(2-{[(3R,4E)-3-hydroxy-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenamido]octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 167952
• Molecular Formular: C43H77N2O6P
• Molecular Mass: 749.055041
• Monoisotopic Mass: 748.55192482
• SMILES: N(C(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)C([C@H](O)/C=C/CCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H](C(NC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)COP(=O)(OCC[N+](C)(C)C)[O-])O
• InChI: InChI=1S/C43H77N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-43(47)44-41(40-51-52(48,49)50-39-38-45(3,4)5)42(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,23,25,29,31,34,36,41-42,46H,6-7,9,11-13,15,17-19,22,24,26-28,30,32-33,35,37-40H2,1-5H3,(H-,44,47,48,49)/b10-8-,16-14-,21-20-,25-23-,31-29-,36-34+/t41?,42-/m1/s1
• InChIKey: JXKRVBJSRPTJQH-GKWZLUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(3R,4E)-3-hydroxy-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenamido]octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(3R,4E)-3-hydroxy-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenamido]octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: Icosapentaenoic Sphingosylphosphorylcholine; N-Timnodonic Lysosphingomyelin; Eicosapentaenoic Sphingomyelin

Database IDs

• PubChem SID: 162262085
• PubChem CID: 71316307

CALCULATED PROPERTIES

• Acid pKa: 1.8707345
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 8.968225
• LogD (pH = 7.4): 8.968324
• Log P: 8.035255
• Molar Refractivity: 237.9289 cm^3
• Polarizability: 86.763855 Å^3
• Polar Surface Area: 107.92 Å^2
• Rotatable Bonds: 35
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E477000

Possible Cholesterol Acetyltransferase inhibitor.