5-Iodo-2′-deoxycytidine - ≥99% , CAS No.611-53-0

CAS: 611-53-0 Cat. No.: I119526 Molecular Weight: 353.11 EC Number: 210-269-8

GRADE & PURITY ≥99%

Synonyms

Ibacitabinum | HG1100 | DTXSID50209985 | Ibacitabinum [Latin] | AMY8816 | NSC 527083 | D07200 | IBACITABINE [MART.] | SR-01000945259-1 | BP-58650 | Cytidine, 2'-deoxy-5-iodo- | WEVJJMPVVFNAHZ-RRKCRQDMSA-N | 4-Amino-1-(4-hydroxy-5-hydroxymethyl-tetrahydro-

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

5-Iodo-2′-deoxycytidine (5-iododeoxycytidine) is used in the construction of DNA oligomers to enable structural studies and photoactivated cross-linking. 5-Iodo-2′-deoxycytidine is used in the synthesis of other modified nucleosides, such as 5-ethynylferrocenyl-2′-deoxycytidine used in semiconductor electrodes and 10-(2-deoxyβ-D-ribofuranosyl)pyrimido[4′,5′:4,5]pyrimido[1,6-a]indole-6,9(7H)-dione (dCPPI).

Specifications

Synonyms

Ibacitabinum | HG1100 | DTXSID50209985 | Ibacitabinum [Latin] | AMY8816 | NSC 527083 | D07200 | IBACITABINE [MART.] | SR-01000945259-1 | BP-58650 | Cytidine, 2'-deoxy-5-iodo- | WEVJJMPVVFNAHZ-RRKCRQDMSA-N | 4-Amino-1-(4-hydroxy-5-hydroxymethyl-tetrahydro-

Specifications & Purity

≥99%

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504753948
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753948
• Canonical Smiles: C1C(C(OC1N2C=C(C(=NC2=O)N)I)CO)O
• IUPAC Name: 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one
• InChIKey: WEVJJMPVVFNAHZ-RRKCRQDMSA-N
• INCHI: 1S/C9H12IN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5-,6+,7+/m0/s1
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=C(C(=NC2=O)N)I)CO)O
• WGK Germany: 3
• Molecular Weight: 353.11
• Reaxy-Rn: 24879750
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24879750&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleosides
      • Subclass Pyrimidine 2'-deoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleosides
• Subclass: Pyrimidine 2'-deoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine 2'-deoxyribonucleosides
• Alternative Parents: Pyrimidones Aminopyrimidines and derivatives Halopyrimidines Aryl iodides Imidolactams Hydropyrimidines Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Organic oxides Organoiodides Organopnictogen compounds Primary alcohols Primary amines
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine 2'-deoxyribonucleoside - Aminopyrimidine - Halopyrimidine - Pyrimidone - Aryl halide - Aryl iodide - Hydropyrimidine - Pyrimidine - Imidolactam - Heteroaromatic compound - Tetrahydrofuran - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organoiodide - Organohalogen compound - Organic nitrogen compound - Organic oxygen compound - Amine - Organopnictogen compound - Organic oxide - Alcohol - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.
• External Descriptors: Not available

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: Slightly soluble in water
• Sensitivity: Heat sensitive、light sensitive
• Specific Rotation[α]: 29° (C=1,H2O)
• Melt Point(°C): 180-183°C
• Molecular Weight: 353.110 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 352.987 Da
• Monoisotopic Mass: 352.987 Da
• Topological Polar Surface Area: 108.000 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 398.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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. Weiqing Xu, Farid Ahmed, Hai Xiong.  (2023)  A mitochondria-targeted fluorescent probe based on biocompatible RBH-U for the enhanced response of Fe3+ in living cells and quenching of Cu2+ in vitro.  ANALYTICA CHIMICA ACTA,      [PMID:36868767] [10.1016/j.aca.2023.340925]