(3S,4S,5R)-5-[hydroxy(2H2)methyl]-2-(hydroxymethyl)oxolane-2,3,4-triol

• ChemBase ID: 137211
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: C([C@@H]1[C@H]([C@@H](C(O1)(CO)O)O)O)O
• Canonical SMILES: OC[C@H]1OC([C@H]([C@@H]1O)O)(O)CO
• InChI: InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6?/m1/s1
• InChIKey: RFSUNEUAIZKAJO-VRPWFDPXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,5R)-5-[hydroxy(^2H₂)methyl]-2-(hydroxymethyl)oxolane-2,3,4-triol
• IUPAC Traditional name: (3S,4S,5R)-5-[hydroxy(^2H₂)methyl]-2-(hydroxymethyl)oxolane-2,3,4-triol
• Synonyms: D-Fructose-6,6-d2; D-(-)-果糖-6,6-d2

Database IDs

• CAS Number: 285979-75-1
• MDL Number: MFCD00084146
• PubChem SID: 24872419; 162231476
• PubChem CID: 71310036

CALCULATED PROPERTIES

• Acid pKa: 10.284335
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.7580063
• LogD (pH = 7.4): -2.7585652
• Log P: -2.7579994
• Molar Refractivity: 36.3608 cm^3
• Polarizability: 15.155883 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 119-122 °C (dec.)(lit.)
• Optical Rotation: [α]/D -93.5°, c = 2 in H2O (trace NH4OH)
• Mass Shift: M+2

Safety Information

• German water hazard class: 3

Product Information

• Isotopic Purity: 98 atom % D
• Mol. Weight: mol wt 182.16 by atom % calculation
• Empirical Formula (Hill Notation): C6D2H10O6

DETAILS

Sigma Aldrich - 488720

Packaging
500 mg in glass bottle
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.