not Available |
|---|
| Spectra |
|---|
| Spectra: | |
|---|
| References |
|---|
| References: | - Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
- van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
|
|---|
| Synthesis Reference: | Not Available |
|---|
| Material Safety Data Sheet (MSDS) | Not Available |
|---|
| Links |
|---|
| External Links: | |
|---|
