(2-{[(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 167957
• Molecular Formular: C28H48NO7P
• Molecular Mass: 541.656981
• Monoisotopic Mass: 541.31683951
• SMILES: C([C@H](O)COC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)OP(=O)([O-])OCC[N+](C)(C)C
• Canonical SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@H](COP(=O)(OCC[N+](C)(C)C)[O-])O
• InChI: InChI=1S/C28H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)34-25-27(30)26-36-37(32,33)35-24-23-29(2,3)4/h6-7,9-10,12-13,15-16,18-19,27,30H,5,8,11,14,17,20-26H2,1-4H3/b7-6-,10-9-,13-12-,16-15-,19-18-/t27-/m1/s1
• InChIKey: PDIGSOAOQOXRDU-WJPZTBRDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: (7R,14Z,17Z,20Z,23Z,26Z)-4,7-Dihydroxy-N,N,N-trimethyl-10-oxo-3,5,9-trioxa-4-phosphanonacosa-14,17,20,23,26-pentaen-1-aminium 4-Oxide; 1-Eicosapentaenoyl-sn-glycerol-3-phosphocholine

Database IDs

• CAS Number: 162440-04-2
• PubChem SID: 162262090
• PubChem CID: 11757087

CALCULATED PROPERTIES

• Acid pKa: 1.8553406
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.1849127
• LogD (pH = 7.4): 3.1850085
• Log P: 1.1614089
• Molar Refractivity: 166.2607 cm^3
• Polarizability: 58.942482 Å^3
• Polar Surface Area: 105.12 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E477880

A possible molecular biomarker for the early detection of osteoarthritis.

REFERENCES

• Tanaka, R., et al.: Chem. Pharm. Bull., 43, 156 (1995)
• Castro-Perez, J., et al.: J. Proteome Res., 9, 2377 (1995)