TABLE 1

Affinities, potencies, and efficacies of substituted tryptamines at the 5-HT_2A, 5-HT_2C, and 5-HT_1A receptors

	5-HT_2AR		5-HT_2CR		5-HT_1AR
		Stimulation of IP-1		Stimulation of IP-1
		Formation		Formation
	Inhibition of [³H]5-HT Binding	EC₅₀ (nM) ± S.E.M. (n)	Inhibition of [³H]5-HT Binding	EC₅₀ (nM) ± S.E.M. (n)	Inhibition of [³H]8-OH-DPAT Binding	[³⁵S]GTPγS Binding EC₅₀ (nM) ± S.E.M. (n)
Drug	K_i (nM) ± S.E.M. (n)	% Max Effect	K_i (nM) ± S.E.M. (n)	% Max Effect	K_i (nM) ± S.E.M. (n)	% Max Effect
DMT	347 ± 47 (22)	527 ± 45 (20)	234 ± 16 (22)	104 ± 11 (20)	356 ± 34 (17)	210 ± 31 (18)
		38.4% ± 1.8%		97.6% ± 2.1%		97.1% ± 2.4%
DET	530 ± 120 (4)	612 ± 97 (3)	970 ± 280 (3)^a	660 ± 210 (4)^a	370 ± 25 (3)	138 ± 25 (4)
		46.1% ± 6.7%		106.4% ± 4.5%		97.9% ± 5.6%
DPT	374 ± 97 (3)	943 ± 88 (4)	807 ± 86 (3)^a	444 ± 55 (3)^b	186 ± 31 (3)	274 ± 55 (3)
		85.2% ± 5.1%^a		93.2% ± 3.6%		98.5% ± 7.5%
4-OH-DET	269 ± 79 (5)	296 ± 59 (3)	388 ± 45 (3)	151 ± 33 (3)	1840 ± 350 (3)^a	1030 ± 250 (5)^b
		80.2% ± 5.2%^a		83.0% ± 5.0%		80.3% ± 4.0%^c
4-OH-DiPT	430 ± 140 (3)	334 ± 55 (3)	3800 ± 870 (3)^a	1080 ± 130 (3)^a	8400 ± 2000 (3)^a	3900 ± 1100 (4)^a
		104.4% ± 2.8%^a		103.73% ± 0.77%		36.1% ± 9.9%^a
4-OH-DMT	79 ± 23 (4)^a	69 ± 22 (3)^a	84 ± 28 (3)^d	9.1 ± 1.2 (3)^a	374 ± 35 (3)	130 ± 11 (3)
		48.3% ± 6.9%		85.6% ± 3.2%		96% ± 13%
4-OH-MET	46.3 ± 4.9 (3)^a	87 ± 22 (5)^a	153 ± 43 (3)	34.6 ± 8.7 (4)	950 ± 210 (3)^c	1390 ± 490 (5)^d
		54.1% ± 3.0%^b		100.7% ± 4.9%		89.8% ± 5.8%
4-OH-MiPT	113 ± 31 (4)	306 ± 11 (3)	750 ± 110 (3)^d	261 ± 45 (3)	5870 ± 430 (6)^a	2590 ± 640 (3)^a
		74.2% ± 1.8%^a		98.4% ± 4.4%		82.7% ± 2.0%
4-OH-MPT	71.0 ± 5.9 (4)^a	63.8 ± 9.4 (4)^a	203 ± 25 (5)	66.0 ± 3.5	910 ± 120 (3)^b	490 ± 170 (3)
		53.4% ± 3.6%^c		99.5% ± 1.5%		90.4% ± 9.3%
4-AcO-DET	248 ± 26 (3)	309 ± 97 (4)	1510 ± 360 (3)^a	1010 ± 390 (3)^a	4570 ± 690 (3)^a	4500 ± 1400 (4)^a
		79.1% ± 4.7%^a		93.9% ± 9.9%		53.9% ± 2.1%^a
4-AcO-DiPT	850 ± 280 (5)^c	559 ± 97 (3)	5000 ± 1100 (4)^a	1410 ± 310 (3)^a	12900 ± 2000 (3)^a	>100 µM (4)^a
		106.6% ± 1.8%^a		92.8% ± 4.8%		14.3% ± 6.7%^a
4-AcO-DMT	93 ± 16 (3)^b	109 ± 15 (5)^a	224 ± 15 (3)	144.7 ± 3.3 (3)	202 ± 62 (3)	673 ± 77 (3)
		39.5% ± 2.6%		91.8% ± 7.4%		63.4% ± 2.4%^d
4-AcO-MET	86 ± 15 (3)^b	201 ± 39 (5)^c	460 ± 120 (3)	91 ± 19 (4)	1210 ± 210 (3)^b	3080 ± 700 (3)^a
		40.1% ± 1.6%		89.7% ± 2.2%		82.5% ± 2.8%
4-AcO-MiPT	800 ± 100 (4)^c	445 ± 69 (3)	2230 ± 220 (4)^a	539 ± 81 (4)^d	11,000 ± 1200 (4)^a	8200 ± 2100 (3)^a
		69.2% ± 1.4%^a		87.2% ± 6.1%		58.3% ± 1.7%^a
4-MeO-DiPT	500 ± 44 (3)	870 ± 110 (4)	833 ± 67 (3)^a	179 ± 56 (4)	2830 ± 300 (3)^a	1930 ± 590 (4)^a
		92.1% ± 2.6%^a		85.4% ± 7.8%		112.6% ± 7.4%
4-MeO-MiPT	178 ± 24 (3)	376 ± 69 (3)	510 ± 100 (3)^c	120 ± 12 (3)	731 ± 42 (4)	1490 ± 140 (3)^d
		63.2% ± 6.9%^a		82.4% ± 7.9%		98.8% ± 3.5%
5-MeO-DALT	48 ± 15 (4)^a	89.6 ± 3.2 (4)^a	573 ± 48 (3)^b	299 ± 83 (5)	7.95 ± 0.52 (3)^a	3.4 ± 1.2 (4)^a
		97.2% ± 4.5%^a		99.2% ± 3.8%		102.3% ± 3.3%
5-MeO-DBT	562 ± 57 (5)	620 ± 220 (4)	3130 ± 430 (5)^a	2400 ± 300 (4)^a	337 ± 28 (3)	267 ± 86 (3)
		17.5% ± 3.0%^a		75.6% ± 2.8%^d		106.2% ± 8.2%
5-MeO-DiPT	162 ± 32 (4)	84 ± 20 (3)^a	1740 ± 440 (3)^a	326 ± 92 (4)^c	149.3 ± 7.6 (3)	56 ± 20 (5)^b
		99.7% ± 2.7%^a		96.6% ± 3.6%		93.8% ± 6.7%
5-MeO-DPT	66 ± 12 (4)^a	102 ± 11 (4)^a	1290 ± 320 (3)^a	810 ± 100 (3)^a	14.5 ± 3.5 (3)^a	5.41 ± 0.50 (3)^a
		81.4% ± 1.8%^a		95.7% ± 4.0%		94.8% ± 6.0%
5-MeO-MiPT	113 ± 31 (4)^b	290 ± 62 (3)	790 ± 120 (3)^a	179 ± 56 (6)	143 ± 27 (8)^d	610 ± 210 (8)
		89.14% ± 0.70%^a		101.2% ± 6.5%		109.12% ± 0.55%
5-Cl-DMT	134 ± 21 (3)	310 ± 100 (3)	55.4 ± 1.9 (3)^a	21.8 ± 3.7 (3)^b	33.4 ± 6.9 (3)^a	41.7 ± 1.7 (3)^c
		45.1% ± 7.1%		81.2% ± 4.8%		94.3% ± 2.8%
Standards
5-HT	19.5 ± 1.5 (24)^a	33.3 ± 3.0 (25)^a	5.84 ± 0.46 (23)^a	1.20 ± 0.15 (27)^a	3.26 ± 0.47 (20)^a	2.52 ± 0.36 (34)^a
		101.9% ± 1.1%^a		98.3% ± 1.4%		103.4% ± 1.5%
LSD	1.26 ± 0.19 (25)^a	0.77 ± 0.12 (25)^a	6.52 ± 0.72 (22)^a	1.02 ± 0.15 (27)^a	2.97 ± 0.35 (22)^a	2.17 ± 0.36 (31)^a
		74.8% ± 1.9%^a		86.0% ± 2.0%^b		98.2% ± 2.0%
DOM	27.3 ± 3.1 (12)^a	45.8 ± 8.1 (11)^a	46.1 ± 5.6 (12)^a	24.4 ± 5.0 (10)^a	8200 ± 1600 (9)^a	10,800 ± 3200 (8)^a
		97.0% ± 2.5%^a		97.4% ± 2.0%		76.2% ± 2.9%^d

(n), number of experiments conducted in duplicate.
^aP < 0.0001, one-way ANOVA followed by Dunnett’s multiple comparison test compared with DMT.
^bP < 0.01, one-way ANOVA followed by Dunnett’s multiple comparison test compared with DMT.
^cP < 0.05, one-way ANOVA followed by Dunnett’s multiple comparison test compared with DMT.
^dP < 0.001, one-way ANOVA followed by Dunnett’s multiple comparison test compared with DMT.