5-Methylcytidine - ≥99% , CAS No.2140-61-6

CAS: 2140-61-6 Cat. No.: M168577 Fórmula: C₁₀H₁₅N₃O₅ Peso molecular: 257.24

GRADE & PURITY ≥99%

Synonyms

NSC-363933 | M1931 | s6138 | 5-Methylcytidine | 5-methyl-cytidine | DTXSID401016977 | 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2-dihydropyrimidin-2-one | AC-32357 | AM83948 | EINECS 218-390-8 | Adenosine receptor ago

Storage

Room temperature

Shipped In

Normal

Specifications

Sinónimos

NSC-363933 | M1931 | s6138 | 5-Methylcytidine | 5-methyl-cytidine | DTXSID401016977 | 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2-dihydropyrimidin-2-one | AC-32357 | AM83948 | EINECS 218-390-8 | Adenosine receptor ago

Especificaciones y pureza

≥99%

Mecanismos bioquímicos y fisiológicos

Endogenous modified nucleoside. DNA methylation marker. 5-methylcytosine derivative. 5-methyltransferase Trm4 substrate. Accumulates in uncharged histone tRNA molecules when 5-methyltransferase Trm4 is depleted.Endogenous modified nucleoside. DNA methylat

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 488186745
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186745
• Sonrisas canónicas: CC1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)O
• IUPAC Name: 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidin-2-one
• InChIKey: ZAYHVCMSTBRABG-JXOAFFINSA-N
• INCHI: 1S/C10H15N3O5/c1-4-2-13(10(17)12-8(4)11)9-7(16)6(15)5(3-14)18-9/h2,5-7,9,14-16H,3H2,1H3,(H2,11,12,17)/t5-,6-,7-,9-/m1/s1
• Isómeros SMILES: CC1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
• Peso molecular: 257.24
• Reaxy-Rn: 25358540
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25358540&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Clase Pyrimidine nucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Clase: Pyrimidine nucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine nucleosides
• Alternative Parents: Glycosylamines Pentoses Hydroxypyrimidines Hydropyrimidines Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary alcohols Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine nucleoside - Glycosyl compound - N-glycosyl compound - Pentose monosaccharide - Hydroxypyrimidine - Hydropyrimidine - Monosaccharide - Pyrimidine - Tetrahydrofuran - Heteroaromatic compound - Secondary alcohol - Organoheterocyclic compound - Azacycle - Oxacycle - Organic nitrogen compound - Hydrocarbon derivative - Primary alcohol - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Alcohol - Organic oxygen compound - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as pyrimidine nucleosides. These are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety.
• External Descriptors: methylcytidine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (no humanos)

L1210 (27553 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

L1210/ara C (6 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water
• Rotación específica [α]: 15° (C=2,H2O)
• Punto de fusión (°C): 211 °C(dec.)
• Peso molecular: 257.240 g/mol
• XLogP3: -2.000
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 257.101 Da
• Monoisotopic Mass: 257.101 Da
• Topological Polar Surface Area: 129.000 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 422.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Sirui Zhu, Yuanyuan Li, You Wu, Yanan Shen, Ying Wang, Yujie Yan, Weijun Chen, Qiong Fu, Yirong Wang, Xiang Yu, Feng Yu.  (2023)  The FERONIA-YUELAO module participates in translational control by modulating the abundance of tRNA fragments in Arabidopsis.  DEVELOPMENTAL CELL,      [PMID:37977150] [10.1016/j.devcel.2023.10.014]

2. Deng Dehai, Qin Yichao, Lin Xiuying, Chu Meng, Lv Daizhu, Lin Huan.  (2025)  Unveiling transfer RNA modifications of oil palm and their dynamic changes during fruit ripening.  BMC PLANT BIOLOGY,  25  (1): (1-17).  [PMID:40155815] [10.1186/s12870-025-06426-9]