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

• ChemBase ID: 78394
• Molecular Formular: C9H12N2O6
• Molecular Mass: 244.20138
• Monoisotopic Mass: 244.06953611
• SMILES: n1([C@H]2O[C@@H](CO)[C@@H]([C@@H]2O)O)c(=O)[nH]c(=O)cc1
• Canonical SMILES: OC[C@@H]1O[C@@H]([C@H]([C@H]1O)O)n1ccc(=O)[nH]c1=O
• InChI: 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-/m0/s1
• InChIKey: DRTQHJPVMGBUCF-PSQAKQOGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
• Synonyms: 1-beta-D-Ribofuranosyluracil; Uracil-1-beta-D-ribofuranoside; Uridine 99%

Database IDs

• CAS Number: 58-96-8
• MDL Number: MFCD00006526
• PubChem SID: 162043163
• PubChem CID: 466466

CALCULATED PROPERTIES

• Acid pKa: 9.700741
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.4152691
• LogD (pH = 7.4): -2.4173849
• Log P: -2.4152422
• Molar Refractivity: 52.5656 cm^3
• Polarizability: 20.901344 Å^3
• Polar Surface Area: 119.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 163-169°C

Safety Information

• Storage Warning: Irritant/Keep Cold