Serotonin

Representations & DB's id
ChEBI:	CHEBI:28790
ChEMBL:	CHEMBL39
PubChem:	5202
IUPAC:	3-(2-aminoethyl)-1H-indol-5-ol
Standard InChI:	InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2
Standard InChI Key:	QZAYGJVTTNCVMB-UHFFFAOYSA-N
SMILES:	NCCc1c[nH]c2c1cc(O)cc2

Molecular propeties
AlogP:	1.37
Hydrogen bonds acceptors:	2
Hydrogen bonds donors:	3
Rotatable bonds:	2
Number of rings:	2
Molecular Weight:	176.09
Topological polar surface area:	62
Number of aromatic rings:	2
Fsp3:	0.2
Number of carbons:	10

Plant sources

Part of plant	Plant name	Ref.
Plant	Urtica dioica
Plant	Rhaponticum carthamoides

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
Ki	126 nM	Serotonin 5a (5-HT5a) receptor	P47898
Ki	65 nM	Serotonin 6 (5-HT6) receptor	P50406
Ki	8.1 nM	Serotonin 7 (5-HT7) receptor	P34969
EC50	11 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	1.5 nM	Serotonin 2b (5-HT2b) receptor	P41595
EC50	1.7 nM	Serotonin 2c (5-HT2c) receptor	P28335
Ki	14 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	12 nM	Serotonin 2b (5-HT2b) receptor	P41595
Ki	6.9 nM	Serotonin 2c (5-HT2c) receptor	P28335
Ki	5.5 nM	Serotonin 1d (5-HT1d) receptor	P28221
Ki	2.5 nM	Serotonin 1a (5-HT1a) receptor	P08908
EC50	4.82 nM	Serotonin 1b (5-HT1b) receptor	P28222
Kd	9690 nM	Dopamine D1 receptor	P21728
IC50	1.2 nM	Serotonin 1a (5-HT1a) receptor	P08908
EC50	3.7 nM	Serotonin 1a (5-HT1a) receptor	P08908
Ki	13 nM	Serotonin 2b (5-HT2b) receptor	P41595
Ki	8.3 nM	Serotonin 2c (5-HT2c) receptor	P28335
Ki	100000 nM	Melatonin receptor 1A	P48039
Ki	100000 nM	Melatonin receptor 1B	P49286
Ki	100 nM	Serotonin 6 (5-HT6) receptor	P50406
IC50	79 nM	Adenosine A3 receptor	P0DMS8
EC50	0.5 nM	Serotonin 1a (5-HT1a) receptor	P08908
EC50	1 nM	Serotonin 1a (5-HT1a) receptor	P08908
Ki	8.2 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	13 nM	Serotonin 2b (5-HT2b) receptor	P41595
Ki	8.3 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	11 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	6.9 nM	Serotonin 2c (5-HT2c) receptor	P28335
Ki	12 nM	Serotonin 2b (5-HT2b) receptor	P41595
Ki	14 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	1.7 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	1.5 nM	Serotonin 2b (5-HT2b) receptor	P41595
EC50	0.7 nM	Serotonin 1a (5-HT1a) receptor	P08908
EC50	500 nM	Serotonin 3a (5-HT3a) receptor	P46098
EC50	457.09 nM	Serotonin 3a (5-HT3a) receptor	P46098
EC50	229.09 nM	Serotonin 1a (5-HT1a) receptor	P08908
Ki	7.33 nM	Serotonin 7 (5-HT7) receptor	P32305
EC50	25.12 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	125.89 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	25.12 nM	Serotonin 2b (5-HT2b) receptor	P41595
EC50	24 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	70 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	5.8 nM	Serotonin 2b (5-HT2b) receptor	P41595
EC50	0.09 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	0.5 nM	Serotonin 2b (5-HT2b) receptor	P41595
EC50	5.8 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	120 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	160 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	130 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	150 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	0.5 nM	Serotonin 1d (5-HT1d) receptor	P28221
Ki	1.1 nM	Serotonin 1b (5-HT1b) receptor	P28222
Ki	1.259 nM	Serotonin 1a (5-HT1a) receptor	P08908
Ki	10000 nM	Serotonin 1a (5-HT1a) receptor	P08908
IC50	0.61 nM	Serotonin 7 (5-HT7) receptor	P34969
Ki	0.22 nM	Serotonin 7 (5-HT7) receptor	P34969
IC50	180 nM	Serotonin 5a (5-HT5a) receptor	P47898
IC50	200 nM	Serotonin 6 (5-HT6) receptor	P50406
Ki	110 nM	Serotonin 5a (5-HT5a) receptor	P47898
IC50	29 nM	Serotonin 1b (5-HT1b) receptor	P28222
Ki	18 nM	Serotonin 1b (5-HT1b) receptor	P28222
Ki	93 nM	Serotonin 6 (5-HT6) receptor	P50406
EC50	15 nM	Serotonin 7 (5-HT7) receptor	P34969
Ki	1049 nM	Serotonin 4 (5-HT4) receptor	Q13639
EC50	12 nM	Serotonin 4 (5-HT4) receptor	Q13639
IC50	2.55 nM	Serotonin 7 (5-HT7) receptor	P34969
Ki	320 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	130 nM	Serotonin 2c (5-HT2c) receptor	P28335
Ki	690 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	20 nM	Serotonin 2c (5-HT2c) receptor	P28335
Ki	500 nM	Serotonin 4 (5-HT4) receptor	Q13639
IC50	1.5 nM	Serotonin 7 (5-HT7) receptor	P34969
IC50	184 nM	Serotonin 5a (5-HT5a) receptor	P47898
IC50	262 nM	Serotonin 6 (5-HT6) receptor	P50406
Others	99 %	Serotonin 4 (5-HT4) receptor	Q13639
Ki	29.51 nM	Serotonin 4 (5-HT4) receptor	Q13639
Ki	109.65 nM	Serotonin 4 (5-HT4) receptor	Q13639
Others	15 %	Tyrosinase	P14679
EC50	25 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	11 nM	Serotonin 2b (5-HT2b) receptor	P41595
IC50	27.5 nM	Serotonin 6 (5-HT6) receptor	P50406
Potency	39810.7 nM	ATP-dependent DNA helicase Q1	P46063
Potency	31622.8 nM	Thyroid stimulating hormone receptor	P16473
Potency	31622.8 nM	Thyroid stimulating hormone receptor	P16473
Potency	39810.7 nM	Cytochrome P450 3A4	P08684
Potency	10000 nM	Cytochrome P450 2D6	P10635
Potency	25118.9 nM	Cytochrome P450 3A4	P08684
Potency	15848.9 nM	Cytochrome P450 2C9	P11712
Potency	39810.7 nM	Cytochrome P450 3A4	P08684
Potency	25118.9 nM	Cytochrome P450 3A4	P08684
EC50	178 nM	Serotonin 3a (5-HT3a) receptor	P46098
EC50	141 nM	Serotonin 3a (5-HT3a) receptor	P46098
Potency	11220.2 nM	Histone acetyltransferase GCN5	Q92830
Potency	21192.3 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	15848.9 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Ki	14 nM	Serotonin 1b (5-HT1b) receptor	P28222
Ki	170 nM	Serotonin 5a (5-HT5a) receptor	P47898
Ki	84 nM	Serotonin 6 (5-HT6) receptor	P50406
Ki	0.13 nM	Serotonin 7 (5-HT7) receptor	P34969
Others	0 pm/min/mg	UDP-glucuronosyltransferase 1A4	P22310
Others	0 pm/min/mg	UDP-glucuronosyltransferase 2B15	P54855
Others	0 pm/min/mg	UDP-glucuronosyltransferase 2B7	P16662
Others	0 pm/min/mg	UDP-glucuronosyltransferase 1-1	P22309
Others	0 pm/min/mg	UDP-glucuronosyltransferase 1-1	P22309
Others	0 pm/min/mg	UDP-glucuronosyltransferase 2B17	O75795
Others	0 pm/min/mg	UDP-glucuronosyltransferase 2B17	O75795
Others	0 pm/min/mg	UDP-glucuronosyltransferase 2B4	P06133
Others	0 pm/min/mg	UDP-glucuronosyltransferase 2B4	P06133
Others	28.97 %	Acetylcholinesterase	P22303
EC50	7.6 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	0.86 nM	Serotonin 2b (5-HT2b) receptor	P41595
EC50	0.09 nM	Serotonin 2c (5-HT2c) receptor	P28335
Ki	0.62 nM	Serotonin 1a (5-HT1a) receptor	P08908
Ki	70 nM	Serotonin 6 (5-HT6) receptor	P50406
Ki	79.43 nM	Serotonin 2c (5-HT2c) receptor	P28335
Ki	323.59 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	43.65 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	147.91 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	0.871 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	2.57 nM	Serotonin 2a (5-HT2a) receptor	P28223
Ki	79 nM	Serotonin 2c (5-HT2c) receptor	P28335
Ki	320 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	44 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	150 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	0.87 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	2.6 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	3.75 nM	Serotonin 1a (5-HT1a) receptor	P08908
Ki	0.9 nM	Serotonin 1a (5-HT1a) receptor	P08908
Others	100 %	Serotonin 1a (5-HT1a) receptor	P08908
EC50	16 nM	Serotonin 2a (5-HT2a) receptor	P28223
Others	100.4 %	Serotonin 2a (5-HT2a) receptor	P28223
EC50	39 nM	Serotonin 1a (5-HT1a) receptor	P08908
Others	99.6 %	Serotonin 1a (5-HT1a) receptor	P08908
EC50	0.4 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	1.1 nM	Serotonin 2b (5-HT2b) receptor	P41595
EC50	1.5 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	0.3467 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	1.072 nM	Serotonin 2b (5-HT2b) receptor	P41595
EC50	1.549 nM	Serotonin 2a (5-HT2a) receptor	P28223
IC50	0.49 nM	Serotonin 7 (5-HT7) receptor	P34969
IC50	180 nM	Serotonin 6 (5-HT6) receptor	P50406
IC50	280 nM	Serotonin 5a (5-HT5a) receptor	P47898
IC50	12 nM	Serotonin 1b (5-HT1b) receptor	P28222
Ki	0.11 nM	Serotonin 7 (5-HT7) receptor	P34969
Ki	50 nM	Serotonin 6 (5-HT6) receptor	P50406
Ki	82 nM	Serotonin 5a (5-HT5a) receptor	P47898
Ki	4 nM	Serotonin 1b (5-HT1b) receptor	P28222
IC50	0.29 nM	Serotonin 7 (5-HT7) receptor	P34969
IC50	100 nM	Serotonin 6 (5-HT6) receptor	P50406
IC50	160 nM	Serotonin 5a (5-HT5a) receptor	P47898
IC50	6.5 nM	Serotonin 1b (5-HT1b) receptor	P28222
Ki	9.5 nM	Serotonin 1a (5-HT1a) receptor	P08908
Ki	10.72 nM	Serotonin 1e (5-HT1e) receptor	P28566
Ki	11 nM	Serotonin 1e (5-HT1e) receptor	P28566
Ki	13.49 nM	Serotonin 2b (5-HT2b) receptor	P41595
Ki	1.4 nM	Serotonin 7 (5-HT7) receptor	P34969
Ki	33 nM	Serotonin 6 (5-HT6) receptor	P50406
Ki	0.8 nM	Serotonin 7 (5-HT7) receptor	P34969
EC50	17 nM	Serotonin 7 (5-HT7) receptor	P34969
EC50	3 nM	Serotonin 1a (5-HT1a) receptor	P08908
Kd	3.98 nM	Serotonin 7 (5-HT7) receptor	P34969
Ki	2.08 nM	Serotonin 1a (5-HT1a) receptor	P08908
Ki	33 nM	Serotonin 6 (5-HT6) receptor	P50406
Ki	0.8 nM	Serotonin 7 (5-HT7) receptor	P34969
EC50	0.21 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	0.92 nM	Serotonin 2b (5-HT2b) receptor	P41595
EC50	1.88 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	302 nM	Serotonin 2a (5-HT2a) receptor	P28223
EC50	190.55 nM	Serotonin 2c (5-HT2c) receptor	P28335
EC50	27.54 nM	Serotonin 1a (5-HT1a) receptor	P08908
EC50	169.82 nM	Serotonin 1a (5-HT1a) receptor	P08908
Others	6.4	Serotonin 1a (5-HT1a) receptor	P08908
IC50	0.25 nM	Serotonin 7 (5-HT7) receptor	P34969
IC50	120 nM	Serotonin 6 (5-HT6) receptor	P50406
IC50	180 nM	Serotonin 5a (5-HT5a) receptor	P47898
Ki	100 nM	Serotonin 6 (5-HT6) receptor	P50406

Serotonin

Representations & DB's id

Molecular propeties

Plant sources

In vitro data