Chemicals and Drugs

5-Methylcytosine

A methylated nucleotide base found in eukaryotic DNA. In ANIMALS, the DNA METHYLATION of CYTOSINE to form 5-methylcytosine is found primarily in the palindromic sequence CpG. In PLANTS, the methylated sequence is CpNpGp, where N can be any base.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A methylated nucleotide base found in eukaryotic DNA. In ANIMALS, the DNA METHYLATION of CYTOSINE to form 5-methylcytosine is found primarily in the palindromic sequence CpG. In PLANTS, the methylated sequence is CpNpGp, where N can be any base.

Chemical Identity

Chemical Information

Molecular Formula
C5H7N3O
Molecular Weight
125.13 g/mol
CAS Registry No.
554-01-8
IUPAC Name
6-amino-5-methyl-1H-pyrimidin-2-one
InChIKey
LRSASMSXMSNRBT-UHFFFAOYSA-N
SMILES
CC1=C(NC(=O)N=C1)N
MeSH Unique ID
D044503
Source
PubChem CID 65040

MeSH Record

Classification

Broader headings

Related Concepts

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MeSH Record

Synonyms

4 entry terms
  • 5 Methylcytosine
  • 5-Methylcytosine Monohydrochloride
  • 5 Methylcytosine Monohydrochloride
  • Monohydrochloride, 5-Methylcytosine

MeSH Record

Aspects Covered

27 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

2004; use 5-METHYLCYTOSINE (NM) 1980-2003

MeSH Record

Previous Indexing

  • Cytosine (1970-2003)

MeSH Hierarchy

Tree Number

AMA Style

References

  1. National Library of Medicine. 5-Methylcytosine. Medical Subject Headings (MeSH). 2026. Unique ID D044503. http://id.nlm.nih.gov/mesh/2026/D044503
  2. 5-Methylcytosine. In: Wikipedia. https://en.wikipedia.org/wiki/5-Methylcytosine
  3. 5-Methylcytosine. In: Wikidata. https://www.wikidata.org/wiki/Q238563
  4. 5-Methylcytosine. In: PubChem Compound. CID 65040. https://pubchem.ncbi.nlm.nih.gov/compound/65040