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

• ChemBase ID: 2332
• Molecular Formular: C6H13O8P
• Molecular Mass: 244.136381
• Monoisotopic Mass: 244.03480401
• SMILES: O[C@H]1C[C@@H](O)[C@H](O)[C@@H](COP(=O)(O)O)O1
• Canonical SMILES: O[C@@H]1O[C@H](COP(=O)(O)O)[C@H]([C@@H](C1)O)O
• InChI: InChI=1S/C6H13O8P/c7-3-1-5(8)14-4(6(3)9)2-13-15(10,11)12/h3-9H,1-2H2,(H2,10,11,12)/t3-,4-,5-,6+/m1/s1
• InChIKey: UQJFZAAGZAYVKZ-KAZBKCHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,6R)-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: @2-deoxy-glucose-6-phosphate
• Synonyms: 2-Deoxy-Glucose-6-Phosphate

Database IDs

• PubChem SID: 160965784; 46506221
• PubChem CID: 46936435

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.223554
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.597308
• LogD (pH = 7.4): -5.687013
• Log P: -2.1554673
• Molar Refractivity: 45.2856 cm^3
• Polarizability: 19.052965 Å^3
• Polar Surface Area: 136.68 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.07
• LOG S: -0.86
• Solubility (Water): 3.34e+01 g/l

DETAILS

DrugBank - DB02604

Drug information: experimental