N6-(2-Hydroxyethyl)adenosine - Moligand™,≥98% , CAS No.4338-48-1

CAS: 4338-48-1 Cat. No.: N650055 Molecular Weight: 311.29 PubChem CID: 96124

GRADE & PURITY Moligand™, ≥98%

Synonyms

A855704 | MFCD00056977 | n-(2-hydroxyethyl)-9-pentofuranosyl-9h-purin-6-amine | DS-4131 | SCHEMBL899687 | 6-(2-Hydroxyethyl)amino-9-beta-D-ribofuranosylpurine | AC-32348 | PDSP2_001012 | (2R,3R,4S,5R)-2-(6-((2-Hydroxyethyl)amino)-9H-purin-9-yl)-5-(hydroxy

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

N6-(2-Hydroxyethyl)adenosine is a purine nucleoside analog. N6-(2-Hydroxyethyl)adenosine inhibits NF-κB/Smad signaling pathway, exhibits anti-hyperglycemia, antioxidant, antitumor and anti-inflammatory and insecticidal activities. N6-(2-Hydroxyethyl)adenosine is orally active

Specifications

Synonyms

A855704 | MFCD00056977 | n-(2-hydroxyethyl)-9-pentofuranosyl-9h-purin-6-amine | DS-4131 | SCHEMBL899687 | 6-(2-Hydroxyethyl)amino-9-beta-D-ribofuranosylpurine | AC-32348 | PDSP2_001012 | (2R, 3R, 4S, 5R)-2-(6-((2-Hydroxyethyl)amino)-9H-purin-9-yl)-5-(hydroxy

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

N6-(2-Hydroxyethyl)adenosine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis

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.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 528766236
• Canonical Smiles: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)O)O)NCCO
• IUPAC Name: (2R,3R,4S,5R)-2-[6-(2-hydroxyethylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• InChIKey: BBOCDRLDMQHWJP-WOUKDFQISA-N
• INCHI: 1S/C12H17N5O5/c18-2-1-13-10-7-11(15-4-14-10)17(5-16-7)12-9(21)8(20)6(3-19)22-12/h4-6,8-9,12,18-21H,1-3H2,(H,13,14,15)/t6-,8-,9-,12-/m1/s1
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)NCCO
• PubChem CID: 96124
• Molecular Weight: 311.29

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine nucleosides
• Alternative Parents: 6-alkylaminopurines Glycosylamines Pentoses Secondary alkylarylamines Aminopyrimidines and derivatives Imidolactams N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Alkanolamines Azacyclic compounds Oxacyclic compounds Hydrocarbon derivatives Primary alcohols Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine nucleoside - Glycosyl compound - N-glycosyl compound - 6-alkylaminopurine - 6-aminopurine - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Secondary aliphatic/aromatic amine - Monosaccharide - Imidolactam - N-substituted imidazole - Pyrimidine - Imidazole - Azole - Tetrahydrofuran - Heteroaromatic compound - Secondary alcohol - Alkanolamine - Organoheterocyclic compound - Oxacycle - Azacycle - Secondary amine - Organic nitrogen compound - Organonitrogen compound - Alcohol - Organic oxygen compound - Organooxygen compound - Organopnictogen compound - Amine - Hydrocarbon derivative - Primary alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine nucleosides. These are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 311.290 g/mol
• XLogP3: -1.100
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 311.123 Da
• Monoisotopic Mass: 311.123 Da
• Topological Polar Surface Area: 146.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 378.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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