trimethyl(2-{[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(triphenylmethoxy)propyl phosphonato]oxy}ethyl)azanium

• ChemBase ID: 171412
• Molecular Formular: C45H66NO7P
• Molecular Mass: 763.981801
• Monoisotopic Mass: 763.45769009
• SMILES: C([C@H](OC(=O)CCCCCCC/C=C\CCCCCCCC)COC(c1ccccc1)(c1ccccc1)c1ccccc1)OP(=O)([O-])OCC[N+](C)(C)C
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(c1ccccc1)(c1ccccc1)c1ccccc1)COP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C45H66NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-28-35-44(47)53-43(39-52-54(48,49)51-37-36-46(2,3)4)38-50-45(40-29-22-19-23-30-40,41-31-24-20-25-32-41)42-33-26-21-27-34-42/h12-13,19-27,29-34,43H,5-11,14-18,28,35-39H2,1-4H3/b13-12-/t43-/m1/s1
• InChIKey: YBDWGEQMGDODTM-AREDZEPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trimethyl(2-{[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(triphenylmethoxy)propyl phosphonato]oxy}ethyl)azanium
• IUPAC Traditional name: trimethyl(2-{[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(triphenylmethoxy)propyl phosphonato]oxy}ethyl)azanium
• Synonyms: (7R,17Z)-4-Hydroxy-N,N,N-trimethyl-9-oxo-7-[(triphenylmethoxy)methyl]-3,5,8-trioxa-4-phosphahexacos-17-en-1-aminium 4-Oxide Inner Salt; [R-(Z)]-4-Hydroxy-N,N,N-trimethyl-9-oxo-7-[(triphenylmethoxy)methyl]-3,5,8-trioxa-4-phosphahexacos-17-en-1-aminium 4-Oxide Inner Salt

Database IDs

• CAS Number: 103634-10-2
• PubChem SID: 164227322
• PubChem CID: 70379535

CALCULATED PROPERTIES

• Acid pKa: 1.8550606
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 9.543544
• LogD (pH = 7.4): 9.54364
• Log P: 7.5200396
• Molar Refractivity: 232.3937 cm^3
• Polarizability: 86.89568 Å^3
• Polar Surface Area: 94.12 Å^2
• Rotatable Bonds: 30
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Tetrahydrofuran
• Apperance: Pale Yellow Solid

Safety Information

• Storage Condition: -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - H972550

Intermediate in the synthesis of glycerophospholipids act as regulators of various enzyme activities

REFERENCES

• Perides, G., et al.: J. Biol. Chem., 262, 13742 (1987)