(2-{[(2R)-3-(hexadecyloxy)-2-(icosa-5,8,11,14-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 105245
• Molecular Formular: C44H82NO7P
• Molecular Mass: 768.098141
• Monoisotopic Mass: 767.5828906
• SMILES: CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC/C=C/C/C=C/C/C=C/C/C=C/CCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCOC[C@@H](OC(=O)CCC/C=C/C/C=C/C/C=C/C/C=C/CCCCC)COP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,24-25,29,31,43H,6-13,15,17-19,21,23,26-28,30,32-42H2,1-5H3/t43-/m1/s1
• InChIKey: DUUSFCFZBREELS-VZUYHUTRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R)-3-(hexadecyloxy)-2-(icosa-5,8,11,14-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(2R)-3-(hexadecyloxy)-2-(icosa-5,8,11,14-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: 1-O-Hexadecyl-2-O-arachidonoyl-sn-glycero-3-phosphorylcholine; L-α-PHOSPHATIDYLCHOLINE-β-ARACHIDONOYL-γ-O-HEXADECYL

Database IDs

• CAS Number: 86288-11-1
• PubChem SID: 162092380
• PubChem CID: 24779299

CALCULATED PROPERTIES

• Acid pKa: 1.8550607
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 10.848683
• LogD (pH = 7.4): 10.84878
• Log P: 8.82518
• Molar Refractivity: 238.9809 cm^3
• Polarizability: 88.71291 Å^3
• Polar Surface Area: 94.12 Å^2
• Rotatable Bonds: 40
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -70°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159195

Purity: 98%
Platelet activating factor precursor in the lipid remodeling pathway.

REFERENCES

• Chilton, F.H., et al., J. Biol. Chem. , 259 : 12014 (1984).