5-Chloro-2'-deoxyuridine - Moligand™, ≥98%, used for 5-Chloro-2′-deoxyuridine has been used to: study cell cycle dynamics by immunohistochemical analysis and double S-phase labeling using animal models analyze cell cycle length using an animal model label

CAS: 50-90-8 Cat. No.: C276552 Molecular Weight: 262.65 EC Number: 623-009-7

GRADE & PURITY Moligand™, ≥98%

Synonyms

AKOS027447511 | MFCD00006531 | 5-Chloro-2 -deoxyuridine | 5-Chloro-2'-deoxyuridine | 5-Chlorodeoxyuridine | 2'-Deoxy-5-chlorouridine | NSC 749426 | NJCXGFKPQSFZIB-RRKCRQDMSA-N | 5-chloro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimi

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

5-Chloro-2'-deoxyuridine, an analogue of thymine, can be used to study the destructive effects of hypochlorous acid on DNA and DNA precursors.

Specifications

Synonyms

AKOS027447511 | MFCD00006531 | 5-Chloro-2 -deoxyuridine | 5-Chloro-2'-deoxyuridine | 5-Chlorodeoxyuridine | 2'-Deoxy-5-chlorouridine | NSC 749426 | NJCXGFKPQSFZIB-RRKCRQDMSA-N | 5-chloro-1-[(2R, 4S, 5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimi

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Thymidine analogue, \xa0readily incorporated following phosphorylation, into newly synthesized DNA in place of thymidine. Used to study the miscoding potential of hypochlorous acid damage to DNA and DNA precursors.DNA labeled with 5-chloro-2′-deoxyuridine

Application

5-Chloro-2′-deoxyuridine has been used to: study cell cycle dynamics by immunohistochemical analysis and double S-phase labeling using animal models analyze cell cycle length using an animal model label HEK293T cells for molecular combing assay

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 528761552
• Canonical Smiles: C1C(C(OC1N2C=C(C(=O)NC2=O)Cl)CO)O
• IUPAC Name: 5-chloro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• InChIKey: NJCXGFKPQSFZIB-RRKCRQDMSA-N
• INCHI: 1S/C9H11ClN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)Cl)CO)O
• Molecular Weight: 262.65
• Reaxy-Rn: 24727501
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24727501&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 Halopyrimidines Aryl chlorides Hydropyrimidines Vinylogous amides Tetrahydrofurans Heteroaromatic compounds Ureas Secondary alcohols Lactams Oxacyclic compounds Azacyclic compounds Organic oxides Hydrocarbon derivatives Organochlorides Organonitrogen compounds Organopnictogen compounds Primary alcohols
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine 2'-deoxyribonucleoside - Halopyrimidine - Pyrimidone - Aryl chloride - Aryl halide - Hydropyrimidine - Pyrimidine - Heteroaromatic compound - Vinylogous amide - Tetrahydrofuran - Lactam - Urea - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Alcohol - Organic nitrogen compound - 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

Associated Targets(Human)

MAOA Tclin Monoamine oxidase A (11911 Activities)

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Homo sapiens (32628 Activities)

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CCRF-CEM (65223 Activities)

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Associated Targets(non-human)

tmk Thymidylate kinase (360 Activities)

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deoA Thymidine phosphorylase (531 Activities)

Discover Target: deoA

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Human alphaherpesvirus 2 (4932 Activities)

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Human gammaherpesvirus 4 (1538 Activities)

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Human alphaherpesvirus 3 (4092 Activities)

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Human betaherpesvirus 5 (5122 Activities)

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Vaccinia virus (4609 Activities)

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Human alphaherpesvirus 1 (11089 Activities)

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Vesicular stomatitis virus (4460 Activities)

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L1210 (27553 Activities)

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L5178Y (1809 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water
• Molecular Weight: 262.650 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 262.036 Da
• Monoisotopic Mass: 262.036 Da
• Topological Polar Surface Area: 99.100 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 386.000
• 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