{[(2R,3S,4S,5S)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 3887
• Molecular Formular: C6H13O9P
• Molecular Mass: 260.135781
• Monoisotopic Mass: 260.02971863
• SMILES: O=P(O)(O)OC[C@H]1O[C@@](O)(CO)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@]1(O)O[C@@H]([C@H]([C@@H]1O)O)COP(=O)(O)O
• InChI: InChI=1S/C6H13O9P/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)/t3-,4-,5+,6+/m1/s1
• InChIKey: BGWGXPAPYGQALX-ZXXMMSQZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4S,5S)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: fructose 6-phosphate
• Synonyms: Fructose 6-Phosphate; Fructose-6-Phosphate; β-D-fructose 6-phosphate; fructose 6-phosphate

Database IDs

• CAS Number: 643-13-0
• PubChem SID: 46507447; 160967323; 46508328
• PubChem CID: 15648788; 5459952; 444848
• Chemspider ID: 392657
• Wikipedia Title: Fructose_6-phosphate

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2216753
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -5.32372
• LogD (pH = 7.4): -6.4153204
• Log P: -2.8815653
• Molar Refractivity: 47.2337 cm^3
• Polarizability: 19.793747 Å^3
• Polar Surface Area: 156.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.11
• LOG S: -0.89
• Solubility (Water): 3.34e+01 g/l

DETAILS

DrugBank - DB04277

Drug information: experimental

DrugBank - DB04493

Drug information: experimental