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

• ChemBase ID: 127125
• Molecular Formular: C40H80NO8P
• Molecular Mass: 734.038861
• Monoisotopic Mass: 733.56215516
• SMILES: O=C(OC[C@@H](OC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C)CCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](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/t38-/m1/s1
• InChIKey: KILNVBDSWZSGLL-KXQOOQHDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R)-2,3-bis(hexadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: dipalmitoylphosphatidylcholine
• Synonyms: Dipalmitoylphosphatidylcholine; (R)-2,3-Bis(palMitoyloxy)propyl (2-(triMethylaMMonio)ethyl) phosphate; (7R)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]- 3,5,9-trioxa-4-phosphapentacosan-1-aminium 4-oxide, inner salt; 1,2-Dihexadecanoyl-sn-glycero-3-phosphocholine; 1,2-Dihexadecanoyl-sn-glycero-3-phosphorylcholine; 1,2-Dipalmitoyl-sn-glycero-3-phosphorylcholine; 1,2-Dipalmitoyl-L-lecithin; L-α-Phosphatidylcholine, dipalmitoyl; L-β,γ-Dipalmitoyl-α-lecithin; DPPC; PC(16:0/16:0); 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine

Database IDs

• CAS Number: 63-89-8; 2644-64-6
• EC Number: 200-567-6
• MDL Number: MFCD00036903
• PubChem SID: 162221447; 24898526; 24898128
• PubChem CID: 6138; 452110
• Chemspider ID: 398235
• Unique Ingredient Identifier: 2W15RT5V7V
• Wikipedia Title: Dipalmitoylphosphatidylcholine

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

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥99%; ≥99% (TLC); 97%
• Biological Source: semisynthetic

DETAILS

Sigma Aldrich - P4329

Linkage
Purified by crystallization.