{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid

• ChemBase ID: 127573
• Molecular Formular: C6H13O9P
• Molecular Mass: 260.135781
• Monoisotopic Mass: 260.02971863
• SMILES: O=P(O)(OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)O
• Canonical SMILES: OC[C@H]1OC(OP(=O)(O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1
• InChIKey: HXXFSFRBOHSIMQ-GASJEMHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
• IUPAC Traditional name: glucose 1-phosphate
• Synonyms: Cori ester; Glucose 1-phosphate

Database IDs

• CAS Number: 59-56-3
• PubChem SID: 162221892
• PubChem CID: 65533; 439165
• CHEBI ID: 16077
• Chemspider ID: 388311
• MeSH Name: glucose-1-phosphate
• Wikipedia Title: Glucose_1-phosphate

CALCULATED PROPERTIES

• Acid pKa: 1.1553719
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -5.503452
• LogD (pH = 7.4): -6.614425
• Log P: -3.0561051
• Molar Refractivity: 46.7963 cm^3
• Polarizability: 19.793747 Å^3
• Polar Surface Area: 156.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false