dodecasodium hydrate (1S,2R,3r,4S,5R,6S)-2,3,4,5,6-pentakis(phosphonatooxy)cyclohexyl phosphate

• ChemBase ID: 131091
• Molecular Formular: C6H8Na12O25P6
• Molecular Mass: 941.832526
• Monoisotopic Mass: 941.65526691
• 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-].O.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
• Canonical SMILES: [O-]P(=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-].O.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C6H18O24P6.12Na.H2O/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);;;;;;;;;;;;;1H2/q;12*+1;/p-12/t1-,2-,3-,4+,5-,6-
• InChIKey: IHFMYFHNGBHKCG-AQXWKKROSA-B

NAMES AND DATABASE IDS

Names

• IUPAC name: dodecasodium hydrate (1S,2R,3r,4S,5R,6S)-2,3,4,5,6-pentakis(phosphonatooxy)cyclohexyl phosphate
• IUPAC Traditional name: dodecasodium hydrate (1S,2R,3r,4S,5R,6S)-2,3,4,5,6-pentakis(phosphonatooxy)cyclohexyl phosphate
• Synonyms: myo-inositol hexakis(dihydrogen phosphate) dodecasodium salt; myo-Inositol hexakis(dihydrogen phosphate); Inositol hexakisphosphate; Inositol hexaphosphoric acid; InsP6; Phytic acid dodecasodium salt hydrate; 肌醇六(磷酸二氢酯) 十二钠盐; 植酸 十二钠盐 水合物

Database IDs

• CAS Number: 123408-98-0
• MDL Number: MFCD00149213
• PubChem SID: 162225369
• PubChem CID: 56845531

CALCULATED PROPERTIES

• H Donor: 0
• LogD (pH = 5.5): -14.68515
• LogD (pH = 7.4): -20.04918
• Log P: -4.523406
• Molar Refractivity: 87.552 cm^3
• Polarizability: 41.76606 Å^3
• Polar Surface Area: 434.52 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false
• Acid pKa: 0.1432375
• H Acceptors: 18

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥90%
• Impurities: 10-15% water
• Empirical Formula (Hill Notation): C6H18O24P6 · 12Na · xH2O

DETAILS

Sigma Aldrich - P3168

Biochem/physiol Actions
Phytic acid is present in all eukaryotic cells. In plants, it is known to function as a [PO4]3- storage depot and precursor for other inositol phosphates and pyrophosphates. Its high surface negative charge makes it a potent chelator of divalent and trivalent cations in vitro, and it is most likely associated with Ca2+ or Mg2+ ions in vivo. In yeast, phytic acid acts with the nuclear pore protein Gle1 to regulate the nuclear export of mRNA by coactivating the RNA-dependent ATPase activity of DExD-box protein 5 (Dbp5).
Quality
Contains minute amounts of black particles.