sodium {[(1R,2S,3R,4R,5R,6R)-4-({[(2R)-2,3-bis(acetyloxy)propoxy]phosphinato}oxy)-2,3,5,6-tetrahydroxycyclohexyl]oxy}phosphonic acid

• ChemBase ID: 153099
• Molecular Formular: C13H23NaO16P2
• Molecular Mass: 520.249412
• Monoisotopic Mass: 520.0359022
• SMILES: CC(=O)OC[C@H](COP(=O)([O-])O[C@H]1[C@@H]([C@H]([C@@H]([C@H]([C@H]1O)O)OP(=O)(O)O)O)O)OC(=O)C.[Na+]
• Canonical SMILES: CC(=O)O[C@@H](COP(=O)(O[C@@H]1[C@H](O)[C@H](O)[C@H]([C@@H]([C@H]1O)O)OP(=O)(O)O)[O-])COC(=O)C.[Na+]
• InChI: InChI=1S/C13H24O16P2.Na/c1-5(14)25-3-7(27-6(2)15)4-26-31(23,24)29-13-10(18)8(16)12(9(17)11(13)19)28-30(20,21)22;/h7-13,16-19H,3-4H2,1-2H3,(H,23,24)(H2,20,21,22);/q;+1/p-1/t7-,8-,9+,10-,11-,12+,13+;/m1./s1
• InChIKey: IYWWAIDNKUGOKS-UMAYXMHOSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium {[(1R,2S,3R,4R,5R,6R)-4-({[(2R)-2,3-bis(acetyloxy)propoxy]phosphinato}oxy)-2,3,5,6-tetrahydroxycyclohexyl]oxy}phosphonic acid
• IUPAC Traditional name: sodium [(1R,2S,3R,4R,5R,6R)-4-{[(2R)-2,3-bis(acetyloxy)propoxyphosphinato]oxy}-2,3,5,6-tetrahydroxycyclohexyl]oxyphosphonic acid
• Synonyms: L-α-Phosphatidylinositol 4-phosphate sodium salt; Diphosphoinositide sodium salt; PIP; PdtInsP; Phosphatidylinositol 4-phosphate sodium salt

Database IDs

• MDL Number: MFCD00167002
• PubChem SID: 162247239
• PubChem CID: 71311584

CALCULATED PROPERTIES

• Acid pKa: 1.078359
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -8.895516
• LogD (pH = 7.4): -10.045767
• Log P: -4.089367
• Molar Refractivity: 91.4392 cm^3
• Polarizability: 38.94435 Å^3
• Polar Surface Area: 258.87 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: chloroform/methanol/0.5 M HCl (10:5:1): soluble20 mg/mL, clear, faintly yellow

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% (TLC)
• Biological Source: from bovine brain
• Shipped in: dry ice

DETAILS

Sigma Aldrich - 79404

Other Notes
Sales restrictions may apply