disodium hydrate [(2R,3S,4S,5R)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphate

• ChemBase ID: 155105
• Molecular Formular: C6H13Na2O10P
• Molecular Mass: 322.114721
• Monoisotopic Mass: 322.00417181
• SMILES: C([C@@H]1[C@H]([C@@H]([C@](O1)(CO)O)O)O)OP(=O)([O-])[O-].O.[Na+].[Na+]
• Canonical SMILES: OC[C@@]1(O)O[C@@H]([C@H]([C@@H]1O)O)COP(=O)([O-])[O-].O.[Na+].[Na+]
• InChI: InChI=1S/C6H13O9P.2Na.H2O/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13;;;/h3-5,7-10H,1-2H2,(H2,11,12,13);;;1H2/q;2*+1;/p-2/t3-,4-,5+,6-;;;/m1.../s1
• InChIKey: VSCMQICEHMPOEC-HTKRKRNRSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrate [(2R,3S,4S,5R)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphate
• IUPAC Traditional name: disodium hydrate β-D-fructose 6-phosphate
• Synonyms: D-Fructose 6-phosphate disodium salt hydrate; D-果糖-6-磷酸 二钠盐 水合物

Database IDs

• CAS Number: 26177-86-6(anhydrous)
• EC Number: 247-505-4
• MDL Number: MFCD16661244
• Beilstein Number: 5686786
• PubChem SID: 24871481; 162249243
• PubChem CID: 16213210

CALCULATED PROPERTIES

• Acid pKa: 1.2216753
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -5.32372
• LogD (pH = 7.4): -6.4153204
• Log P: -2.8815653
• Molar Refractivity: 44.9903 cm^3
• Polarizability: 19.553816 Å^3
• Polar Surface Area: 162.57 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear to slightly hazy, colorless to faintly yellow
• Apperance: amorphous powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1; 3
• Risk Statements: 20/21/22-68/20/21/22
• Safety Statements: 36/37; 36/37-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H371
• GHS Precautionary statements: P260
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%; ≥98.0% (enzymatic)
• Impurities: <0.05 mol % fructose 1,6-diphosphate; <1.5 mol % glucose 6-phosphate; ≤0.05% fructose-1,6-diphosphate; ≤1.5% glucose-6-phosphate; ≤15% water; ≤3% alcohol
• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C6H11Na2O9P · xH2O

DETAILS

Sigma Aldrich - F3627

Biochem/physiol Actions
Fructose-6-phosphate is a glycolytic intermediate produced by the isomerization of glucose-6-phosphate by phosphoglucoisomerase.
Packaging
10 mg in autosmp vl
Application
D-Fructose 6-phosphate (F6P) is a sugar intermediate of the glycolytic pathway used to identify, differentiate and characterize enzymes such as phosphofructokinase(s), pyrophosphate-dependent fructose-6-phosphate 1-phosphotransferase(s) and glutamine:fructose-6-phosphate amidotransferase(s).
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. F3627.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 47825

Biochem/physiol Actions
Fructose-6-phosphate is a glycolytic intermediate produced by the isomerization of glucose-6-phosphate by phosphoglucoisomerase.