{[(2S,3R,4R,5S,6R)-6-{[(2S,3S,4R,5S,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2S,3S,4R,5S,6S)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 2473
• Molecular Formular: C18H33O19P
• Molecular Mass: 584.416981
• Monoisotopic Mass: 584.13536547
• SMILES: OC[C@@H]1O[C@H](O)[C@@H](O)[C@H](O[C@H]2O[C@@H](CO)[C@H](O)[C@@H](O[C@H]3O[C@@H](COP(=O)(O)O)[C@H](O)[C@@H](O)[C@@H]3O)[C@@H]2O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)O[C@H]([C@@H]2O)CO)[C@H]([C@@H]([C@H]1O)O[C@H]1O[C@@H](COP(=O)(O)O)[C@@H]([C@H]([C@@H]1O)O)O)O
• InChI: InChI=1S/C18H33O19P/c19-1-4-8(22)14(12(26)16(28)33-4)36-18-13(27)15(9(23)5(2-20)34-18)37-17-11(25)10(24)7(21)6(35-17)3-32-38(29,30)31/h4-28H,1-3H2,(H2,29,30,31)/t4-,5-,6-,7-,8-,9-,10+,11-,12-,13-,14+,15+,16-,17+,18+/m0/s1
• InChIKey: HDQMHAJOIVYOIP-QPBMUXFQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5S,6R)-6-{[(2S,3S,4R,5S,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2S,3S,4R,5S,6S)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3R,4R,5S,6R)-6-{[(2S,3S,4R,5S,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2S,3S,4R,5S,6S)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxyphosphonic acid
• Synonyms: 1-3 Sugar Ring of Pentamannosyl 6-Phosphate

Database IDs

• PubChem SID: 46504702; 160965923
• PubChem CID: 46936481

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2229149
• H Acceptors: 18
• H Donor: 12
• LogD (pH = 5.5): -9.039722
• LogD (pH = 7.4): -10.12994
• Log P: -6.5977764
• Molar Refractivity: 111.6229 cm^3
• Polarizability: 47.39439 Å^3
• Polar Surface Area: 315.21 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.38
• LOG S: -1.06
• Solubility (Water): 5.08e+01 g/l

DETAILS

DrugBank - DB02755

Drug information: experimental