1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-(2-methoxyethoxy)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 172949
• Molecular Formular: C12H18N2O7
• Molecular Mass: 302.28052
• Monoisotopic Mass: 302.11140093
• SMILES: [C@@H]1([C@H]([C@@H](O[C@@H]1CO)n1c(=O)[nH]c(=O)cc1)OCCOC)O
• Canonical SMILES: COCCO[C@@H]1[C@H](O)[C@H](O[C@H]1n1ccc(=O)[nH]c1=O)CO
• InChI: InChI=1S/C12H18N2O7/c1-19-4-5-20-10-9(17)7(6-15)21-11(10)14-3-2-8(16)13-12(14)18/h2-3,7,9-11,15,17H,4-6H2,1H3,(H,13,16,18)/t7-,9-,10-,11-/m1/s1
• InChIKey: XTXNROBDOKPICP-QCNRFFRDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-(2-methoxyethoxy)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-(2-methoxyethoxy)oxolan-2-yl]-3H-pyrimidine-2,4-dione
• Synonyms: 2'-O-(2-Methoxyethyl)uridine

Database IDs

• CAS Number: 223777-15-9
• PubChem SID: 164228859
• PubChem CID: 10881175

CALCULATED PROPERTIES

• Acid pKa: 9.701117
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.8191181
• LogD (pH = 7.4): -1.8212321
• Log P: -1.8190912
• Molar Refractivity: 68.3603 cm^3
• Polarizability: 27.155745 Å^3
• Polar Surface Area: 117.56 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M262535

2'-O-(2-Methoxyethyl)uridine is a Uridine (U829910) derivative as building blocks for cross-linking oligonucleotides.

REFERENCES

• Davies, D., et al.: Biochemistry, 13, 4417 (1974)
• Shohda, K., et al.: Bioorg. Med. Chem. Lett., 10, 1795 (1974)