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

• ChemBase ID: 131296
• Molecular Formular: C36H72NO8P
• Molecular Mass: 677.932541
• Monoisotopic Mass: 677.4995549
• SMILES: CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCC)COP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C36H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3/t34-/m1/s1
• InChIKey: CITHEXJVPOWHKC-UUWRZZSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R)-2,3-bis(tetradecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: dimyristoylphosphatidylcholine
• Synonyms: 1,2-Ditetradecanoyl-sn-glycero-3-phosphocholine; 3-sn-Phosphatidylcholine, 1,2-dimyristoyl; L-β,γ-Dimyristoyl-α-lecithin; 1,2-Dimyristoyl-sn-glycero-3-phosphocholine

Database IDs

• CAS Number: 18194-24-6
• EC Number: 242-085-9
• MDL Number: MFCD00036901
• Beilstein Number: 3921768
• PubChem SID: 24898840; 24898347; 162225574
• PubChem CID: 5459377

CALCULATED PROPERTIES

• Acid pKa: 1.8550572
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 8.359026
• LogD (pH = 7.4): 8.359121
• Log P: 6.3355217
• Molar Refractivity: 197.4611 cm^3
• Polarizability: 75.031044 Å^3
• Polar Surface Area: 111.19 Å^2
• Rotatable Bonds: 36
• 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: ~99%; ≥99%; ≥99.0% (TLC)
• Biological Source: synthetic
• Empirical Formula (Hill Notation): C36H72NO8P

DETAILS

Sigma Aldrich - 41803

Other Notes
Interaction of avidin with spin-labeled N-biotinyl phosphatidylethanolamine in dimyristoyl phosphatidylcholine bilayers1