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

• ChemBase ID: 155204
• Molecular Formular: C6H18NO15P3
• Molecular Mass: 437.126103
• Monoisotopic Mass: 436.98892877
• SMILES: [C@@H]1([C@H]([C@H]([C@@H]([C@H]([C@@H]1O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)O)O.N
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@H](OP(=O)(O)O)[C@H]([C@@H]([C@@H]1O)OP(=O)(O)O)OP(=O)(O)O.N
• InChI: InChI=1S/C6H15O15P3.H3N/c7-1-2(8)4(19-22(10,11)12)6(21-24(16,17)18)5(3(1)9)20-23(13,14)15;/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18);1H3/t1-,2-,3-,4+,5-,6-;/m1./s1
• InChIKey: MWPGDKRESDTMSH-TYZYTZLSSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 135027-58-6
• MDL Number: MFCD00133234
• PubChem SID: 162249342; 24896094
• PubChem CID: 16219523

CALCULATED PROPERTIES

• Acid pKa: 0.3988759
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): -11.661557
• LogD (pH = 7.4): -15.456751
• Log P: -4.1527076
• Molar Refractivity: 68.3937 cm^3
• Polarizability: 29.101633 Å^3
• Polar Surface Area: 260.97 Å^2
• Rotatable Bonds: 6
• 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

• Empirical Formula (Hill Notation): C6H15O15P3 · 6H3N

DETAILS

Sigma Aldrich - I6765

Other Notes
Found in avian erythrocytes.