5-Methyluridine - ≥99% , CAS No.1463-10-1

CAS: 1463-10-1 Cat. No.: M101429 Molecular Weight: 258.23 Beilstein Registry Number: 24(5)7,172 EC Number: 215-973-9

GRADE & PURITY ≥99%

Synonyms

1-b-D-Ribofuranosylthymine | THYMINE RIBOSIDE, (-)- | A808481 | CHEBI:45996 | beta-delta-Ribofuranoside thymine-1 | Hydrazinecarbothioamide, 2,2'-(1-(1-ethoxyethyl)-1,2-ethanediylidene)bis | thymine-1 beta-D-Ribofuranosylthymine | NSC-53172 | 2,4(1H,3H)-P

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

1-b-D-Ribofuranosylthymine | THYMINE RIBOSIDE, (-)- | A808481 | CHEBI:45996 | beta-delta-Ribofuranoside thymine-1 | Hydrazinecarbothioamide, 2, 2'-(1-(1-ethoxyethyl)-1, 2-ethanediylidene)bis | thymine-1 beta-D-Ribofuranosylthymine | NSC-53172 | 2, 4(1H, 3H)-P

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488189837
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189837
• Canonical Smiles: CC1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O
• IUPAC Name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• InChIKey: DWRXFEITVBNRMK-JXOAFFINSA-N
• INCHI: 1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
• WGK Germany: 3
• Molecular Weight: 258.23
• Beilstein: 24(5)7,172
• Reaxy-Rn: 24733125
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24733125&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 Pentoses Pyrimidones Hydropyrimidines Tetrahydrofurans Heteroaromatic compounds Vinylogous amides Ureas Lactams Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine nucleoside - Glycosyl compound - N-glycosyl compound - Pentose monosaccharide - Pyrimidone - Hydropyrimidine - Monosaccharide - Pyrimidine - Vinylogous amide - Tetrahydrofuran - Heteroaromatic compound - Urea - Secondary alcohol - Lactam - Organoheterocyclic compound - Oxacycle - Azacycle - Hydrocarbon derivative - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Primary alcohol - Alcohol - Organic oxygen compound - Organic oxide - Organic nitrogen 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: methyluridine

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(Human)

WI-38 (2654 Activities)

Explore this target

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

HeLa (62764 Activities)

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

Associated Targets(non-human)

Vero (26788 Activities)

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water
• Specific Rotation[α]: -8 ° (C=2, H2O)
• Melt Point(°C): 183°C
• Molecular Weight: 258.230 g/mol
• XLogP3: -1.600
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 258.085 Da
• Monoisotopic Mass: 258.085 Da
• Topological Polar Surface Area: 119.000 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 409.000
• 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

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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. Gefei Huang, Feng Zhang, Dongying Xie, Yiming Ma, Pengxi Wang, Guodong Cao, Leijian Chen, Siyi Lin, Zhongying Zhao, Zongwei Cai.  (2023)  High-throughput profiling of RNA modifications by ultra-performance liquid chromatography coupled to complementary mass spectrometry: Methods, quality control, and applications.  TALANTA,      [PMID:37262985] [10.1016/j.talanta.2023.124697]

4. Zhiwei Lu, Xinyue Liu, Xuejiao Li, Chuanjia Zhai, Yulian Shi, Xiaoyan Gao.  (2021)  BH+/MH+-matching method for discovery of cis-diol-containing modified nucleosides in urine by ribose-targeted solid phase extraction followed by dual-mass spectrometry platform identification.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:34974239] [10.1016/j.jpba.2021.114555]

5. Yang Huang, Tingting Zhang, Yumei Zhao, Haibo Zhou, Guangyun Tang, Marianne Fillet, Jacques Crommen, Zhengjin Jiang.  (2017)  Simultaneous analysis of nucleobases, nucleosides and ginsenosides in ginseng extracts using supercritical fluid chromatography coupled with single quadrupole mass spectrometry.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:28410850] [10.1016/j.jpba.2017.03.059]

6. Jialiang Guo, Yuan Xiao, Yuanjing Lin, Jacques Crommen, Zhengjin Jiang.  (2016)  Effect of the crosslinker type on the enantioseparation performance of β-cyclodextrin functionalized monoliths prepared by the one-pot approach.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:27268520] [10.1016/j.chroma.2016.05.078]

7. Wang Xue-Jie, You Jin-Zong.  (2015)  Study on the molecular structure and thermal stability of pyrimidine nucleoside analogs.  JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY,  120  (1): (1009-1025).  [PMID:] [10.1007/s10973-014-4362-6]

8. Zhang Lei, Dai Xiaojun, Xu Fei, Wang Fuqiang, Gong Bolin, Wei Yinmao.  (2012)  Preparation of imidazole-functionalized silica by surface-initiated atom transfer radical polymerization and its application for hydrophilic interaction chromatography.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  404  (5): (1477-1484).  [PMID:22772141] [10.1007/s00216-012-6210-5]

9. Xiang Yuqian, Huang Yu, Yan Xiaohui, Zhu Zhipeng, Wu Dapeng, Gao Peng, Li Jiulong.  (2024)  Retention and Selectivity on Hydrophilic Interaction Liquid Chromatography Columns Modified with Polyethylene Glycol of Different Chain Length.  CHROMATOGRAPHIA,      [PMID:] [10.1007/s10337-024-04363-7]

10. 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]

11. Haibin Li, Chusheng Liu, Qiqin Wang, Haibo Zhou, Zhengjin Jiang.  (2016)  The effect of charged groups on hydrophilic monolithic stationary phases on their chromatographic properties.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:27692647] [10.1016/j.chroma.2016.09.059]

12. Zhipeng Zhu, Yuqian Xiang, Xiaohui Yan, Chenglong Shi, Cheng Chen, Hongxing Liu, Bin Wang, Yanshuo Li, Dapeng Wu.  (2025)  Stable cross-linked polyacrylamide stationary phase based on atom transfer radical polymerization for hydrophilic interaction liquid chromatography.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.113818]