(3R,4S,5S,6R)-6-[hydroxy(12C)methyl](2,3,4,5,6-12C5)oxane-2,3,4,5-tetrol

• ChemBase ID: 158535
• Molecular Formular: C6H12O6
• Molecular Mass: 180.09168
• Monoisotopic Mass: 180.0633881
• SMILES: [12CH2]([12C@@H]1[12C@H]([12C@@H]([12C@H]([12CH](O1)O)O)O)O)O
• Canonical SMILES: O[12CH2][12C@H]1O[12CH](O)[12C@@H]([12C@H]([12C@@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?/m1/s1/i1+0,2+0,3+0,4+0,5+0,6+0
• InChIKey: WQZGKKKJIJFFOK-DXVIFZLFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5S,6R)-6-[hydroxy(^1^2C)methyl](2,3,4,5,6-^1^2C₅)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (3R,4S,5S,6R)-6-[hydroxy(^1^2C)methyl](2,3,4,5,6-^1^2C₅)oxane-2,3,4,5-tetrol
• Synonyms: Dextrose-12C6; D-Glucose-12C6

Database IDs

• CAS Number: 492-62-6
• EC Number: 207-757-8
• MDL Number: MFCD00198167
• PubChem SID: 162252671; 24872723
• PubChem CID: 16213546

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

• Melting Point: 150-152 °C(lit.)
• Optical Rotation: [α]25/D +52.0°, c = 2 in H2O (trace NH4OH)
• Mass Shift: depleted

Safety Information

• German water hazard class: 3

Product Information

• Isotopic Purity: 99.5 atom % 12C
• Description: 13C-depleted
• Mol. Weight: mol wt 180.09 by atom % calculation
• Empirical Formula (Hill Notation): 12C6H12O6

DETAILS

Sigma Aldrich - 492167

Packaging
500 mg in glass bottle