1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 137830
• Molecular Formular: C10H14N2O4
• Molecular Mass: 226.22916
• Monoisotopic Mass: 226.09535694
• SMILES: Cc1cn(c(=O)[nH]c1=O)[C@H]1C[C@@H]([C@H](O1)C)O
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1C)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H14N2O4/c1-5-4-12(10(15)11-9(5)14)8-3-7(13)6(2)16-8/h4,6-8,13H,3H2,1-2H3,(H,11,14,15)/t6-,7+,8-/m1/s1
• InChIKey: UGUILUGCFSCUKR-GJMOJQLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methyl-3H-pyrimidine-2,4-dione
• Synonyms: 2′,5′-Dideoxythymidine; 5′-Deoxythymidine

Database IDs

• CAS Number: 3458-14-8
• MDL Number: MFCD00057398
• PubChem SID: 24860008; 162232091
• PubChem CID: 65120

CALCULATED PROPERTIES

• Acid pKa: 9.960297
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.0721585
• LogD (pH = 7.4): -0.07332368
• Log P: -0.07214362
• Molar Refractivity: 53.8683 cm^3
• Polarizability: 21.309355 Å^3
• Polar Surface Area: 78.87 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 192-193 °C(lit.)
• Optical Rotation: [α]28/D +8.9°, c = 0.6 in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C10H14N2O4

DETAILS

Sigma Aldrich - 331902

Packaging
10 mg in glass bottle