Urinary Excretion Profiles of 5-Methoxy-N,N-diisopropyltryptamine and Its Relevant Metabolites in Humans
Tooru Kamata, Munehiro Katagi, Hiroe Kamata, Akihiro Miki, Noriaki Shima, Kei Zaitsu, Mayumi Nishikawa, Hitoshi Tsuchihashi
JOURNAL OF HEALTH SCIENCE January 1, 2007 Peer reviewed DOI: 10.1248/jhs.53.585 via OpenAlex
Summary
Five metabolites of 5-Methoxy-N,N-diisopropyltryptamine (5-MeO-DIPT) were identified in urine samples from six users. Hydrolysis increased the detection of 5-OH-DIPT and 6-OH-5-MeO-DIPT, with a more significant rise in the latter. The concentrations of 5-OH-DIPT (0.01-47 μg/ml) and 6-OH-5-MeO-DIPT (<69 μg/ml) were higher than those of the parent drug, which had lower concentrations (<1.7 μg/ml for 5-MeO-DIPT). Metabolites remained detectable longer than the parent compound.
Study at a glance
| Design | observational cohort |
|---|---|
| Sample size | 11 |
| Population | urine specimens from six users of 5-MeO-DIPT |
| Key finding | Hydrolysis treatment significantly increased the detection amounts of metabolites, particularly 6-OH-5-MeO-DIPT. |
Abstract
5-Methoxy-N,N-diisopropyltryptamine (5-MeO-DIPT), a psychotomimetic tryptamine derivative, and its relevant metabolites have been determined in eleven urine specimens from six 5-MeO-DIPT users, and their excretion profiles have been investigated by gas chromatography/mass spectrometry (GC/MS) and liquid chromatography/mass spectrometry (LC/MS). Three metabolites, 5-hydroxy-N,N-diisopropyltryptamine (5-OH-DIPT), 6-hydroxy-5-methoxy-N,N-diisopropyltryptamine (6-OH-5-MeO-DIPT), and 5-methoxy-N-isopropyltryptamine (5-MeO-NIPT) were determined in the urine specimens. Urinary conjugated metabolites, both sulfates and glucuronides of 5-OH-DIPT and 6-OH-5-MeO-DIPT, were hydrolyzed completely by the use of Helix pomatia sulfatase/β-glucuronidase. Degradation of 6-OH-5-MeO-DIPT during incubation for hydrolysis was successfully prevented by the addition of ascorbic acid. The hydrolysis treatment increased the detection amounts of 5-OH-DIPT and 6-OH-5-MeO-DIPT in most of the specimens, and the increase in 6-OH-5-MeO-DIPT was more drastic than that in 5-OH-DIPT. The concentrations of 5-MeO-DIPT (<1.7 μg/ml) and 5-MeO-NIPT (<3.5 μg/ml) were lower than those of 5-OH-DIPT (0.01-47 μg/ml) and 6-OH-5-MeO-DIPT (<69 μg/ml) detected after hydrolysis (the totals of their free and conjugated forms). These metabolites were detectable over longer periods post intake than the parent drug; 35 hr for 5-MeO-DIPT, 80 hr for 5-OH-DIPT, and 60 hr for 6-OH-5-MeO-DIPT and 5-MeO-NIPT.