5-Methylcytidine

Base Information

• Chemical Name: 5-Methylcytidine
• CAS No.: 2140-61-6
• Molecular Formula: C10H15N3O5
• Molecular Weight: 257.246
• Hs Code.: 29389090
• European Community (EC) Number: 218-390-8
• UNII: TL9PB228DC
• DSSTox Substance ID: DTXSID401016977
• Nikkaji Number: J130.846G
• Wikipedia: 5-Methylcytidine
• Wikidata: Q238546
• Metabolomics Workbench ID: 37531
• ChEMBL ID: CHEMBL72086
• Mol file: 2140-61-6.mol

Synonyms:5-methyl-cytidine;5-methylcytidine

Chemical Property of 5-Methylcytidine

Chemical Property:

• Appearance/Colour: Light Yellow Crystals
• Vapor Pressure: 8.5E-14mmHg at 25°C
• Melting Point: 212-215 °C (dec.)(lit.)
• Refractive Index: 15 ° (C=2, H2O)
• Boiling Point: 537.5 °C at 760 mmHg
• PKA: pK1:4.21 (25°C)
• Flash Point: 278.9 °C
• PSA: 130.83000
• Density: 1.79 g/cm³
• LogP: -1.67340
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Sparingly)
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 257.10117059
• Heavy Atom Count: 18
• Complexity: 422

Purity/Quality:

98%min ^*data from raw suppliers

5-Methylcytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

Useful:

• Canonical SMILES: CC1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)O
• Isomeric SMILES: CC1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
• Uses: 5-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. 5-Methylcytidine is used in studies of DNA methylation processes (epigenetics).

Technology Process of 5-Methylcytidine

There total 16 articles about 5-Methylcytidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

2',3',5'-tri-O-benzoyl-5-methylcytidine (59237-68-2) → 5-methylcytidine (2140-61-6)

Guidance literature:

With sodium methylate; In methanol; for 14h; Ambient temperature;

DOI:10.1016/S0968-0896(97)00059-X

Reference yield: 79.0%

→ 5-methylcytidine (2140-61-6)

Guidance literature:

Reference yield: 70.0%

N4,5-dimethylcytidine (117862-70-1) → 5-methylcytidine (2140-61-6)

Guidance literature:

With manganese(IV) oxide; C₁₇H₂₀N₄O₉P^(1-)*Na⁽¹⁺⁾; oxygen; In water; acetonitrile; at 20 ℃; for 7h; under 760.051 Torr; chemoselective reaction; Irradiation;

DOI:10.1002/anie.201900901

upstream raw materials:

O^2'_,O3'_,O5'-tribenzoyl-5-methyl-4-thio-uridine

4-methoxy-5-methyl-1-(tri-O-benzoyl-β-D-ribofuranosyl)-1H-pyrimidin-2-one

tert-butyl peroxyacetate

CYTIDINE

Downstream raw materials:

2',3',5'-tri-O-benzoyluridine

5-methylcytosin

5-hydroxymethylcytosine

5-hydroxymethyl-1-(β-D-ribofuranosyl)cytosine

Refernces

• 1、 Xie, Li-Jun,Yang, Xiao-Ti,Wang, Rui-Li,Cheng, Hou-Ping,Li, Zhi-Yan,Liu, Li,Mao, Lanqun,Wang, Ming,Cheng, Liang. "Identification of Flavin Mononucleotide as a Cell-Active Artificial N6-Methyladenosine RNA Demethylase". supporting information. p. 5028 - 5032. Retrieved 2019/03/17.
• 2、 -. "Anti-HCV nucleoside derivatives". . . Retrieved 2008/06/13.