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

• ChemBase ID: 127041
• Molecular Formular: C9H14N2O6
• Molecular Mass: 246.21726
• Monoisotopic Mass: 246.08518618
• SMILES: O=C1N(CCC(=O)N1)[C@@H]1O[C@@H]([C@@H](O)[C@H]1O)CO
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)N1CCC(=O)NC1=O
• InChI: InChI=1S/C9H14N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4,6-8,12,14-15H,1-3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
• InChIKey: ZPTBLXKRQACLCR-XVFCMESISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione
• IUPAC Traditional name: dihydrouridine
• Synonyms: 3,4-dihydrouridine; 3,4,5,6-tetrahydrouridine; 5,6-dihydrouridine; Dihydrouridine

Database IDs

• CAS Number: 5627-05-4
• PubChem SID: 162221364
• PubChem CID: 94312
• Chemspider ID: 85115
• Wikipedia Title: Dihydrouridine

CALCULATED PROPERTIES

• Acid pKa: 11.585075
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.7731593
• LogD (pH = 7.4): -2.773187
• Log P: -2.7731588
• Molar Refractivity: 52.3418 cm^3
• Polarizability: 21.156717 Å^3
• Polar Surface Area: 119.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true