{[(2R,3S,4S,5S)-3,4,5-trihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 3748
• Molecular Formular: C5H11O8P
• Molecular Mass: 230.109801
• Monoisotopic Mass: 230.01915394
• SMILES: O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](O)O[C@@H]([C@H]1O)COP(=O)(O)O
• InChI: InChI=1S/C5H11O8P/c6-3-2(1-12-14(9,10)11)13-5(8)4(3)7/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4+,5+/m1/s1
• InChIKey: KTVPXOYAKDPRHY-MBMOQRBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4S,5S)-3,4,5-trihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2R,3S,4S,5S)-3,4,5-trihydroxyoxolan-2-yl]methoxyphosphonic acid
• Synonyms: Beta-D-Arabinofuranose-5'-Phosphate; [(2r,3s,4s,5r)-3,4,5-Trihydroxytetrahydrofuran-2-Yl]Methyl Dihydrogen Phosphate

Database IDs

• PubChem SID: 46506522; 46508239; 160967186
• PubChem CID: 46876838

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2226866
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.8677535
• LogD (pH = 7.4): -5.958126
• Log P: -2.4257703
• Molar Refractivity: 40.8338 cm^3
• Polarizability: 17.28243 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: -0.84
• Solubility (Water): 3.36e+01 g/l

DETAILS

DrugBank - DB04352

Drug information: experimental

DrugBank - DB04127

Drug information: experimental