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

• ChemBase ID: 295379
• Molecular Formular: C9H12N2O5
• Molecular Mass: 228.20198
• Monoisotopic Mass: 228.07462149
• SMILES: c1cn(c(=O)[nH]c1=O)[C@H]1CC([C@H](O1)CO)O
• Canonical SMILES: OC[C@H]1O[C@H](CC1O)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5?,6-,8-/m1/s1
• InChIKey: MXHRCPNRJAMMIM-KYVYOHOSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
• Synonyms: 1-(2-Deoxy-beta-D-ribofuranosyl)uracil; Uracil deoxyriboside; 2'-Deoxyuridine; 2'-脱氧尿苷

Database IDs

• CAS Number: 951-78-0
• EC Number: 213-455-7
• MDL Number: MFCD00006527
• Beilstein Number: 24433
• Merck Index: 142910
• PubChem SID: 180680910
• PubChem CID: 6618794

CALCULATED PROPERTIES

• Acid pKa: 9.7057295
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.5146308
• LogD (pH = 7.4): -1.5167224
• Log P: -1.5146041
• Molar Refractivity: 51.0549 cm^3
• Polarizability: 20.191685 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 164-167°C
• Optical Rotation: +52 (c=1.1 in 1N NaOH)

Safety Information

• Storage Warning: Air Sensitive
• RTECS: YU7490000
• TSCA Listed: 是

Product Information

• Purity: 99%