(2R,5R)-5-(hydroxymethyl)oxolane-2,4-diol

• ChemBase ID: 166009
• Molecular Formular: C5H10O4
• Molecular Mass: 134.1305
• Monoisotopic Mass: 134.0579088
• SMILES: [C@H]1(C(C[C@@H](O1)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@H](CC1O)O
• InChI: InChI=1S/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3?,4-,5-/m1/s1
• InChIKey: PDWIQYODPROSQH-YZNZAMEGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5R)-5-(hydroxymethyl)oxolane-2,4-diol
• IUPAC Traditional name: (2R,5R)-5-(hydroxymethyl)oxolane-2,4-diol
• Synonyms: 2-Deoxy-D-erythro-pentose; 2-Deoxy-D-arabinose; D-(-)-2-Deoxyribose; Deoxyribose; Thyminose; 2-Deoxy-D-ribose

Database IDs

• CAS Number: 533-67-5
• PubChem SID: 162260142
• PubChem CID: 45038839

CALCULATED PROPERTIES

• Acid pKa: 12.360978
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.4015663
• LogD (pH = 7.4): -1.4015709
• Log P: -1.4015663
• Molar Refractivity: 28.4502 cm^3
• Polarizability: 11.923472 Å^3
• Polar Surface Area: 69.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 74-78°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D252000

2-Deoxy-D-ribose induces apoptosis by inhibiting the synthesis and increasing the efflux of glutathione.

REFERENCES

• Fico, A., et al.: Free Radical Biology & Medicine, 45, 211 (2008)