5-Methylcytosine
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5-Methylcytosine
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CAS No:
554-01-8
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Formula:
C5H7N3O
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Chemical Name:
5-Methylcytosine
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Synonyms:
2(1H)-Pyrimidinone,6-amino-5-methyl-;Cytosine,5-methyl-;2(1H)-Pyrimidinone,4-amino-5-methyl-;6-Amino-5-methyl-2(1H)-pyrimidinone;5-Methylcytosine;4-Amino-5-methyl-2(1H)-pyrimidinone;4-Amino-2-hydroxy-5-methylpyrimidine;NSC 137776;1563-00-4
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CAS No:
Description
5-Methylcytosine is a well-characterized DNA modification, and is also predominantly in abundant non-coding RNAs in both prokaryotes and eukaryotes. 5-Methylcytosine in mRNA is a new epitranscriptome marker inArabidopsis, and that regulation of this modification is an integral part of gene regulatory networks underlying plant development[1].
Solid
5-methylcytosine is a pyrimidine that is a derivative of cytosine, having a methyl group at the 5-position. It has a role as a human metabolite. It is a member of pyrimidines and a methylcytosine. It derives from a cytosine.|5-Methylcytosine is a methylated form of the nucleobase cytosine occurring predominantly in cytosine-phosphate-guanine (CpG) islands that are produced by DNA methyltransferases and may regulate gene expression. Like cytosine, the DNA sequence containing 5-methylcytosine (5-mC) is able to be replicated without error and 5-mC can pair with guanine in double stranded DNA. However, DNA sequences containing a high local concentration of 5-mC may be less transcriptionally active than areas with higher ratios of unmodified cytosine.|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.
5-Methylcytosine Basic Attributes
125.13
125.13
209-058-3
6R795CQT4H
137776
DTXSID50203948
C129008
2933599090
Characteristics
67.5
-0.8
Crystalline
1.4±0.1 g/cm3
270 °C (decomp)
417.3ºC at 760 mmHg
206.2ºC
1.651
soluble in water.
121 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|125.4 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|135.5 Ų [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|121.1 Ų [M+H]+
Safety Information
UW7362350
P261, P264, P272, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, P501
H317
|Warning|H317 (97.44%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P264, P272, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Computed Properties
Molecular Weight:125.13
XLogP3:-0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:125.058911855
Monoisotopic Mass:125.058911855
Topological Polar Surface Area:67.5
Heavy Atom Count:9
Complexity:204
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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