U5377

Uracil 1-β-D-arabinofuranoside

lymphoma antiproliferative

• Synonym(s): Arauridine, Spongouridin, 1-β-D-Arabinofuranosyluracil
• Empirical Formula (Hill Notation): C₉H₁₂N₂O₆
• CAS Number: 3083-77-0
• Molecular Weight: 244.20
• Beilstein: 28749
• EC Number: 221-386-9
• MDL number: MFCD00065998
• UNSPSC Code: 41106305
• PubChem Substance ID: 24900655
• NACRES: NA.51

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• Assay: ≥98% (HPLC)
• form: powder
• solubility: water: 50 mg/mL, clear, colorless
• storage temp.: −20°C
• SMILES string: OC[C@H]1O[C@H]([C@@H](O)[C@@H]1O)N2C=CC(=O)NC2=O
• InChI: 1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7+,8-/m1/s1
• InChI key: DRTQHJPVMGBUCF-CCXZUQQUSA-N

Description

General description

1-β-d-arabinofuranosyluracil (Ara-U) is the detoxification product or metabolite of 1-β-d-arabinofuranosylcytosine (Ara-C). Uracil 1-β-D-arabinofuranoside is the human metabolite of a cytostatic agent called cytarabine (CYT).

Application

Uracil 1-β-D-arabinofuranoside may be used as a reference compound in the analysis of cytostatics and metabolites in hospital wastewater by hydrophilic interaction chromatography/tandem mass spectrometry to demonstrate its analytical possibilities and limitations. It may also be used as a standard for chemical analysis to investigate the ecotoxicity and genotoxicity of cytotoxic antineoplastic drugs, like cytarabine (CYT) and their metabolites, like uracil-1-β-d-arabinofuranoside (AraU).

Biochem/physiol Actions

1-β-D-Arabinofuranosyluracil (ara-U) is capable of inhibiting proliferation of L5178Y mouse lymphoma cells at 17 μM concentration.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves