[2-(octadec-9-enoyloxy)-3-(octadecanoyloxy)propoxy][2-(trimethylamino)ethoxy]phosphinic acid

• ChemBase ID: 155475
• Molecular Formular: C44H87NO8P
• Molecular Mass: 789.137241
• Monoisotopic Mass: 788.61693038
• SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC[N](C)(C)C)OC(=O)CCCCCCC/C=C/CCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCC/C=C/CCCCCCCC)COP(=O)(OCC[N](C)(C)C)O
• InChI: InChI=1S/C44H87NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h21,23,42H,6-20,22,24-41H2,1-5H3,(H,48,49)
• InChIKey: MEHJQKIXLXVPCO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(octadec-9-enoyloxy)-3-(octadecanoyloxy)propoxy][2-(trimethylamino)ethoxy]phosphinic acid
• IUPAC Traditional name: 2-(octadec-9-enoyloxy)-3-(octadecanoyloxy)propoxy(2-(trimethylamino)ethoxy)phosphinic acid
• Synonyms: 1-Octadecanoyl-2-(cis-9-Octadecenoyl)-sn-glycero-3-phosphocholine; L-α-Phosphatidylcholine, β-oleoyl-γ-stearoyl; 2-Oleoyl-1-stearoyl-sn-glycero-3-phosphocholine

Database IDs

• CAS Number: 56421-10-4
• MDL Number: MFCD00063526
• PubChem SID: 24899050; 162249613
• PubChem CID: 5313347

CALCULATED PROPERTIES

• Acid pKa: 1.8907733
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 5.9138684
• LogD (pH = 7.4): 5.8950453
• Log P: 8.1586
• Molar Refractivity: 236.5074 cm^3
• Polarizability: 89.617455 Å^3
• Polar Surface Area: 108.36 Å^2
• Rotatable Bonds: 43
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~97% (positional purity of fatty acids); ~99% (TLC)
• Empirical Formula (Hill Notation): C44H86NO8P