(4S,5S)-2-(hydroxymethyl)oxane-2,3,4,5-tetrol

• ChemBase ID: 177100
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: [C@H]1([C@@H](C(C(OC1)(O)CO)O)O)O
• Canonical SMILES: OCC1(O)OC[C@@H]([C@@H](C1O)O)O
• InChI: InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4-,5?,6?/m0/s1
• InChIKey: LKDRXBCSQODPBY-LRUBVUKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-2-(hydroxymethyl)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5S)-2-(hydroxymethyl)oxane-2,3,4,5-tetrol
• Synonyms: L-Ribo-2-hexulose; L-Psicose

Database IDs

• CAS Number: 16354-64-6
• PubChem SID: 164233010
• PubChem CID: 71751872

CALCULATED PROPERTIES

• Acid pKa: 10.291031
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.7580063
• LogD (pH = 7.4): -2.7585566
• Log P: -2.7579994
• Molar Refractivity: 36.3608 cm^3
• Polarizability: 15.155883 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 112-114°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P839625

An epimer of L-Fructose that is a potential inhibitor of microbial activity in bovine lactoperoxidase system. A metabolite of Allitol.

REFERENCES

• Al,-Baari, A.N. et al.: J. Food Prod., 74, 134 (2011)
• Carr, J.G. et al.: Phytochem., 7, 1 (2011)