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

• ChemBase ID: 133088
• Molecular Formular: C6H19NO18P4
• Molecular Mass: 517.106004
• Monoisotopic Mass: 516.95525929
• 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)O)OP(=O)(O)O)O.N
• Canonical SMILES: 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)O)OP(=O)(O)O.N
• InChI: InChI=1S/C6H16O18P4.H3N/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14;/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20);1H3/t1-,2-,3-,4+,5-,6-;/m0./s1
• InChIKey: LDRGGXGJARVUBP-SUBVTSALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(1S,2S,3R,4S,5S,6S)-2,6-dihydroxy-3,4,5-tris(phosphonooxy)cyclohexyl]oxy}phosphonic acid amine
• IUPAC Traditional name: [(1S,2S,3R,4S,5S,6S)-2,6-dihydroxy-3,4,5-tris(phosphonooxy)cyclohexyl]oxyphosphonic acid amine
• Synonyms: IP4; D-myo-Inositol 1,3,4,5-tetrakis(phosphate) ammonium salt

Database IDs

• CAS Number: 102850-29-3
• MDL Number: MFCD00213747
• PubChem SID: 162227365; 24896142
• PubChem CID: 16219534

CALCULATED PROPERTIES

• Acid pKa: 0.32703635
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): -14.237286
• LogD (pH = 7.4): -19.160568
• Log P: -4.2762737
• Molar Refractivity: 79.2666 cm^3
• Polarizability: 33.802597 Å^3
• Polar Surface Area: 307.5 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%

DETAILS

Sigma Aldrich - I8636

Biochem/physiol Actions
Precursor of inositol 1,3,4-trisphosphate; increases entry of calcium across the plasma membrane; proposed regulator of intracellular calcium by control of plasma membrane transport of calcium ions.