(2-{[(4E)-3-hydroxy-2-[(9Z)-octadec-9-enamido]octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 134180
• Molecular Formular: C41H81N2O6P
• Molecular Mass: 729.065401
• Monoisotopic Mass: 728.58322495
• SMILES: CCCCCCCCCCCCC/C=C/C(C(COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCC/C=C\CCCCCCCC)O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/C(C(NC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)(OCC[N+](C)(C)C)[O-])O
• InChI: InChI=1S/C41H81N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,32,34,39-40,44H,6-19,22-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b21-20-,34-32+
• InChIKey: NBEADXWAAWCCDG-VNFREKOVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(4E)-3-hydroxy-2-[(9Z)-octadec-9-enamido]octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(4E)-3-hydroxy-2-[(9Z)-octadec-9-enamido]octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: N-(cis-9-Octadecenoyl)-D-sphingosine-1-phosphocholine; N-Oleoyl-D-sphingomyelin semisynthetic from bovine brain sphingomyelin

Database IDs

• CAS Number: 108392-10-5
• MDL Number: MFCD00079203
• PubChem SID: 162228457
• PubChem CID: 71308768

CALCULATED PROPERTIES

• Acid pKa: 1.870915
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 9.526773
• LogD (pH = 7.4): 9.526873
• Log P: 8.592617
• Molar Refractivity: 224.2605 cm^3
• Polarizability: 84.03898 Å^3
• Polar Surface Area: 107.92 Å^2
• Rotatable Bonds: 37
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3