Urinary 2-ethyl-3-oxohexanoic acid as major metabolite of orally administered 2-ethylhexanoic acid in human.
Human metabolism of 2-ethylhexanoic acid (2-EHA), which is a known metabolite of important phthalates, was investigated using 2-EHA-contaminated food. The results of our studies reveal that the major catabolic pathway of 2-EHA in human is beta-oxidation. The dominant final urinary metabolite was identified and quantified as 3-oxo-2-ethylhexanoic acid (3-oxo-2-EHA), but only after immediate methylation of the extract from urine and prior to GC-MS analysis. Former studies without the precaution of immediate methylation had found 4-heptanone as the major metabolite, which is obviously an artifact arising from the decarboxylation of 3-oxo-2-EHA.
Stingel
Dana
D
Lehrstuhl für Lebensmittelchemie, Universität Würzburg, Am Hubland, D-97074 Würzburg, Germany.
Feldmeier
Peter
P
Richling
Elke
E
Kempf
Michael
M
Elss
Sandra
S
Labib
Samira
S
Schreier
Peter
P
D000328:Adult; D002208:Caproates / Q000008:administration & dosage* / Q000493:pharmacokinetics* / Q000652:urine*; D005260:Female; D005506:Food Contamination; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D007700:Kinetics; D008279:Magnetic Resonance Imaging; D008297:Male; D010084:Oxidation-Reduction
C439933:2-ethyl-3-oxohexanoic acid; D002208:Caproates; C040668:2-ethylhexanoic acid