{2-[(2,3-ditetradecanamidopropyl phosphonato)oxy]ethyl}trimethylazanium

• ChemBase ID: 156793
• Molecular Formular: C36H74N3O6P
• Molecular Mass: 675.963021
• Monoisotopic Mass: 675.53152373
• SMILES: CCCCCCCCCCCCCC(=O)NCC(COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCC(=O)NCC(NC(=O)CCCCCCCCCCCCC)COP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C36H74N3O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(40)37-32-34(33-45-46(42,43)44-31-30-39(3,4)5)38-36(41)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3,(H2-,37,38,40,41,42,43)
• InChIKey: BLCRPWCTEAFGSY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-[(2,3-ditetradecanamidopropyl phosphonato)oxy]ethyl}trimethylazanium
• IUPAC Traditional name: {2-[(2,3-ditetradecanamidopropyl phosphonato)oxy]ethyl}trimethylazanium
• Synonyms: 1,2-Dimyristoyl-1,2-diamino-1,2-dideoxy-sn-glycero-3-phosphocholine; DDPC; 1,2-Dimyristoylamino-1,2-dideoxyphosphatidylcholine

Database IDs

• CAS Number: 108861-07-0
• MDL Number: MFCD00082489
• Beilstein Number: 8303418
• PubChem SID: 162250930; 24866193
• PubChem CID: 130969

CALCULATED PROPERTIES

• Acid pKa: 1.8747195
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 6.9006996
• LogD (pH = 7.4): 6.9008
• Log P: 5.9423127
• Molar Refractivity: 201.3607 cm^3
• Polarizability: 75.9079 Å^3
• Polar Surface Area: 116.79 Å^2
• Rotatable Bonds: 34
• 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: ≥95% (TLC)
• Empirical Formula (Hill Notation): C36H74N3O6P

DETAILS

Sigma Aldrich - 41800

Other Notes
Employed as an artificial boundary lipid in the preparation of glycophorin-reconstituted liposomes1