Isocytosine - 10mM in DMSO , CAS No.108-53-2

CAS: 108-53-2 Cat. No.: I420553 Molecular Weight: 111.1 EC Number: 203-592-0

GRADE & PURITY 10mM in DMSO

Synonyms

2-aminopyrimidin-4-ol | 4-Pyrimidinol, 1,2-dihydro-2-imino- (9CI) | 1,4-dihydro-2-amino-4-oxopyrimidine | 4(1H)-Pyrimidinone, 2,3-dihydro-2-imino- (9CI) | SB57721 | 4-Pyrimidinol, 2,3-dihydro-2-imino-, (Z)- (9CI) | InChI=1/C4H5N3O/c5-4-6-2-1-3(8)7-4/h1-2H

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Isocytosine (2-aminouracil) is an isomer of cytosine used in physical chemical studies involving metal complex binding, hydrogen-bonding, and tautomerism and proton transfer effects in nucleobases.

Specifications

Synonyms

2-aminopyrimidin-4-ol | 4-Pyrimidinol, 1, 2-dihydro-2-imino- (9CI) | 1, 4-dihydro-2-amino-4-oxopyrimidine | 4(1H)-Pyrimidinone, 2, 3-dihydro-2-imino- (9CI) | SB57721 | 4-Pyrimidinol, 2, 3-dihydro-2-imino-, (Z)- (9CI) | InChI=1/C4H5N3O/c5-4-6-2-1-3(8)7-4/h1-2H

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

• Canonical Smiles: C1=CN=C(NC1=O)N
• IUPAC Name: 2-amino-1H-pyrimidin-6-one
• InChIKey: XQCZBXHVTFVIFE-UHFFFAOYSA-N
• INCHI: 1S/C4H5N3O/c5-4-6-2-1-3(8)7-4/h1-2H,(H3,5,6,7,8)
• Isomeric SMILES: C1=CN=C(NC1=O)N
• WGK Germany: 3
• Molecular Weight: 111.1
• Reaxy-Rn: 2349
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2349&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: Hydropyrimidines Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Hydroxypyrimidine - 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

Associated Targets(non-human)

folP Dihydropteroate synthase (129 Activities)

Discover Target: folP

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Air Sensitive
• Melt Point(°C): 266 °C
• Molecular Weight: 111.100 g/mol
• XLogP3: -1.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 111.043 Da
• Monoisotopic Mass: 111.043 Da
• Topological Polar Surface Area: 67.500 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 170.000
• 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. Yuwei Wu, Shumin Zhu, Yangtao Wu, Lingjun Bu, Shiqing Zhou, Naiyun Gao, Wenhai Chu.  (2026)  Amide heterocyclic disinfection byproducts with overlooked disinfectant capacity during chlorination.  WATER RESEARCH,      [PMID:41633113] [10.1016/j.watres.2026.125459]