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

• ChemBase ID: 133137
• Molecular Formular: C10H14N2O6
• Molecular Mass: 258.22796
• Monoisotopic Mass: 258.08518618
• SMILES: COC1C(OC(C1O)n1ccc(=O)[nH]c1=O)CO
• Canonical SMILES: COC1C(CO)OC(C1O)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C10H14N2O6/c1-17-8-5(4-13)18-9(7(8)15)12-3-2-6(14)11-10(12)16/h2-3,5,7-9,13,15H,4H2,1H3,(H,11,14,16)
• InChIKey: YKNATSNMFLEFRB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-pyrimidine-2,4-dione
• Synonyms: 3′-O-Methyluridine

Database IDs

• CAS Number: 6038-59-1
• MDL Number: MFCD00057380
• PubChem SID: 24896811; 162227414
• PubChem CID: 560146

CALCULATED PROPERTIES

• Acid pKa: 9.700939
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.7721426
• LogD (pH = 7.4): -1.7742574
• Log P: -1.7721156
• Molar Refractivity: 57.3168 cm^3
• Polarizability: 22.769852 Å^3
• Polar Surface Area: 108.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - M4262

Application
3′-O-Methyluridine may be used in comparative studies on the methylation of 2′ and 3′ hydroxyl groups of uridines in plant microRNAs.