7-Hydroxytryptamine

7-Hydroxytryptamine (7-HT) is a serotonin receptor modulator of the tryptamine family.^[1][2][3] It is the 7-hydroxy derivative of tryptamine and is a positional isomer of serotonin (5-hydroxytryptamine; 5-HT).^[1][2]

Other names7-HT; 7-OH-T; 7-HO-T; 7-Hydroxy-T

Drug classSerotonin receptor modulator; Monoamine reuptake inhibitor; Monoamine releasing agent

ATC code

• None

CAS Number

• 15700-23-9

Quick facts Clinical data, Other names ...

7-Hydroxytryptamine

Clinical data
Other names	7-HT; 7-OH-T; 7-HO-T; 7-Hydroxy-T
Drug class	Serotonin receptor modulator; Monoamine reuptake inhibitor; Monoamine releasing agent
ATC code	None
Identifiers
IUPAC name 3-(2-aminoethyl)-1H-indol-7-ol
CAS Number	15700-23-9
PubChem CID	11171282
ChemSpider	9346374
Chemical and physical data
Formula	C10H12N2O
Molar mass	176.219 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1=CC2=C(C(=C1)O)NC=C2CCN
InChI InChI=1S/C10H12N2O/c11-5-4-7-6-12-10-8(7)2-1-3-9(10)13/h1-3,6,12-13H,4-5,11H2 Key:RETCYVKOCFWWTL-UHFFFAOYSA-N

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The drug shows sympathomimetic effects similarly to serotonin.^[1][4] On the other hand, similarly to 6-hydroxytryptamine but in contrast to serotonin, it showed little or no activity as a serotonin receptor agonist in the rabbit thoracic aorta, which expresses serotonin 5-HT₂ receptors.^[2] The drug is known to act as a serotonin–norepinephrine–dopamine reuptake inhibitor (SNDRI), with greater potency on catecholamine reuptake than serotonin reuptake, whereas its possible effects in terms of monoamine release induction were not assessed.^[5] However, in other studies, 7-HT was reported to increase serotonin and norepinephrine release.^[6][7][4][8] It did not show the long-lasting monoaminergic neurotoxicity of certain related compounds like 5,7-dihydroxytryptamine (5,7-DHT) in rodents.^[5][9]

7-HT was first described in the scientific literature by Irvine Page by 1952.^[1]