General Information of MET (ID: META00836) |
Name |
5-Methylcytosine
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Synonyms |
Click to Show/Hide Synonyms of This Metabolite
4-Amino-5-methyl-2(1H)-pyrimidinone; 4-Amino-5-methyl-2-(1H)-pyrimidinone; 4-Amino-5-methyl-2-pyrimidinol; 5 Methylcytosine; 5 Methylcytosine monohydrochloride; 5-Methyl-cytosine; 5-Methylcytosine monohydrochloride; 5-Methylcytosine>96; Monohydrochloride, 5-methylcytosine
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Source |
Endogenous;Escherichia Coli Metabolite;Food;Microbial
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Structure Type |
Pyrimidines and pyrimidine derivatives (Click to Show/Hide the Complete Structure Type Hierarchy)
Organoheterocyclic compounds
Diazines
Pyrimidines and pyrimidine derivatives
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PubChem CID |
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HMDB ID |
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Formula |
C5H7N3O
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Structure |
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3D MOL
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2D MOL
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Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
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KEGG ID |
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ChEBI ID |
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FooDB ID |
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ChemSpider ID |
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METLIN ID |
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Physicochemical Properties |
Molecular Weight |
125.13 |
Topological Polar Surface Area |
67.5 |
XlogP |
-0.8 |
Complexity |
204 |
Heavy Atom Count |
9 |
Rotatable Bond Count |
N.A. |
Hydrogen Bond Donor Count |
2 |
Hydrogen Bond Acceptor Count |
2 |
Function |
5-Methylcytosine is 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. -- Pubchem; 5-Methylcytosine is a methylated form of cytosine in which a methyl group is attached to carbon 5, altering its structure without altering its base-pairing properties. -- Wikipedia; 5-Methylcytosine is an epigenetic modification formed by the action of DNA methyltransferases. In bacteria, 5-methylcytosine can be found at a variety of sites, and is often used as a marker to protect DNA from being cut by native methylation-sensitive restriction enzymes. In plants, 5-methylcytosine occurs at both CpG and CpNpG sequences. In fungi and animals, 5-methylcytosine predominately occurs at CpG dinucleotides. Although most eukaryotes methylate only a small percentage of these sites, in vertebrates 70-80% of CpG cytosines are methylated. -- Wikipedia.
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Regulatory Network
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