2′-Deoxy-6-thio Guanosine - 10mM in DMSO , CAS No.789-61-7

CAS: 789-61-7 Cat. No.: D425964 Molecular Weight: 283.31

GRADE & PURITY 10mM in DMSO

Synonyms

789-61-7|6-THIO-2'-DEOXYGUANOSINE|2'-Deoxythioguanosine|6-Thio-dG|Thioguanine deoxyriboside|TGdR|2'-deoxy-6-thioguanosine|beta-2'-Deoxythioguanosine|2'-Desoxy-6-thioguanosine|6-Mercaptoguaninedeoxyriboside|KR0RFB46DF|beta-Thioguanidine deoxyriboside|BETA-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Application：

6-Thio-2′-Deoxyguanosine has been used in secreted luciferase enzyme activity in tonsillar cancer cells.

Specifications

Synonyms

789-61-7 | 6-THIO-2'-DEOXYGUANOSINE | 2'-Deoxythioguanosine | 6-Thio-dG | Thioguanine deoxyriboside | TGdR | 2'-deoxy-6-thioguanosine | beta-2'-Deoxythioguanosine | 2'-Desoxy-6-thioguanosine | 6-Mercaptoguaninedeoxyriboside | KR0RFB46DF | beta-Thioguanidine deoxyriboside | BETA-

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

6-Thio-2′-deoxyguanosine (6-thio-dG) is a nucleoside analog and telomerase substrate that is incorporated into de novo–synthesized telomeres. 6-Thio-2′-deoxyguanosine induces telomere dysfunction and rapid cell death in cancer cells, while spearing telome

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.

Action Type

INHIBITOR

Names and Identifiers

• Pubchem Sid: 528755024
• Canonical Smiles: C1C(C(OC1N2C=NC3=C2NC(=NC3=S)N)CO)O
• IUPAC Name: 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-6-thione
• InChIKey: SCVJRXQHFJXZFZ-KVQBGUIXSA-N
• INCHI: 1S/C10H13N5O3S/c11-10-13-8-7(9(19)14-10)12-3-15(8)6-1-4(17)5(2-16)18-6/h3-6,16-17H,1-2H2,(H3,11,13,14,19)/t4-,5+,6+/m0/s1
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2NC(=NC3=S)N)CO)O
• Molecular Weight: 283.31
• Reaxy-Rn: 26173851
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26173851&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleosides
• Subclass: Purine 2'-deoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine 2'-deoxyribonucleosides
• Alternative Parents: Purinethiones Pyrimidinethiones Aminopyrimidines and derivatives N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary amines Primary alcohols Organosulfur compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine 2'-deoxyribonucleoside - Purinethione - Imidazopyrimidine - Purine - Aminopyrimidine - Pyrimidinethione - N-substituted imidazole - Pyrimidine - Azole - Imidazole - Heteroaromatic compound - Tetrahydrofuran - Secondary alcohol - Organoheterocyclic compound - Azacycle - Oxacycle - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Primary amine - Primary alcohol - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Alcohol - Organic oxygen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. These are compounds consisting of a purine 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(non-human)

L1210 (27553 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 283.310 g/mol
• XLogP3: -0.800
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 283.074 Da
• Monoisotopic Mass: 283.074 Da
• Topological Polar Surface Area: 150.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 420.000
• 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