(3R,4S,5S,6R)-6-(hydroxymethyl)(3,6-13C2)oxane-2,3,4,5-tetrol

• ChemBase ID: 135963
• Molecular Formular: C6H12O6
• Molecular Mass: 182.14118968
• Monoisotopic Mass: 182.07009778
• SMILES: C([13C@@H]1[C@H]([C@@H]([13C@H](C(O1)O)O)O)O)O
• Canonical SMILES: OC[13C@H]1OC(O)[13C@@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?/m1/s1/i2+1,5+1
• InChIKey: WQZGKKKJIJFFOK-BUFNXKTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5S,6R)-6-(hydroxymethyl)(3,6-^1^3C₂)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (3R,4S,5S,6R)-6-(hydroxymethyl)(3,6-^1^3C₂)oxane-2,3,4,5-tetrol
• Synonyms: Labeled Glucose; Dextrose-2,5-13C2; D-Glucose-2,5-13C2; 葡萄糖-2,5-13C2; D-葡萄糖-2,5-13C2

Database IDs

• MDL Number: MFCD08459783
• PubChem SID: 162230234
• PubChem CID: 71309513

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: M+2

Safety Information

• German water hazard class: 1

Product Information

• Isotopic Purity: 99 atom % 13C
• Mol. Weight: mol wt 182.12 by atom % calculation
• Empirical Formula (Hill Notation): 13C2C4H12O6

DETAILS

Sigma Aldrich - 605506

Packaging
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.