(2H5)ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

• ChemBase ID: 168414
• Molecular Formular: C22H36O2
• Molecular Mass: 332.52004
• Monoisotopic Mass: 332.27153039
• SMILES: C(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC)C
• Canonical SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
• InChI: InChI=1S/C22H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h8-9,11-12,14-15,17-18H,3-7,10,13,16,19-21H2,1-2H3/b9-8-,12-11-,15-14-,18-17-
• InChIKey: SNXPWYFWAZVIAU-GKFVBPDJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^2H₅)ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• IUPAC Traditional name: (^2H₅)ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• Synonyms: (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic Acid Ethyl Ester-d5; (all-Z)-5,8,11,14-Eicosatetraenoic Acid Ethyl Ester-d5; Arachidonic Acid Ethyl Ester-d5; Ethyl Arachidonate-d5

Database IDs

• PubChem SID: 162262546
• PubChem CID: 71316540

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.089873
• LogD (pH = 7.4): 7.089873
• Log P: 7.089873
• Molar Refractivity: 109.4717 cm^3
• Polarizability: 41.105614 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - E899402

Labelled Ethyl Arachidonate (E899400). It is an unsaturated omega-6 fatty acid constituent of the phospholipids of cell membranes. Phospholipase A2 releases AA from the membrane phospholipids in response to inflammation.

REFERENCES

• Peterson, J., et al.: J. Pediatr., 152, 788 (2008)
• Pichini, S., et al.: J. Pharm. Biomed. Anal., 48, 927 (2008)