1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 104366
• Molecular Formular: C10H14N2O6
• Molecular Mass: 258.22796
• Monoisotopic Mass: 258.08518618
• SMILES: Cc1cn(C2OC(CO)C(O)C2O)c(=O)[nH]c1=O
• Canonical SMILES: OCC1OC(C(C1O)O)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)
• InChIKey: DWRXFEITVBNRMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: ara-T
• Synonyms: 1-β-D-Arabinofuranosylthymine; araT; Thymine 1-β-D-arabinofuranoside; 5-METHYLURIDINE

Database IDs

• CAS Number: 605-23-2; 1463-10-1
• EC Number: 215-973-9; 210-083-7
• MDL Number: MFCD00065474
• PubChem SID: 162091641; 24900167
• PubChem CID: 249989

CALCULATED PROPERTIES

• Acid pKa: 9.954823
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.0197067
• LogD (pH = 7.4): -2.0208867
• Log P: -2.0196917
• Molar Refractivity: 56.9227 cm^3
• Polarizability: 22.704432 Å^3
• Polar Surface Area: 119.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• RTECS: XP2100200
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%
• Empirical Formula (Hill Notation): C10H14N2O6

DETAILS

MP Biomedicals - 02155700

Crystalline

Sigma Aldrich - T3766

Application
1-β-D-Arabinofuranosylthymine (araT) may be used as a substrate and inhibitor to study the specificity and kinetics of thymidine kinase(s), such as herpes simplex virus type 1 and 2 thymidine kinases, the HSV1-tk and HSV2-tk gene products. AraT is also used to study the specificity and kinetics of various mitochondrial nucleoside kinases.