[(2R)-2-hydroxy-2-[(2S,3R,4R,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxy]phosphonic acid

• ChemBase ID: 2206
• Molecular Formular: C7H15O10P
• Molecular Mass: 290.161761
• Monoisotopic Mass: 290.04028331
• SMILES: O[C@H](COP(=O)(O)O)[C@@H]1O[C@H](O)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@@H]([C@@H]1O[C@H](O)[C@H]([C@@H]([C@H]1O)O)O)COP(=O)(O)O
• InChI: InChI=1S/C7H15O10P/c8-2(1-16-18(13,14)15)6-4(10)3(9)5(11)7(12)17-6/h2-12H,1H2,(H2,13,14,15)/t2-,3-,4-,5+,6+,7+/m1/s1
• InChIKey: SDADNVAZGVDAIM-MAFUWASYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-2-hydroxy-2-[(2S,3R,4R,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxy]phosphonic acid
• IUPAC Traditional name: (2R)-2-hydroxy-2-[(2S,3R,4R,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxyphosphonic acid
• Synonyms: D-Glycero-D-Mannopyranose-7-Phosphate

Database IDs

• PubChem SID: 160965659; 46506671
• PubChem CID: 46936397

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4908841
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -6.092607
• LogD (pH = 7.4): -6.9857383
• Log P: -3.6864402
• Molar Refractivity: 52.7588 cm^3
• Polarizability: 22.305922 Å^3
• Polar Surface Area: 177.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.27
• LOG S: -0.92
• Solubility (Water): 3.46e+01 g/l

DETAILS

DrugBank - DB02470

Drug information: experimental