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

• ChemBase ID: 2556
• Molecular Formular: C6H13O9P
• Molecular Mass: 260.135781
• Monoisotopic Mass: 260.02971863
• SMILES: [C@@H]1(O[C@@H]([C@@H]([C@H]([C@@H]1O)O)O)OP(=O)(O)O)CO
• Canonical SMILES: OC[C@H]1O[C@H](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-VFUOTHLCSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 59-56-3
• PubChem SID: 46504861; 160966006
• PubChem CID: 65533

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: -2.0
• LOG S: -0.91
• Solubility (Water): 3.23e+01 g/l

PROPERTIES

Physical Property

• Solubility: 1000 mg/mL [MERCK INDEX (1996); extremely soluble]

DETAILS

DrugBank - DB02843

Drug information: experimental