(2-aminoethoxy)[(2S)-2-[(9E,12E)-hexadeca-9,12-dienoyloxy]-3-[(8E,12E,16E)-octadeca-8,12,16-trienoyloxy]propoxy]phosphinic acid

• ChemBase ID: 2751
• Molecular Formular: C39H68NO8P
• Molecular Mass: 709.932881
• Monoisotopic Mass: 709.46825477
• SMILES: CCC/C=C/C/C=C/CCCCCCCC(=O)O[C@@H](COC(=O)CCCCCC/C=C/CC/C=C/CC/C=C/C)CO[P@@](=O)(O)OCCN
• Canonical SMILES: NCCO[P@@](=O)(OC[C@@H](OC(=O)CCCCCCC/C=C/C/C=C/CCC)COC(=O)CCCCCC/C=C/CC/C=C/CC/C=C/C)O
• InChI: InChI=1S/C39H68NO8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h3,5,8,10-11,13-14,16,18,20,37H,4,6-7,9,12,15,17,19,21-36,40H2,1-2H3,(H,43,44)/b5-3+,10-8+,13-11+,16-14+,20-18+/t37-/m0/s1
• InChIKey: MABRTXOVHMDVAT-LNOVHSNCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-aminoethoxy)[(2S)-2-[(9E,12E)-hexadeca-9,12-dienoyloxy]-3-[(8E,12E,16E)-octadeca-8,12,16-trienoyloxy]propoxy]phosphinic acid
• IUPAC Traditional name: 2-aminoethoxy(2S)-2-[(9E,12E)-hexadeca-9,12-dienoyloxy]-3-[(8E,12E,16E)-octadeca-8,12,16-trienoyloxy]propoxyphosphinic acid
• Synonyms: L-Alpha-Phosphatidyl-Beta-Oleoyl-Gamma-Palmitoyl-Phosphatidylethanolamine

Database IDs

• PubChem SID: 46504534; 160966199
• PubChem CID: 46936564

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8688003
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 9.530404
• LogD (pH = 7.4): 9.529473
• Log P: 9.530444
• Molar Refractivity: 205.7889 cm^3
• Polarizability: 79.50697 Å^3
• Polar Surface Area: 134.38 Å^2
• Rotatable Bonds: 36
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 7.88
• LOG S: -6.82
• Solubility (Water): 1.07e-04 g/l

DETAILS

DrugBank - DB03047

Drug information: experimental