(3S,5R)-5-(hydroxymethyl)oxolane-2,3,4-triol

• ChemBase ID: 177525
• Molecular Formular: C5H10O5
• Molecular Mass: 150.1299
• Monoisotopic Mass: 150.05282342
• SMILES: C1(O)[C@@H](CO)OC([C@H]1O)O
• Canonical SMILES: OC[C@H]1OC([C@H](C1O)O)O
• InChI: InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3?,4+,5?/m1/s1
• InChIKey: HMFHBZSHGGEWLO-QNLMJMMGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,5R)-5-(hydroxymethyl)oxolane-2,3,4-triol
• IUPAC Traditional name: (3S,5R)-5-(hydroxymethyl)oxolane-2,3,4-triol
• Synonyms: Ribose; D-(-)-Ribose; D-Ribose

Database IDs

• CAS Number: 50-69-1
• PubChem SID: 164233435
• PubChem CID: 46783484

CALCULATED PROPERTIES

• Acid pKa: 11.305696
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.3022048
• LogD (pH = 7.4): -2.3022583
• Log P: -2.3022044
• Molar Refractivity: 29.9609 cm^3
• Polarizability: 12.6405 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 83-85°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - R417500

D-Ribose is produced by microorganism fermentation of glucose in a fermentation culture medium without adding calcium carbonate.

REFERENCES

• Ostrowski, S., et al.: Science, 305, 71 (2004)
• Vavilin, D., et al.: Biochim. Biophys. Acta, 1708, 91 (2004)
• Fletcher, J., et al.: Anal. Chem., 79, 2199 (2004)
• Weissleder, R., et al.: Nature, 452, 580 (2004)