Cas no 3590-36-1 (5-Methylcytidine-5'-monophosphate)

5-Methylcytidine-5'-monophosphate (5-MeCMP) is a modified nucleoside monophosphate featuring a methyl group at the 5-position of the cytidine base. This modification plays a critical role in epigenetic regulation, particularly in DNA methylation processes, and is utilized in research applications involving nucleic acid biochemistry and molecular biology. The compound serves as a valuable precursor for synthesizing oligonucleotides with site-specific methylation, enabling studies on gene expression and chromatin dynamics. Its high purity and stability make it suitable for enzymatic reactions and structural investigations. 5-MeCMP is also employed in the development of therapeutic agents targeting epigenetic pathways, underscoring its importance in both basic and applied research.
5-Methylcytidine-5'-monophosphate structure
3590-36-1 structure
Product Name:5-Methylcytidine-5'-monophosphate
CAS No:3590-36-1
MF:C10H16N3O8P
MW:337.223103523254
CID:2355772
PubChem ID:192785
Update Time:2025-10-22

5-Methylcytidine-5'-monophosphate Chemical and Physical Properties

Names and Identifiers

    • Cytidine, 5-methyl-, 5'-(dihydrogen phosphate) (8CI)
    • 5-Methylcytidine 5'-(dihydrogen phosphate)
    • 5-Methylcytidine 5'-monophosphate
    • 5-Methylcytidylic acid
    • 5-methyl-CMP
    • 5-Methylcytidine-5'-Monophosphate
    • [(2R,3S,4R,5R)-5-(4-amino-5-methyl-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
    • 5-Methyl-5'-cytidylic acid
    • 5-methylcytidine monophosphate
    • 5-methylcytidine 5'-phosphate
    • 5'-Cytidylic acid, 5-methyl-
    • ((2R,3S,4R,5R)-5-(4-Amino-5-methyl-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyldihydrogenphosphate
    • CHEBI:74725
    • AC-32430
    • PD060192
    • NM29555
    • ((2R,3S,4R,5R)-5-(4-Amino-5-methyl-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
    • 117309-80-5
    • Q27144859
    • [(2R,3S,4R,5R)-5-(4-amino-5-methyl-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
    • NS00070869
    • 5MC
    • 3590-36-1
    • {[(2R,3S,4R,5R)-5-(4-amino-5-methyl-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
    • 4-Imino-5-methyl-1-(5-O-phosphonopentofuranosyl)-1,4-dihydropyrimidin-2-ol
    • SCHEMBL3504106
    • CHEMBL72388
    • 5-Methyl-CMP;m5CMP
    • DB01995
    • DTXSID20922391
    • 5-Methylcytidine-5'-monophosphate
    • Inchi: 1S/C10H16N3O8P/c1-4-2-13(10(16)12-8(4)11)9-7(15)6(14)5(21-9)3-20-22(17,18)19/h2,5-7,9,14-15H,3H2,1H3,(H2,11,12,16)(H2,17,18,19)/t5-,6-,7-,9-/m1/s1
    • InChI Key: NJQONZSFUKNYOY-JXOAFFINSA-N
    • SMILES: P(=O)(O)(O)OC[C@@H]1[C@H]([C@H]([C@H](N2C(N=C(C(C)=C2)N)=O)O1)O)O

Computed Properties

  • Exact Mass: 337.06750147g/mol
  • Monoisotopic Mass: 337.06750147g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 4
  • Complexity: 573
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -3.7
  • Topological Polar Surface Area: 175

Experimental Properties

  • Density: 2.04±0.1 g/cm3 (20 oC 760 Torr),
  • Solubility: Soluble (610 g/l) (25 o C),

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5-Methylcytidine-5'-monophosphate Suppliers

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(CAS:3590-36-1)5-Methylcytidine-5'-monophosphate
Order Number:NC12313
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Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:06
Price ($):Price inquiry

5-Methylcytidine-5'-monophosphate Related Literature

Additional information on 5-Methylcytidine-5'-monophosphate

Recent Advances in the Study of 5-Methylcytidine-5'-monophosphate (CAS: 3590-36-1) and Its Applications in Chemical Biology and Medicine

5-Methylcytidine-5'-monophosphate (5-MeCMP, CAS: 3590-36-1) is a modified nucleotide that plays a critical role in epigenetic regulation and RNA biology. Recent studies have highlighted its significance in various biological processes, including gene expression modulation, RNA stability, and cellular differentiation. This research briefing synthesizes the latest findings on 5-MeCMP, focusing on its chemical properties, biological functions, and potential therapeutic applications.

One of the most notable advancements in the study of 5-MeCMP is its role in RNA methylation. Researchers have discovered that 5-MeCMP serves as a key intermediate in the biosynthesis of 5-methylcytosine (5-mC) in RNA, which is catalyzed by RNA methyltransferases. This modification has been linked to the regulation of mRNA translation and stability, offering new insights into post-transcriptional gene regulation. A 2023 study published in Nature Chemical Biology demonstrated that 5-MeCMP incorporation into RNA can influence the binding affinity of RNA-binding proteins, thereby modulating downstream signaling pathways.

In addition to its biological functions, 5-MeCMP has garnered attention for its potential therapeutic applications. Recent preclinical studies have explored its use in the development of novel antiviral and anticancer agents. For instance, a 2022 study in Journal of Medicinal Chemistry reported that 5-MeCMP derivatives exhibit inhibitory activity against certain RNA viruses by interfering with viral replication machinery. Furthermore, its role in epigenetic modulation has spurred interest in its application for treating diseases characterized by aberrant DNA methylation, such as cancer and neurodegenerative disorders.

The synthesis and characterization of 5-MeCMP have also seen significant progress. Advanced analytical techniques, such as high-performance liquid chromatography (HPLC) coupled with mass spectrometry (MS), have enabled precise quantification and structural analysis of 5-MeCMP in complex biological samples. A 2023 paper in Analytical Chemistry detailed a novel method for detecting 5-MeCMP in cellular RNA, providing a valuable tool for researchers studying its biological roles.

Despite these advancements, challenges remain in the clinical translation of 5-MeCMP-based therapies. Issues such as delivery efficiency, metabolic stability, and off-target effects need to be addressed. Ongoing research is focused on optimizing the pharmacokinetic properties of 5-MeCMP derivatives and developing targeted delivery systems to enhance their therapeutic efficacy.

In conclusion, 5-Methylcytidine-5'-monophosphate (CAS: 3590-36-1) represents a promising area of research in chemical biology and medicine. Its dual role as an epigenetic modulator and a potential therapeutic agent underscores its versatility and importance. Future studies will likely uncover new mechanisms of action and expand its applications in disease treatment and diagnostics.

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NewCan Biotech Limited
(CAS:3590-36-1)5-Methylcytidine-5'-monophosphate
NC12313
Purity:97%
Quantity:10g
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