Basic information
- CAS
2140-61-6- Standard SMILES
Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)nc1N- InChIKey
ZAYHVCMSTBRABG-JXOAFFINSA-N- Molecular formula
- C10H15N3O5
- Average molar mass
- 257.24 g/mol
- Monoisotopic mass
- 257.10117059
Overview
5-methylcytidine is a methylcytidine.
Names & identifiers
- Preferred name
- 5-Methylcytidine
- IUPAC
- 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidin-2-one
- English name
- 5-Methylcytidine
- Molecular formula
- C10H15N3O5
- Molecular weight
- 257.24
Names & synonyms
5-Methylcytidine2140-61-65-methyl-cytidineTL9PB228DCCHEBI:20607DTXSID401016977NSC-3639334-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2-dihydropyrimidin-2-one4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-5-methyl-1,2-dihydropyrimidin-2-oneRefChem:913534DTXCID501475162218-390-8
Show more names
5-Me-CrNSC 3639335-Methyicytidine5-Methylcytidine>Cytarabine EP Impurity G5-METHYLCYTIDINE USP/EP/BPRNA modified nucleoside m5C
Cytidine, 5-methyl-MFCD000065484-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidin-2-one4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidin-2(1H)-oneM021115-Methyl-D-cytidine4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidin-2-oneCytarabine EP Impurity G
Database identifiers
Properties
Computed structural properties
- XLogP
- -2
- Topological polar surface area
- 129 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 422
Experimental & physicochemical properties
LogP
-2.01
-2.01
Melting Point213 °C
Physical DescriptionSolid
Collision Cross Section
160.46 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
157.4 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
156.5 Ų [M+H]+
Physicochemical properties
- Melting point
- 212 · 212-215 °C (dec.) (lit.)
- Boiling point
- 537.5 · 537.5±60.0 °C(Predicted)
- Density
- 1.79 · 1.79
- refractive index
- 15 ° · 15 ° (C=2, H2O)
- storage temp.
- -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- solubility
- DMSO (Slightly), Methanol (Slightly), Water (Sparingly)
- pka
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- hs_code
- 29389090
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
DescriptionThe methylation of carbon 5 in cytidine (m5C, 5-methylcytidine) has been identified as a widespread epitranscriptomic mark. 5-Methylcytidine is mostly found in tRNA and rRNA. 5-Methylcytidine is a modified nucleoside derived from 5-methylcytosine and is a minor constituent of RNA and DNA for certain organisms. Roughly one to two residues of 5-methylcytidine occur in every 1,000 RNA residues. It has been used in epigenetics research, especially in studies involving DNA methylation processes involved in the establishment of genomic imprinting and the control of gene expression and differentiation.
Uses5-Methylcytidine is a derivative of Cytidine (C998300), found in ribonucleic acids of animals, plants and bacteria. 5-Methylcytidine is a nucleoside found in liver emulsion that can inhibit the growth of spontaneous tumors of mammary gland origin in mice. 5-Methylcytidine is one of many nucleosides that can be used as biomedical marker using liquid chromatography and ion trap mass spectrometry coupling.
Uses5-Methylcytidine is used in studies of DNA methylation processes (epigenetics).
General Description5-Methylcytidine is a component of RNA in Escherichia coli. It is present in the RNA of plant, animal and bacterial origin. It is one of the C derivative present in transfer RNA (tRNA).
Upstream & downstream products
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
Related reactions
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Compound notes
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