(2S,4S,5S)-6-(hydroxymethyl)oxane-2,4,5-triol

• ChemBase ID: 125264
• Molecular Formular: C6H12O5
• Molecular Mass: 164.15648
• Monoisotopic Mass: 164.06847348
• SMILES: O[C@@H]1C(CO)O[C@H](O)C[C@@H]1O
• Canonical SMILES: OCC1O[C@H](O)C[C@@H]([C@@H]1O)O
• InChI: InChI=1S/C6H12O5/c7-2-4-6(10)3(8)1-5(9)11-4/h3-10H,1-2H2/t3-,4?,5-,6-/m0/s1
• InChIKey: PMMURAAUARKVCB-DQBDMIDPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S,5S)-6-(hydroxymethyl)oxane-2,4,5-triol
• IUPAC Traditional name: 2-deoxy-D-glucose
• Synonyms: 2-Deoxyglucose; 2-Deoxy-D-mannose; 2-Deoxy-D-arabino-hexose; 2-DG; 2-Deoxy-D-glucose

Database IDs

• CAS Number: 154-17-6
• PubChem SID: 162219614
• PubChem CID: 71308134
• Chemspider ID: 388402
• Unique Ingredient Identifier: 9G2MP84A8W
• Wikipedia Title: 2-Deoxy-D-glucose

CALCULATED PROPERTIES

• Acid pKa: 12.294304
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.0319011
• LogD (pH = 7.4): -2.0319066
• Log P: -2.0319011
• Molar Refractivity: 34.4127 cm^3
• Polarizability: 14.43744 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 142–144 °C