5-Methylcytosine - ≥98% , CAS No.554-01-8

CAS: 554-01-8 Cat. No.: M133493 Formula: C₅H₇N₃O Molecular Weight: 125.13 EC Number: 209-058-3

GRADE & PURITY ≥98%

Synonyms

4-amino-5-methyl-1,2-dihydropyrimidin-2-one | PD123960 | 6-amino-5-methyl-1H-pyrimidin-2-one | SCHEMBL22008 | 4-amino-5-methyl-1H-pyrimidin-2-one | 4-amino-5-methyl-2-(1H)-Pyrimidinone | A830624 | 5-Methylcytosine>96 | 6-amino-5-methyl-3-hydropyrimidin-2-

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Product Application:

5-Methylcytosine is used as a marker to protect DNA from being cut by native methylation-sensitive restriction enzymes. It is also employed in the production of 4-amino-5-hydroxy-5-methyl-2-oxo-2,5-dihydro-imidazole-1-carbaldehyde.

Specifications

Synonyms

4-amino-5-methyl-1,2-dihydropyrimidin-2-one | PD123960 | 6-amino-5-methyl-1H-pyrimidin-2-one | SCHEMBL22008 | 4-amino-5-methyl-1H-pyrimidin-2-one | 4-amino-5-methyl-2-(1H)-Pyrimidinone | A830624 | 5-Methylcytosine>96 | 6-amino-5-methyl-3-hydropyrimidin-2-

Specifications & Purity

≥98%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488183653
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183653
• Canonical Smiles: CC1=C(NC(=O)N=C1)N
• IUPAC Name: 6-amino-5-methyl-1H-pyrimidin-2-one
• InChIKey: LRSASMSXMSNRBT-UHFFFAOYSA-N
• INCHI: 1S/C5H7N3O/c1-3-2-7-5(9)8-4(3)6/h2H,1H3,(H3,6,7,8,9)
• Isomeric SMILES: CC1=C(NC(=O)N=C1)N
• Molecular Weight: 125.13
• Reaxy-Rn: 508871
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=508871&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroxypyrimidines
• Alternative Parents: Imidolactams Hydropyrimidines Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Hydroxypyrimidine - Imidolactam - Hydropyrimidine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroxypyrimidines. These are organic compounds containing a hydroxyl group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• External Descriptors: a small molecule

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

Chemical and Physical Properties

• Solubility: Soluble in water.
• Sensitivity: moisture sensitive
• Molecular Weight: 125.130 g/mol
• XLogP3: -0.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 125.059 Da
• Monoisotopic Mass: 125.059 Da
• Topological Polar Surface Area: 67.500 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 204.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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. Chen Yao, Daizhu Lv, Xueqing Zhou, Pengcheng Fu, Wen Sun, Jinlian Chen, Huan Lin.  (2023)  Exploring urinary modified nucleosides as biomarkers for diabetic retinopathy: Development and validation of a ultra performance liquid chromatography-tandem mass spectrometry method.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:38150972] [10.1016/j.jchromb.2023.123968]

2. 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]

3. Dechan Lu, Yanping Chen, Longfeng Ke, Weilin Wu, Liwen Yuan, Shangyuan Feng, Zufang Huang, Yudong Lu, Jing Wang.  (2023)  Machine learning-assisted global DNA methylation fingerprint analysis for differentiating early-stage lung cancer from benign lung diseases.  BIOSENSORS & BIOELECTRONICS,      [PMID:37178511] [10.1016/j.bios.2023.115235]

4. SunHongzheng , HanLongsen , GuoYueshuai , AnHuiqing , WangBing , ZhangXiangzheng , LiJiashuo , JiangYingtong , WangYue , SunGuangyi , ZhuShuai , TangShoubin , GeJuan , ChenMinjian , GuoXuejiang , WangQiang.  (2024)  The global phosphorylation landscape of mouse oocytes during meiotic maturation.  EMBO JOURNAL,      [PMID:39256562] [10.1038/s44318-024-00222-1]

5. Tao Liu, Dan Li, Wenying Hu, Amirah F. Kamaruddin, Zhisong Lu, Wei Sun.  (2026)  A molecularly imprinted electrochemical sensor based on a novel AuNPs/MQDs/NGR ternary composite for sensitive and selective adenine determination.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2026.117762]

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C. Refrigerated storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 554-01-8, the molecular formula is C5H7N3O, and the molecular weight is 125.13 g/mol. InChIKey LRSASMSXMSNRBT-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.