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

• ChemBase ID: 2132
• Molecular Formular: C6H14O10P2
• Molecular Mass: 308.116882
• Monoisotopic Mass: 308.00621991
• SMILES: O[C@@H]1[C@@H](O)[C@H](CP(=O)(O)O)O[C@H]1COP(=O)(O)O
• Canonical SMILES: O[C@H]1[C@@H](O[C@H]([C@@H]1O)COP(=O)(O)O)CP(=O)(O)O
• InChI: InChI=1S/C6H14O10P2/c7-5-3(1-15-18(12,13)14)16-4(6(5)8)2-17(9,10)11/h3-8H,1-2H2,(H2,9,10,11)(H2,12,13,14)/t3-,4-,5-,6-/m0/s1
• InChIKey: YBOWGOLYQKBCFB-BXKVDMCESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methyl}phosphonic acid
• IUPAC Traditional name: [(2R,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methylphosphonic acid
• Synonyms: D-Gluco-2,5-Anhydro-1-Deoxy-1-Phosphonohexitol-6-Phosphate

Database IDs

• PubChem SID: 160965586; 46506678
• PubChem CID: 46936371

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.1191533
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -8.191048
• LogD (pH = 7.4): -9.342198
• Log P: -3.5293362
• Molar Refractivity: 54.8069 cm^3
• Polarizability: 22.90985 Å^3
• Polar Surface Area: 173.98 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.64
• LOG S: -1.15
• Solubility (Water): 2.18e+01 g/l

DETAILS

DrugBank - DB02393

Drug information: experimental