{[(2R,3R,4R,5R,6R)-5-amino-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 2383
• Molecular Formular: C6H14NO8P
• Molecular Mass: 259.151021
• Monoisotopic Mass: 259.04570304
• SMILES: N[C@H]1[C@H](O)O[C@H](COP(=O)(O)O)[C@H](O)[C@@H]1O
• Canonical SMILES: O[C@@H]1O[C@H](COP(=O)(O)O)[C@@H]([C@@H]([C@H]1N)O)O
• InChI: InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1
• InChIKey: XHMJOUIAFHJHBW-VFUOTHLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3R,4R,5R,6R)-5-amino-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: @glucosamine 6-phosphate
• Synonyms: Glucosamine 6-Phosphate

Database IDs

• CAS Number: 3616-42-0
• PubChem SID: 46507552; 160965834
• PubChem CID: 16019957

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.22317
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -4.2442045
• LogD (pH = 7.4): -5.385255
• Log P: -4.1756725
• Molar Refractivity: 48.4538 cm^3
• Polarizability: 20.562544 Å^3
• Polar Surface Area: 162.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.6
• LOG S: -0.87
• Solubility (Water): 3.48e+01 g/l

DETAILS

DrugBank - DB02657

Drug information: experimental