(5Z,8Z,11Z,14Z)-(16,16,17,17,18,18,19,19,20,20,20-2H11)icosa-5,8,11,14-tetraenoic acid

• ChemBase ID: 160784
• Molecular Formular: C20H32O2
• Molecular Mass: 304.46688
• Monoisotopic Mass: 304.24023026
• SMILES: C(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)C
• Canonical SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
• InChI: InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
• InChIKey: YZXBAPSDXZZRGB-DOFZRALJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z,8Z,11Z,14Z)-(16,16,17,17,18,18,19,19,20,20,20-^2H₁₁)icosa-5,8,11,14-tetraenoic acid
• IUPAC Traditional name: (5Z,8Z,11Z,14Z)-(16,16,17,17,18,18,19,19,20,20,20-^2H₁₁)icosa-5,8,11,14-tetraenoic acid
• Synonyms: (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic Acid-d11; (all-Z)-5,8,11,14-Eicosatetraenoic Acid-d11; 5,8,11,14-all-cis-Eicosatetraenoicmmunocytophyte-d11; Immunocytophyte-d11; all-cis-5,8,11,14-Eicosatetraenoic Acid-d11; cis-5,8,11,14-Eicosatetraenoic Acid-d11; Arachidonic Acid-d11

Database IDs

• PubChem SID: 162254919
• PubChem CID: 71313480

CALCULATED PROPERTIES

• Acid pKa: 4.819772
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.8251953
• LogD (pH = 7.4): 4.052063
• Log P: 6.5871706
• Molar Refractivity: 99.954 cm^3
• Polarizability: 37.14881 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A765002

Labelled Arachidonic Acid. An essential fatty acid and a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes. Occurs in liver, brain, glandular organs, and depot fats of animals, in small amounts in human depot fats, and is a c

REFERENCES

• Kurosawa, T., et al.: J. Cell. Physiol., 219, 606 (2009)
• Mazalli, M., et al.: J. Agric. Food Chem., 57, 5028 (2009)