hexaammonium (1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonatooxy)cyclohexyl phosphate

• ChemBase ID: 171647
• Molecular Formular: C6H33N6O15P3
• Molecular Mass: 522.278703
• Monoisotopic Mass: 522.12167428
• SMILES: [C@H]1([C@@H]([C@H]([C@@H]([C@H]([C@@H]1OP(=O)([O-])[O-])O)OP(=O)([O-])[O-])OP(=O)([O-])[O-])O)O.[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+]
• Canonical SMILES: O[C@@H]1[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@H]([C@@H]([C@@H]1O)OP(=O)([O-])[O-])O.[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+]
• InChI: InChI=1S/C6H15O15P3.6H3N/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12;;;;;;/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18);6*1H3/t1-,2+,3+,4-,5-,6-;;;;;;/m1....../s1
• InChIKey: LIYOERFOZGUFMQ-PPKFVSOLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexaammonium (1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonatooxy)cyclohexyl phosphate
• IUPAC Traditional name: hexaammonium (1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonatooxy)cyclohexyl phosphate
• Synonyms: DL-myo-Inositol 1,4,5-Tris(dihydrogen Phosphate) Hexaammonium Salt; DL-myo-Inositol 1,4,5-Trisphosphate Hexaammonium Salt

Database IDs

• CAS Number: 112571-68-3
• PubChem SID: 164227557
• PubChem CID: 71749502

CALCULATED PROPERTIES

• Acid pKa: 0.5363206
• H Acceptors: 12
• H Donor: 3
• LogD (pH = 5.5): -11.57853
• LogD (pH = 7.4): -15.176788
• Log P: -4.1527076
• Molar Refractivity: 61.6635 cm^3
• Polarizability: 28.377249 Å^3
• Polar Surface Area: 277.95 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - I666015

Inositol 1,4,5-trisphosphate receptors (IP3R) are expressed in almost all animal cells. They control the release of Ca2+ ions useful in the regulation of Ca2+ signalling system, dysregulation of which has been linked to many diseases such as cardiac disea

REFERENCES

• Rossi, A. et al.; Biochim. Biophys. Acta. 1820, 1214 (2012)
• Baylis, H. et al.; Biochim. Biophys. Acta. 1820, 1253 (2012)
• Berridge, M. J.: Biochem. Soc. T. 40, 297 (2012)