1-[(1S,2R,4R,5S)-4-(hydroxymethyl)-3,6-dioxabicyclo[3.1.0]hexan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 137007
• Molecular Formular: C9H10N2O5
• Molecular Mass: 226.1861
• Monoisotopic Mass: 226.05897143
• SMILES: c1cn(c(=O)[nH]c1=O)[C@H]1[C@@H]2[C@@H](O2)[C@H](O1)CO
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]2[C@H]1O2)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C9H10N2O5/c12-3-4-6-7(16-6)8(15-4)11-2-1-5(13)10-9(11)14/h1-2,4,6-8,12H,3H2,(H,10,13,14)/t4-,6+,7+,8-/m1/s1
• InChIKey: UKUNPMSUMJHIKI-YDKYIBAVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1S,2R,4R,5S)-4-(hydroxymethyl)-3,6-dioxabicyclo[3.1.0]hexan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(1S,2R,4R,5S)-4-(hydroxymethyl)-3,6-dioxabicyclo[3.1.0]hexan-2-yl]-3H-pyrimidine-2,4-dione
• Synonyms: 1-(2,3-Epoxy-β-D-lyxofuranosyl)uracil; 1-(2,3-环氧-β-D-来苏呋喃糖基)尿嘧啶

Database IDs

• CAS Number: 14042-38-7
• MDL Number: MFCD00156107
• PubChem SID: 162231273
• PubChem CID: 11770144

CALCULATED PROPERTIES

• Acid pKa: 9.701327
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.2535655
• LogD (pH = 7.4): -1.2556784
• Log P: -1.2535386
• Molar Refractivity: 49.0555 cm^3
• Polarizability: 19.564493 Å^3
• Polar Surface Area: 91.4 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 128-130 °C(lit.)
• Optical Rotation: [α]24/D +34.2°, c = 1 in methanol
• Absorption Wavelength: 260 nm

Safety Information

• German water hazard class: 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C9H10N2O5