(2-aminoethoxy)[(2R)-2,3-bis(tetradecanoyloxy)propoxy]phosphinic acid

• ChemBase ID: 134144
• Molecular Formular: C33H66NO8P
• Molecular Mass: 635.852801
• Monoisotopic Mass: 635.45260471
• SMILES: CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCC)COP(=O)(OCCN)O
• InChI: InChI=1S/C33H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h31H,3-30,34H2,1-2H3,(H,37,38)/t31-/m1/s1
• InChIKey: NEZDNQCXEZDCBI-WJOKGBTCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-aminoethoxy)[(2R)-2,3-bis(tetradecanoyloxy)propoxy]phosphinic acid
• IUPAC Traditional name: 2-aminoethoxy(2R)-2,3-bis(tetradecanoyloxy)propoxyphosphinic acid
• Synonyms: 1,2-Ditetradecanoyl-sn-glycero-3-phosphoethanolamine; 3-sn-Phosphatidylethanolamine, 1,2-dimyristoyl; L-β,γ-Dimyristoyl-α-cephalin; DMPE; Dimyristoyl-L-α-phosphatidylethanolamine; PE(14:0/14:0); Tetradecanoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester; 1,2-Dimyristoyl-sn-glycero-3-phosphoethanolamine

Database IDs

• CAS Number: 998-07-2
• MDL Number: MFCD00036775
• Beilstein Number: 1730529
• PubChem SID: 162228421; 24898693
• PubChem CID: 9852308

CALCULATED PROPERTIES

• Acid pKa: 1.8688003
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 8.672601
• LogD (pH = 7.4): 8.67167
• Log P: 8.672641
• Molar Refractivity: 172.5999 cm^3
• Polarizability: 69.68662 Å^3
• Polar Surface Area: 134.38 Å^2
• Rotatable Bonds: 35
• 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%; ≥99.0% (TLC)
• Biological Source: synthetic
• Empirical Formula (Hill Notation): C33H66NO8P