(3S,4S,5R,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

• ChemBase ID: 153878
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: C([C@H]1[C@@H]([C@@H]([C@@H](C(O1)O)O)O)O)O
• Canonical SMILES: OC[C@@H]1OC(O)[C@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m0/s1
• InChIKey: WQZGKKKJIJFFOK-HOWGCPQDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,5R,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: dl-allose
• Synonyms: L-Allose

Database IDs

• CAS Number: 7635-11-2
• EC Number: 231-565-3
• MDL Number: MFCD00085373
• PubChem SID: 162248017
• PubChem CID: 12285879

CALCULATED PROPERTIES

• Acid pKa: 11.298101
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.93254
• LogD (pH = 7.4): -2.932594
• Log P: -2.9325392
• Molar Refractivity: 35.9234 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

• Optical Rotation: [α]/D -13.0±1.0°, c = 1 in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C6H12O6

DETAILS

Sigma Aldrich - 63962

Other Notes
Currently available only in Europe.
Application
L-Allose is a pure enantiomer that may be used with other aldose substrates such as D-lyxose, D-mannose, L-ribose, and D-talose to identify, differentiate and characterize aldose isomerase(s) and epimerase(s).