(2-{[(2R)-2-(hexadecanoyloxy)-3-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 176195
• Molecular Formular: C24H50NO7P
• Molecular Mass: 495.630061
• Monoisotopic Mass: 495.33248958
• SMILES: C([C@H](OC(=O)CCCCCCCCCCCCCCC)CO)OP(=O)([O-])OCC[N+](C)(C)C
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)O[C@@H](COP(=O)(OCC[N+](C)(C)C)[O-])CO
• InChI: InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)32-23(21-26)22-31-33(28,29)30-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1
• InChIKey: NEGQHKSYEYVFTD-HSZRJFAPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R)-2-(hexadecanoyloxy)-3-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(2R)-2-(hexadecanoyloxy)-3-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: (7R)-4-Hydroxy-7-(hydroxymethyl)-N,N,N-trimethyl-9-oxo-3,5,8-trioxa-4-phosphatetracosan-1-aminium 4-Oxide; 2-Palmitoyl-sn-glycero-3-phosphocholine

Database IDs

• CAS Number: 66757-27-5
• PubChem SID: 164232105
• PubChem CID: 15061532

CALCULATED PROPERTIES

• Acid pKa: 1.8550618
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.2162464
• LogD (pH = 7.4): 3.2163424
• Log P: 1.1927425
• Molar Refractivity: 142.2737 cm^3
• Polarizability: 52.821243 Å^3
• Polar Surface Area: 105.12 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P157350

Food preservative, having the ability to form complexes with starch, retarding its retrodegradation during storage.

REFERENCES

• Yu, S., et al.: J. Agric. Food Chem., 54, 4482 (2006)