(5Z,11Z)-(5,6,11,12-2H4)icosa-5,11-dienoic acid

• ChemBase ID: 167951
• Molecular Formular: C20H36O2
• Molecular Mass: 308.49864
• Monoisotopic Mass: 308.27153039
• SMILES: C(CCC/C=C\CCCC(=O)O)/C=C\CCCCCCCC
• Canonical SMILES: CCCCCCCC/C=C\CCCC/C=C\CCCC(=O)O
• InChI: InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10,15-16H,2-8,11-14,17-19H2,1H3,(H,21,22)/b10-9-,16-15-
• InChIKey: RCYNQXHBZULXMM-GJWNNSPJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z,11Z)-(5,6,11,12-^2H₄)icosa-5,11-dienoic acid
• IUPAC Traditional name: (5Z,11Z)-(5,6,11,12-^2H₄)icosa-5,11-dienoic acid
• Synonyms: (5Z,11Z)-5,11-Eicosadienoic Acid-d4; (5Z,11Z)-Eicosadienoic Acid-d4; Keteleeronic Acid-d4; all-cis-5,11-Eicosadienoic Acid-d4; (Z,Z)-5,11-Eicosadienoic Acid-d4

Database IDs

• CAS Number: 1268627-54-8
• PubChem SID: 162262084
• PubChem CID: 71316306

CALCULATED PROPERTIES

• Acid pKa: 4.885676
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.602733
• LogD (pH = 7.4): 4.835401
• Log P: 7.311014
• Molar Refractivity: 97.7208 cm^3
• Polarizability: 37.61973 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E476802

Labelled (Z,Z)-5,11-Eicosadienoic Acid (E476800). A biomarker for trophic transfer.

REFERENCES

• Koussoroplis, A., et al.: Lipids, 43, 461 (2008)
• Nguyen, J., et al.: Drug Dev. Res., 51, 233 (2008)