(2-{[2,3-bis(hexadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 102186
• Molecular Formular: C40H80NO8P
• Molecular Mass: 734.038861
• Monoisotopic Mass: 733.56215516
• SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3
• InChIKey: KILNVBDSWZSGLL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[2,3-bis(hexadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: colfosceril palmitate
• Synonyms: β-β-Dipalmitoyl-L-α-lecithin; 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine; 1,2-Dihexadecanoyl-sn-glycero-3-phosphocholine; L-α-LECITHIN DIPALMITOYL; L-DPPC; L-Dipalmitoyl Lecithin; L-α-1,2-Dipalmitoyl Lecithin; L-α-DPPC; L-α-Dipalmitoylecithin; L-α-Dipalmitoyllecithin; L-α-Dipalmitoylphosphatidylcholine; L-α-Lecithin; L-β,γ-Dipalmitoyl-α-lecithin; L-β,γ-Dipalmitoyl-α-phosphatidylcholine; L-β,γ-Dipalmitoylphosphatidylcholine; Colfosceril Palmitate; (7R)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-3,5,9-trioxa-4-phosphapentacosan-1-aminium Inner Salt 4-Oxide; 1,2-Bis(hexadecanoyl)-sn-glycero-3-phosphocholine; 1,2-Bis(palmitoyl)-sn-glycero-3-phosphocholine; L-1,2-Dipalmitoylphosphatidyl-choline

Database IDs

• CAS Number: 63-89-8
• EC Number: 200-567-6
• PubChem SID: 162088130
• PubChem CID: 6138

CALCULATED PROPERTIES

• Acid pKa: 1.8550572
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 10.1373005
• LogD (pH = 7.4): 10.137397
• Log P: 8.113796
• Molar Refractivity: 215.8651 cm^3
• Polarizability: 82.38789 Å^3
• Polar Surface Area: 111.19 Å^2
• Rotatable Bonds: 40
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02100503

Synthetic
Purity: 98%

Toronto Research Chemicals - C640500

Colfosceril Palmitate is a major phospholipid constituent and primary surface tension lowering component of natural lung surfactant. Colfosceril Palmitate is used as pulmonary surfactant and diagnostic aid (fetal lung maturity).

REFERENCES

• Cha, S., et al.: J. Biol. Chem., 273, 2153 (1998)
• Pantusa, M., et al.: Biophys Chem., 114, 121 (1998)
• Pantusa, M., et al.: Eur. Biophys. J., 37, 961 (1998)
• Lautenslager, G., et al.: Metabolism, 60, 1683 (1998)