2′-O-Methylcytidine - ≥98%(HPLC) , CAS No.2140-72-9

CAS: 2140-72-9 Cat. No.: M119522 Molecular Weight: 257.24

GRADE & PURITY ≥98%(HPLC)

Synonyms

DS-14587 | 2'-O-Methylcytidine | 2'-O-METHYL-CYTIDINE | 4-Amino-1-((2R,3R,4S,5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one | 4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxy-tetrahydrofuran-2-yl]pyrimidin-

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

DS-14587 | 2'-O-Methylcytidine | 2'-O-METHYL-CYTIDINE | 4-Amino-1-((2R, 3R, 4S, 5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one | 4-amino-1-[(2R, 3R, 4R, 5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxy-tetrahydrofuran-2-yl]pyrimidin-

Specifications & Purity

≥98%(HPLC)

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 504757343
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757343
• Canonical Smiles: COC1C(C(OC1N2C=CC(=NC2=O)N)CO)O
• IUPAC Name: 4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidin-2-one
• InChIKey: RFCQJGFZUQFYRF-ZOQUXTDFSA-N
• INCHI: 1S/C10H15N3O5/c1-17-8-7(15)5(4-14)18-9(8)13-3-2-6(11)12-10(13)16/h2-3,5,7-9,14-15H,4H2,1H3,(H2,11,12,16)/t5-,7-,8-,9-/m1/s1
• Isomeric SMILES: CO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)CO)O
• WGK Germany: 3
• Molecular Weight: 257.24
• Reaxy-Rn: 25333110
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25333110&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine nucleosides
• Alternative Parents: Glycosylamines Aminopyrimidines and derivatives Pyrimidones Hydropyrimidines Imidolactams Monosaccharides Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Dialkyl ethers Primary alcohols Primary amines Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine nucleoside - Glycosyl compound - N-glycosyl compound - Aminopyrimidine - Pyrimidone - Imidolactam - Pyrimidine - Hydropyrimidine - Monosaccharide - Heteroaromatic compound - Tetrahydrofuran - Secondary alcohol - Dialkyl ether - Oxacycle - Azacycle - Organoheterocyclic compound - Ether - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Primary alcohol - Primary amine - Amine - Alcohol - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Aromatic heteromonocyclic compound
• Description: 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

Associated Targets(non-human)

Hepatitis C virus (23859 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Slightly soluble in water
• Sensitivity: Heat Sensitive
• Specific Rotation[α]: 72° (C=1,H2O)
• Melt Point(°C): 257 °C
• Molecular Weight: 257.240 g/mol
• XLogP3: -1.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 257.101 Da
• Monoisotopic Mass: 257.101 Da
• Topological Polar Surface Area: 118.000 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 397.000
• 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

References

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. Meng Chu, Yichao Qin, Xiuying Lin, Li Ma, Dehai Deng, Daizhu Lv, Pengcheng Fu, Huan Lin.  (2023)  A Preliminary Survey of Transfer RNA Modifications and Modifying Enzymes of the Tropical Plant Cocos nucifera L..  Genes,  14  (6): (1287).  [PMID:37372467] [10.3390/genes14061287]

3. Yu-Nan Chen, Xu-Yang Shen, Yue Yu, Chen-Yu Xue, Ying-Lin Zhou, Xin-Xiang Zhang.  (2023)  In-source fragmentation of nucleosides in electrospray ionization towards more sensitive and accurate nucleoside analysis.  ANALYST,  148  (7): (1500-1506).  [PMID:36883656] [10.1039/D3AN00047H]

4. Yu-Fang Ma, Fang Yuan, Yue Yu, Ying-Lin Zhou, Xin-Xiang Zhang.  (2019)  Synthesis of a pH-Responsive Functional Covalent Organic Framework via Facile and Rapid One-Step Postsynthetic Modification and Its Application in Highly Efficient N1-Methyladenosine Extraction.  ANALYTICAL CHEMISTRY,      [PMID:31813221] [10.1021/acs.analchem.9b04600]

5. 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]