(2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)tris(2H3)methylazanium

• ChemBase ID: 176194
• Molecular Formular: C24H50NO7P
• Molecular Mass: 495.630061
• Monoisotopic Mass: 495.33248958
• SMILES: C([C@@H](COC(=O)CCCCCCCCCCCCCCC)O)OP(=O)([O-])OCC[N+](C)(C)C
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCC[N+](C)(C)C)[O-])O
• InChI: InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1
• InChIKey: ASWBNKHCZGQVJV-HSZRJFAPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)tris(^2H₃)methylazanium
• IUPAC Traditional name: (2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)tris(^2H₃)methylazanium
• Synonyms: (7R)-3,5,9-4,7-Dihydroxy-N,N,N-(trimethyl-d9)-10-oxotrioxa-4-phosphapentacosan-1-aminium 4-Oxide Inner Salt; 1-Hexadecanoyl-sn-glycerol-3-phosphorylcholine-d9; 1-Hexadecanoyllysolecithin-d9; 1-O-Palmitoyl-2-lyso-sn-glycero-3-phosphocholine-d9; MPPC-d9; Palmitoyl L-Lysophosphatidylcholine-d9; Palmitoyl L-α-Lysolecithin-d9; Palmitoyl L-α-Lysophosphatidylcholine-d9; γ-Palmitoyl-L-α-lysophosphatidyl-choline-d9; 1-Palmitoyl-sn-glycero-3-phosphocholine-d9

Database IDs

• PubChem SID: 164232104
• PubChem CID: 71751445

CALCULATED PROPERTIES

• Acid pKa: 1.8553406
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.2162461
• LogD (pH = 7.4): 3.2163422
• 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: false

DETAILS

Toronto Research Chemicals - P157347

A lipid labelled biomarker for stable and unstable heart disease.

REFERENCES

• Gaziano, J., et al.: Circulation, 96, 2520 (1997)
• Thomas, A., et al.: Anal. Chem., 82, 6687 (1997)