(2-{[(2R)-3-[(1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16-13C16)hexadecanoyloxy]-2-[(9Z)-octadec-9-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 176203
• Molecular Formular: C42H82NO8P
• Molecular Mass: 775.95861841
• Monoisotopic Mass: 775.63148263
• SMILES: C([C@H](OC(=O)CCCCCCC/C=C\CCCCCCCC)CO[13C](=O)[13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH3])OP(=O)([O-])OCC[N+](C)(C)C
• Canonical SMILES: [13CH3][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13C](=O)OC[C@@H](OC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1/i2+1,7+1,9+1,11+1,13+1,15+1,17+1,19+1,22+1,24+1,26+1,28+1,30+1,32+1,34+1,41+1
• InChIKey: WTJKGGKOPKCXLL-WYGILQGASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R)-3-[(1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16-^1^3C₁₆)hexadecanoyloxy]-2-[(9Z)-octadec-9-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(2R)-3-[(1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16-^1^3C₁₆)hexadecanoyloxy]-2-[(9Z)-octadec-9-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: [R-(Z)]-4-Hydroxy-N,N,N-trimethyl-9-oxo-7-[[(1-oxohexadecyl)oxy]methyl]-3,5,8-trioxa-4-phosphahexacos-17-en-1-aminium 4-Oxide-13C16; POPC-13C16; 1-Palmitoyl-2-oleoyl-sn-glycerol-3-phosphocholine-13C16

Database IDs

• PubChem SID: 164232113
• PubChem CID: 71751451

CALCULATED PROPERTIES

• Acid pKa: 1.8550572
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 10.6645155
• LogD (pH = 7.4): 10.664612
• Log P: 8.641012
• Molar Refractivity: 226.1837 cm^3
• Polarizability: 85.82576 Å^3
• Polar Surface Area: 111.19 Å^2
• Rotatable Bonds: 41
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Semi-Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - P161002

Labelled glycerophospholipids act as regulators of various enzyme activities, and can be used as biological markers to indicate pathological states.

REFERENCES

• Perides, G., et al.: J. Biol. Chem., 262, 13742 (1987)