{[(1S,2R,3R,4S,5R,6R)-2,3,5-trihydroxy-4-{[hydroxy(3-hydroxy-2-oxopropoxy)phosphoryl]oxy}-6-(phosphonooxy)cyclohexyl]oxy}phosphonic acid

• ChemBase ID: 1794
• Molecular Formular: C9H19O17P3
• Molecular Mass: 492.158243
• Monoisotopic Mass: 491.98350904
• SMILES: OCC(=O)CO[P@](=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@@H]1O
• Canonical SMILES: OCC(=O)CO[P@@](=O)(O[C@H]1[C@H](O)[C@@H](O)[C@@H]([C@@H]([C@@H]1O)OP(=O)(O)O)OP(=O)(O)O)O
• InChI: InChI=1S/C9H19O17P3/c10-1-3(11)2-23-29(21,22)26-7-4(12)5(13)8(24-27(15,16)17)9(6(7)14)25-28(18,19)20/h4-10,12-14H,1-2H2,(H,21,22)(H2,15,16,17)(H2,18,19,20)/t4-,5-,6-,7+,8+,9-/m1/s1
• InChIKey: JBQPYAMQMBKZDT-CMLZIERQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(1S,2R,3R,4S,5R,6R)-2,3,5-trihydroxy-4-{[hydroxy(3-hydroxy-2-oxopropoxy)phosphoryl]oxy}-6-(phosphonooxy)cyclohexyl]oxy}phosphonic acid
• IUPAC Traditional name: [(1S,2R,3R,4S,5R,6R)-2,3,5-trihydroxy-4-{[hydroxy(3-hydroxy-2-oxopropoxy)phosphoryl]oxy}-6-(phosphonooxy)cyclohexyl]oxyphosphonic acid
• Synonyms: L-Alpha-Glycerophospho-D-Myo-Inositol-4,5-Bis-Phosphate

Database IDs

• PubChem SID: 46505118; 160965250
• PubChem CID: 46936289

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.6236015
• H Acceptors: 13
• H Donor: 9
• LogD (pH = 5.5): -12.11635
• LogD (pH = 7.4): -14.607677
• Log P: -4.784386
• Molar Refractivity: 84.2139 cm^3
• Polarizability: 35.561424 Å^3
• Polar Surface Area: 287.27 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.82
• LOG S: -1.54
• Solubility (Water): 1.43e+01 g/l

DETAILS

DrugBank - DB02028

Drug information: experimental