disodium hydrate (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphate

• ChemBase ID: 133554
• Molecular Formular: C6H13Na2O10P
• Molecular Mass: 322.114721
• Monoisotopic Mass: 322.00417181
• SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OP(=O)([O-])[O-])O)O)O)O.O.[Na+].[Na+]
• Canonical SMILES: OC[C@H]1O[C@H](OP(=O)([O-])[O-])[C@@H]([C@H]([C@@H]1O)O)O.O.[Na+].[Na+]
• InChI: InChI=1S/C6H13O9P.2Na.H2O/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13;;;/h2-10H,1H2,(H2,11,12,13);;;1H2/q;2*+1;/p-2/t2-,3-,4+,5-,6-;;;/m1.../s1
• InChIKey: YWAUQXHOCBBYLP-FBNUBEQJSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrate (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphate
• IUPAC Traditional name: disodium hydrate α-D-glucose 1-phosphate(2-)
• Synonyms: α-D-Glucopyranose 1-phosphate; Cori ester; α-D-Glucose 1-phosphate disodium salt hydrate

Database IDs

• CAS Number: 56401-20-8
• EC Number: 260-154-1
• MDL Number: MFCD00150837
• PubChem SID: 24895281; 24895284; 24895371; 24895053; 162227831
• PubChem CID: 16219389

CALCULATED PROPERTIES

• Acid pKa: 1.1553719
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -5.503452
• LogD (pH = 7.4): -6.614425
• Log P: -3.0561051
• Molar Refractivity: 44.5529 cm^3
• Polarizability: 19.553816 Å^3
• Polar Surface Area: 162.57 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: lyophilized powder
• Optical Rotation: [α]21/D +79.9°, c = 4.1 in H2O

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: ≥95%; ≥97%; ≥98%; 98%; 98-99%
• Impurities: 0.01-0.2% α-D-glucose 1,6-diphosphate; glucose and starch, essentially free; glucose, starch, and ethanol, essentially free; α-D-glucose 1,6-diphosphate, glucose and starch, essentially free
• Foreign Activity: α-D-glucose 1,6-diphosphate ~1% (usually sufficient to catalyze the assay of phosphoglucomutase)
• Linear Formula: C6H11O9PNa2 · xH2O

DETAILS

Sigma Aldrich - G9380

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. G9380.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - G7018

包装
10 mg in autosmp vl

Sigma Aldrich - G7000

包装
1, 5, 10, 25, 100 g in poly bottle
Preparation Note
Prepared by a modification of the procedure of McCready, R.M., et al., J. Am. Chem. Soc., 66, 560 (1944).

Sigma Aldrich - 862177

Packaging
25 g in poly bottle
General description
α-D-Glucose 1-phosphate is converted into D-glucose-6-phosphate by the enzyme phosphoglucomutase. 1