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

• ChemBase ID: 177526
• 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?/m0/s1
• InChIKey: HMFHBZSHGGEWLO-BVHGTOEESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 24259-59-4
• PubChem SID: 164233436
• PubChem CID: 46783455

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

DETAILS

Toronto Research Chemicals - R417505

It 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)