Table 1.
Release EC50, (nM)a | 5-HT2Ab | 5-HT1Ab | 5-HT2A β-arrestinc | ||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
# | Name | X | R1 | R2 | R3 | DAT | SERT | NET | EC50, (nM) |
Emax, (%) |
EC50, (nM) |
Emax, (%) |
EC50, (nM) | Emax, (%) |
Psychoactive Effectse |
12 | T | H | H | H | H | 164 ± 16 | 32.6 ± 2.6 | 716 ± 46 | 7.36 ± 0.56 | 104 ± 4 | IA | 3485 ± 234 | 108 ± 16 | Psychoactive, short acting due to metabolism, increased blood pressure, similar to LSD | |
13 | AMT | H | H | H | Me | 78.6 ± 4.0 | 21.7 ± 1.0 | 112 ± 6 | 23.1 ± 2.4 | 103 ± 3 | IA | 4855 ± 1416 | 95 ± 17 | Psychedelic but varied, fast/slow onset, good/bad experiences, long lasting, no visuals, speed-like, tachycardia, jaw clenching | |
14 | NMT | H | Me | H | H | 321 ± 23 | 22.4 ± 1.4 | 733 ± 94 | 50.7 ± 7.1 | 96 ± 2 | IA | IA | NR | ||
15 | NETPg | H | Et | H | H | 6660 ± 551 | 18.6 ± 1.6 | 3862 ± 635d | 38.3 ± 2.7 | 99 ± 2 | IA | 4582f | 64f | NR | |
6 | DMT | H | Me | Me | H | >10,000 | 114 ± 15 | 4166 ± 317 | 38.3 ± 0.81 | 83 ± 0.4 | IA | IA | Heavy intoxicant and hallucinogen, visuals, intense colors | ||
16 | Dimethyl - serotonin | OH | Me | Me | H | >10,000 | 30.5 ± 8.6 | >10,000 | 3.49 ± 0.08 | 100 ± 2 | 366 ± 67 | 95 ± 1 | ND | Some visuals (lines and dots), tightness in chest, nausea, breathing issues, mind feels crowded | |
17 | 5MeO-NMT | OMe | Me | H | H | >10,000 | 1114 ± 700 | >10,000 | 3.78 ± 0.73 | 84 ± 20 | 220 ± 12 | 72 ± 4 | 611 ± 149 | 66 ± 9 | NR |
18 | 5MeO-NET | OMe | Et | H | H | >10,000 | 284 ± 41.6 | >10,000 | 1.92 ± 0.29 | 112 ± 3 | 262 ± 27 | 70 ± 7 | 568 ± 174 | 103 ± 12 | NR |
IA = Inactive at 10 µM in agonist screen.
NR = Not reported in TiHKAL.
ND = Not determined.
Release EC50 values are reported as means ± SD and are the result of N= 3 performed in triplicate.
Calcium mobilization EC50 and Emax values are reported as means ± SEM and are the result of three independent experiments performed in duplicate.
β-arrestin recruitment EC50 and Emax values are reported as means ± SEM and are the result of three independent experiments performed in duplicate.
IC50 for uptake inhibition.
Tabulated from anecdotal reports in TiHKAL.
Single determination.
This compound is referred to as “NET” in TiHKAL but was altered to avoid confusion with the norepinephrine transporter.