{[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 2494
• Molecular Formular: C6H14O11P2
• Molecular Mass: 324.116282
• Monoisotopic Mass: 324.00113453
• SMILES: O[C@@H]1[C@@H](O)[C@H](COP(=O)(O)O)O[C@H]1COP(=O)(O)O
• Canonical SMILES: O[C@H]1[C@H](COP(=O)(O)O)O[C@H]([C@@H]1O)COP(=O)(O)O
• InChI: InChI=1S/C6H14O11P2/c7-5-3(1-15-18(9,10)11)17-4(6(5)8)2-16-19(12,13)14/h3-8H,1-2H2,(H2,9,10,11)(H2,12,13,14)/t3-,4-,5-,6-/m0/s1
• InChIKey: WSMBXSQDFPTODV-BXKVDMCESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxyphosphonic acid
• Synonyms: 2,5-Anhydroglucitol-1,6-Biphosphate

Database IDs

• PubChem SID: 160965944; 46509175
• PubChem CID: 46936485

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.92905384
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -7.697015
• LogD (pH = 7.4): -9.867063
• Log P: -2.8154473
• Molar Refractivity: 56.6393 cm^3
• Polarizability: 23.718092 Å^3
• Polar Surface Area: 183.21 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.53
• LOG S: -1.31
• Solubility (Water): 1.60e+01 g/l

DETAILS

DrugBank - DB02778

Drug information: experimental