tetrapotassium (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonatooxy)methyl]oxan-2-yl phosphate

• ChemBase ID: 131033
• Molecular Formular: C6H10K4O12P2
• Molecular Mass: 492.477122
• Monoisotopic Mass: 491.81957574
• SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OP(=O)([O-])[O-])O)O)O)OP(=O)([O-])[O-].[K+].[K+].[K+].[K+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)([O-])[O-])O[C@@H]([C@@H]([C@H]1O)O)OP(=O)([O-])[O-].[K+].[K+].[K+].[K+]
• InChI: InChI=1S/C6H14O12P2.4K/c7-3-2(1-16-19(10,11)12)17-6(5(9)4(3)8)18-20(13,14)15;;;;/h2-9H,1H2,(H2,10,11,12)(H2,13,14,15);;;;/q;4*+1/p-4/t2-,3-,4+,5-,6-;;;;/m1..../s1
• InChIKey: OVRXVCAVDXBPQT-QMKHLHGBSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrapotassium (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonatooxy)methyl]oxan-2-yl phosphate
• IUPAC Traditional name: tetrapotassium (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonatooxy)methyl]oxan-2-yl phosphate
• Synonyms: α-D-Glucopyranose 1,6-Bis(dihydrogen phosphate) Tetrapotassium; α-D-Glucose 1,6-Diphosphate Tetrapotassium Salt; α-D-Glucose 1,6-Bisphosphate Tetrapotassium Salt; α-D-Glucose 1,6-diphosphate potassium salt hydrate; α-D-Glucose 1,6-bisphosphate potassium salt hydrate

Database IDs

• CAS Number: 91183-87-8
• MDL Number: MFCD00150469
• PubChem SID: 24895224; 162225311; 24872730; 24895278
• PubChem CID: 16213550

CALCULATED PROPERTIES

• Acid pKa: 0.88676584
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -8.068952
• LogD (pH = 7.4): -10.269987
• Log P: -3.1796713
• Molar Refractivity: 53.1824 cm^3
• Polarizability: 23.986917 Å^3
• Polar Surface Area: 214.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, colorless

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: ≥93%; ≥99.0% (TLC); 95%
• Impurities: ≤15% water
• Biological Source: synthetic
• Empirical Formula (Hill Notation): C6H10K4O12P2 · xH2O

DETAILS

Sigma Aldrich - G6893

Application
α-D-Glucose 1,6-bisphosphate is used in the identification, differentiation and characterization of α-phosphoglucomutase(s), β-phosphoglucomutase(s) and α- and β-hexoglucomutase(s).

Sigma Aldrich - G5750

Preparation Note
Enzymatically prepared.
Application
α-D-Glucose 1,6-bisphosphate is used in the identification, differentiation and characterization of α-phosphoglucomutase(s), β-phosphoglucomutase(s) and α- and β-hexoglucomutase(s).

Sigma Aldrich - 49225

Application
α-D-Glucose 1,6-bisphosphate is used in the identification, differentiation and characterization of α-phosphoglucomutase(s), β-phosphoglucomutase(s) and α- and β-hexoglucomutase(s).

Toronto Research Chemicals - G595200

A glucose-1,6-bisphosphate synthase, a members of the α-D-phosphohexomutase family.

REFERENCES

• Follens, A., et al.: J. Bacteriol., 181, 2001 (1999)
• Fortpied, J., et al.: Biochem. J., 388, 795 (1999)