1-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydro(5,6-2H2)pyrimidine-2,4-dione

• ChemBase ID: 179395
• Molecular Formular: C9H12N2O6
• Molecular Mass: 244.20138
• Monoisotopic Mass: 244.06953611
• SMILES: [nH]1c(=O)n(ccc1=O)[C@H]1C([C@H]([C@H](O1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H](C([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-/m1/s1
• InChIKey: DRTQHJPVMGBUCF-JDNPWWSISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydro(5,6-^2H₂)pyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl](5,6-^2H₂)-3H-pyrimidine-2,4-dione
• Synonyms: 1-β-D-Ribofuranosyluracil-d2; β-Uridine-d2; 1-β-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione-d2; NSC 20256-d2; Uridine-5,6-d2

Database IDs

• CAS Number: 40632-21-1
• PubChem SID: 164235305
• PubChem CID: 46783218

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

• Solubility: Methanol (Sparingly); Water
• Apperance: White Solid
• Melting Point: 162-164°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - U829912

Labelled Uridine, a nucleoside; widely distributed in nature. Uridine is one of the four basic components of ribonucleic acid (RNA)

REFERENCES

• Lorine, P., et al.: J. Biol. Chem., 178, 439 (1949)
• Grakoui, A., et al.: J. Virol., 63, 5216 (1949)
• Strauss, J., et al.: Microbiol. Rev., 58, 491 (1949)
• Lin, Y., et al.: Virology, 292, 78 (1949)