5-Hydroxytryptamine

Chemical Properties

SMILES NCCc1c[nH]c2c1cc(O)cc2
Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 2
Molecular weight 176.1

Drug Properties

Type Small molecule
Endogenous Yes
Approved Yes
InChIKey QZAYGJVTTNCVMB-UHFFFAOYSA-N

Database Connections

External Links
Structure pdb 7E2Y 7E32 7WC4
Ligand site mutations 5-HT1A 5-HT1B 5-HT1D 5-HT2A 5-HT2B 5-HT2C 5-HT4 5-HT5A 5-HT6 5-HT7


Bioactivity

Receptor Experimental Data Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 9.1 9.4 9.7 Guide to Pharmacology
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKd 7.5 7.95 8.4 Guide to Pharmacology
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 7.4 8.2 9.0 Guide to Pharmacology
5-HT1B 5HT1B Mouse 5-Hydroxytryptamine A pKi 8.1 8.1 8.1 Guide to Pharmacology
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.0 8.5 9.0 Guide to Pharmacology
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 8.0 8.1 8.2 Guide to Pharmacology
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKd 8.0 8.0 8.0 Guide to Pharmacology
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 7.7 7.85 8.0 Guide to Pharmacology
5-HT1F 5HT1F Rat 5-Hydroxytryptamine A pIC50 7.2 7.2 7.2 Guide to Pharmacology
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 6.0 6.25 6.5 Guide to Pharmacology
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKd 8.9 8.9 8.9 Guide to Pharmacology
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.0 7.2 8.4 Guide to Pharmacology
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.9 8.15 8.4 Guide to Pharmacology
5-HT2B 5HT2B Rat 5-Hydroxytryptamine A pKi 8.0 8.0 8.0 Guide to Pharmacology
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 6.8 7.7 8.6 Guide to Pharmacology
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 6.7 7.3 7.9 Guide to Pharmacology
5-HT4 5HT4R Human 5-Hydroxytryptamine A pKd 8.4 8.6 8.8 Guide to Pharmacology
5-HT4 5HT4R Human 5-Hydroxytryptamine A pKi 5.9 6.45 7.0 Guide to Pharmacology
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pKd 7.7 7.7 7.7 Guide to Pharmacology
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pKi 6.7 7.45 8.2 Guide to Pharmacology
5-HT4 5HT4R Mouse 5-Hydroxytryptamine A pKi 7.2 7.2 7.2 Guide to Pharmacology
5-HT5A 5HT5A Mouse 5-Hydroxytryptamine A pKi 6.0 6.3 6.6 Guide to Pharmacology
5-HT5A 5HT5A Rat 5-Hydroxytryptamine A pKi 6.6 6.6 6.6 Guide to Pharmacology
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 6.7 6.8 6.9 Guide to Pharmacology
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKd 7.9 7.9 7.9 Guide to Pharmacology
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 6.6 7.25 7.9 Guide to Pharmacology
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 6.8 7.15 7.5 Guide to Pharmacology
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 8.7 8.95 9.2 Guide to Pharmacology
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.1 8.85 9.6 Guide to Pharmacology
5-HT7 5HT7R Mouse 5-Hydroxytryptamine A pKi 8.3 8.3 8.3 Guide to Pharmacology
D1 DRD1 Human Dopamine A pKi 5.0 5.0 5.0 Guide to Pharmacology
D5 DRD5 Human Dopamine A pKi 5.5 5.5 5.5 Guide to Pharmacology
5-HT1D 5HT1D Guinea pig 5-Hydroxytryptamine A pEC50 7.8 8.05 8.28 ChEMBL
5-HT1D 5HT1D Guinea pig 5-Hydroxytryptamine A pIC50 8.52 8.52 8.52 ChEMBL
5-HT5A 5HT5A Mouse 5-Hydroxytryptamine A pKi 6.82 6.82 6.82 ChEMBL
5-HT1D 5HT1D Rat 5-Hydroxytryptamine A pIC50 8.52 8.52 8.52 ChEMBL
5-HT1D 5HT1D Rat 5-Hydroxytryptamine A pEC50 8.28 8.28 8.28 ChEMBL
5-HT1A 5HT1A Mouse 5-Hydroxytryptamine A pIC50 8.3 8.3 8.3 ChEMBL
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pEC50 8.1 8.1 8.1 ChEMBL
5-HT2A 5HT2A Mouse 5-Hydroxytryptamine A pEC50 9.28 9.28 9.28 ChEMBL
5-HT2B 5HT2B Rat 5-Hydroxytryptamine A pEC50 8.38 8.42 8.46 ChEMBL
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 7.96 8.11 8.4 ChEMBL
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pKi 6.73 7.08 7.43 ChEMBL
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pEC50 7.77 7.98 8.2 ChEMBL
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pIC50 6.83 7.63 8.43 ChEMBL
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 8.0 8.45 9.22 ChEMBL
D3 DRD3 Rat Dopamine A pKi 5.63 5.63 5.63 ChEMBL
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 7.5 7.71 8.0 ChEMBL
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pIC50 7.09 7.23 7.38 ChEMBL
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pEC50 8.55 8.55 8.55 ChEMBL
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 6.6 6.87 7.09 ChEMBL
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pIC50 6.55 6.75 7.1 ChEMBL
5-HT4 5HT4R Human 5-Hydroxytryptamine A pEC50 7.0 7.46 7.92 ChEMBL
5-HT4 5HT4R Human 5-Hydroxytryptamine A pKi 5.98 6.68 7.53 ChEMBL
5-HT4 5HT4R Human 5-Hydroxytryptamine A pIC50 6.49 6.49 6.49 ChEMBL
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 7.6 8.45 8.96 ChEMBL
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pIC50 8.3 8.32 8.34 ChEMBL
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pEC50 7.58 7.58 7.58 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pEC50 7.52 8.06 8.33 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 7.75 8.26 8.96 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pIC50 7.54 7.95 8.3 ChEMBL
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pIC50 8.52 8.52 8.52 ChEMBL
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.26 8.56 9.3 ChEMBL
5-HT4 5HT4R Guinea pig 5-Hydroxytryptamine A pKi 6.64 6.91 7.0 ChEMBL
5-HT4 5HT4R Guinea pig 5-Hydroxytryptamine A pEC50 8.0 8.2 8.3 ChEMBL
M1 ACM1 Rat Acetylcholine (muscarinic) A Potency 4.65 5.83 7.0 ChEMBL
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 5.9 6.9 9.52 ChEMBL
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pIC50 4.51 6.55 9.05 ChEMBL
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pEC50 6.46 6.98 7.25 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.09 8.95 9.96 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pIC50 8.59 9.25 9.6 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pEC50 7.16 7.85 8.27 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKd 8.4 8.4 8.4 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.87 7.9 7.92 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pEC50 7.6 8.8 10.15 ChEMBL
D1 DRD1 Human Dopamine A pKd 5.01 5.01 5.01 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 6.35 7.42 8.16 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pEC50 6.72 8.77 10.05 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pIC50 7.09 8.0 8.9 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 8.05 8.54 8.8 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 8.28 8.39 8.59 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pEC50 6.49 7.25 8.0 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 6.9 7.16 7.48 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pIC50 6.58 6.92 7.56 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pEC50 7.36 7.37 7.38 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 5.0 8.51 9.21 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pIC50 8.22 8.51 8.92 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pEC50 5.75 7.62 9.3 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pEC50 6.52 8.26 9.57 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.16 7.04 8.09 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pIC50 7.55 7.55 7.55 ChEMBL
D3 DRD3 Human Dopamine A pEC50 6.28 6.28 6.28 ChEMBL
NPS NPSR1 Human Neuropeptide S A Potency 4.5 4.5 4.5 ChEMBL
5-HT2C 5HT2C Dog 5-Hydroxytryptamine A pKi 5.78 5.78 5.78 PDSP KiDatabase
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 5.78 6.97 7.62 PDSP KiDatabase
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 5.5 6.59 8.15 PDSP KiDatabase
5-HT1A 5HT1A Bornean orangutan 5-Hydroxytryptamine A pKi 8.57 8.57 8.57 PDSP KiDatabase
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 5.87 7.49 8.92 PDSP KiDatabase
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 5.78 7.4 8.59 PDSP KiDatabase
5-HT1A A0A4W2HQH6 Hybrid cattle 5-Hydroxytryptamine A pKi 7.37 7.54 7.7 PDSP KiDatabase
5-HT1A A0A4X1UTF5 Pig 5-Hydroxytryptamine A pKi 7.48 7.52 7.62 PDSP KiDatabase
TSH TSHR Human Glycoprotein hormone A Potency 4.5 4.5 4.5 ChEMBL
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 6.49 7.15 8.24 PDSP KiDatabase
5-HT2C A0A4X1VZZ6 Pig 5-Hydroxytryptamine A pKi 6.09 6.62 7.33 PDSP KiDatabase
5-HT2C 5HT2C Mouse 5-Hydroxytryptamine A pKi 5.94 5.94 5.94 PDSP KiDatabase
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 7.05 7.5 8.3 PDSP KiDatabase
5-HT1D 5HT1D Rat 5-Hydroxytryptamine A pKi 6.74 7.47 7.74 PDSP KiDatabase
5-HT1D F1MMU1 Bovine 5-Hydroxytryptamine A pKi 5.4 7.25 7.72 PDSP KiDatabase
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 4.39 5.49 8.52 PDSP KiDatabase
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 4.36 6.27 7.43 PDSP KiDatabase
5-HT2A 5HT2A Pig 5-Hydroxytryptamine A pKi 5.67 5.67 5.67 PDSP KiDatabase
5-HT2B F6QI78 Bovine 5-Hydroxytryptamine A pKi 5.12 5.12 5.12 PDSP KiDatabase
5-HT2A 5HT2A Bovine 5-Hydroxytryptamine A pKi 4.69 4.69 4.69 PDSP KiDatabase
D1 DRD1 Human Dopamine A pKi 4.0 4.0 4.01 PDSP KiDatabase
D2 DRD2 Human Dopamine A pKi 4.0 4.0 4.0 PDSP KiDatabase
5-HT5A 5HT5A Mouse 5-Hydroxytryptamine A pKi 4.96 5.44 5.6 PDSP KiDatabase
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 5.63 6.07 6.9 PDSP KiDatabase
5-HT4 5HT4R Mouse 5-Hydroxytryptamine A pKi 6.1 6.14 6.25 PDSP KiDatabase
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pKi 5.7 6.17 7.2 PDSP KiDatabase
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 6.42 7.44 8.24 PDSP KiDatabase
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 6.6 7.77 8.9 PDSP KiDatabase
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 5.88 6.13 6.25 PDSP KiDatabase
5-HT4 5HT4R Human 5-Hydroxytryptamine A pKi 5.5 5.79 6.25 PDSP KiDatabase
5-HT4 5HT4R Guinea pig 5-Hydroxytryptamine A pKi 6.1 6.25 6.4 PDSP KiDatabase
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 6.72 7.38 8.1 PDSP KiDatabase
5-HT5A 5HT5A Rat 5-Hydroxytryptamine A pKi 4.88 5.25 5.62 PDSP KiDatabase
5-HT2B 5HT2B Rat 5-Hydroxytryptamine A pKi 6.55 6.9 7.0 PDSP KiDatabase
5-HT7 5HT7R Guinea pig 5-Hydroxytryptamine A pKi 7.87 8.34 9.0 PDSP KiDatabase
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 7.09 7.14 7.22 PDSP KiDatabase
5-HT6 5HT6R Mouse 5-Hydroxytryptamine A pKi 6.02 6.57 7.3 PDSP KiDatabase
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 6.96 7.23 7.64 PDSP KiDatabase
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 4.0 6.25 7.0 PDSP KiDatabase
MT2 MTR1B Human Melatonin A pKi 4.0 4.0 4.0 PDSP KiDatabase
MT1 MTR1A Human Melatonin A pKi 4.0 4.0 4.0 PDSP KiDatabase
5-HT1B 5HT1B Guinea pig 5-Hydroxytryptamine A pKi 7.6 7.62 7.64 PDSP KiDatabase
D2 DRD2 Rat Dopamine A pKi 4.0 4.18 4.78 PDSP KiDatabase
D1 DRD1 Rat Dopamine A pKi 4.0 4.15 4.3 PDSP KiDatabase
β2 ADRB2 Dog Adrenoceptors A pKi 4.0 4.0 4.0 PDSP KiDatabase
D1 DRD1 Bovine Dopamine A pKi 4.0 4.0 4.0 PDSP KiDatabase
5-HT1D 5HT1D Dog 5-Hydroxytryptamine A pKi 6.8 7.05 7.3 PDSP KiDatabase
5-HT1B 5HT1B Mouse 5-Hydroxytryptamine A pKi 6.4 6.4 6.4 PDSP KiDatabase
5-HT1F 5HT1F Mouse 5-Hydroxytryptamine A pKi 5.9 5.9 5.9 PDSP KiDatabase
5-HT1F 5HT1F Rat 5-Hydroxytryptamine A pKi 6.17 6.17 6.17 PDSP KiDatabase
5-HT2B 5HT2B Mouse 5-Hydroxytryptamine A pKi 4.9 4.9 4.9 PDSP KiDatabase
5-HT7 5HT7R Mouse 5-Hydroxytryptamine A pKi 7.3 7.3 7.3 PDSP KiDatabase
D5 DRD5 Human Dopamine A pKi 4.52 4.52 4.52 PDSP KiDatabase
TA1 TAAR1 Human Trace amine A pKi 4.22 4.22 4.22 PDSP KiDatabase
D2 DRD2 Dog Dopamine A pKi 4.0 4.0 4.0 PDSP KiDatabase
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 5.9 5.9 5.9 PDSP KiDatabase