{[(1s,2R,3R,4S,5S,6s)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid

• ChemBase ID: 176713
• Molecular Formular: C6H18O24P6
• Molecular Mass: 660.035286
• Monoisotopic Mass: 659.86137124
• SMILES: [C@@H]1([C@H]([C@H]([C@H]([C@H]([C@H]1OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O
• Canonical SMILES: OP(=O)(O[C@@H]1[C@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@@H]([C@@H]([C@@H]1OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)O
• InChI: InChI=1S/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2+,3-,4+,5-,6+
• InChIKey: IMQLKJBTEOYOSI-JMVOWJSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(1s,2R,3R,4S,5S,6s)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
• IUPAC Traditional name: [(1s,2R,3R,4S,5S,6s)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxyphosphonic acid
• Synonyms: myo-Inositol 1,2,3,4,5,6-Hexakis(dihydrogen phosphate); Alkalovert; Dermofeel PA 3; Exfoderm; Exfoderm Forte; Fytic Acid; IP6; Inositol 1,2,3,4,5,6-Hexakisphosphate; Inositol Hexakis(phosphate); Inositol hexaphosphate; InsP6; Phyliance; RP 3000; WHL; meso-Inositol hexaphosphate; myo-Inositol hexakis(phosphate); myo-Inositol hexaphosphate; Phytic Acid (~50% in water)

Database IDs

• CAS Number: 83-86-3
• PubChem SID: 164232623
• PubChem CID: 890

CALCULATED PROPERTIES

• Acid pKa: 0.1432375
• H Acceptors: 18
• H Donor: 12
• LogD (pH = 5.5): -14.705117
• LogD (pH = 7.4): -20.11624
• Log P: -4.523406
• Molar Refractivity: 101.0124 cm^3
• Polarizability: 43.2179 Å^3
• Polar Surface Area: 400.56 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P398700

The principal storage form of phosphorus in many plant tissues, especially bran and seeds. It has antioxidant effect as well as neuroprotective effect by chelating iron. Inositol hexakisphosphate kinase type 2 (InsP6K2), which converts phytic acid to inos

REFERENCES

• Nagata, E. et al.: J. Biol. Chem., 286, 26680 (2011)
• Sompong, U. et al.: Euphytica, 171, 389 (2011)
• Xu, Q. et al.: Toxicol., 245, 101 (2011)