4-HO-NET

4-HO-NET, also known as 4-hydroxy-N-ethyltryptamine, is a serotonin receptor modulator and putative psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to norpsilocin (4-HO-NMT).^[1] It was not included by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved) and its properties and effects in humans are unknown.^[2] The drug acts as a non-selective serotonin receptor agonist, including of the serotonin 5-HT_2A receptor.^[1] It produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents, albeit with about 13-fold lower potency than psilocin (4-HO-DMT).^[1] Unlike 4-HO-NET, norpsilocin is notably inactive in this test.^[1] In addition to its psychedelic-like effects, 4-HO-NET produces hypolocomotion and hypothermia in rodents.^[1] 4-HO-NET was first described in the scientific literature by Alexander Sherwood and colleagues by 2024.^[1]

4-HO-NET

Clinical data
Other names	4-Hydroxy-N-ethyltryptamine
Drug class	Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code	None
Identifiers
IUPAC name 3-[2-(ethylamino)ethyl]-1H-indol-4-ol
PubChem CID	121008224
ChemSpider	63001243
Chemical and physical data
Formula	C12H16N2O
Molar mass	204.273 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCNCCC1=CNC2=C1C(=CC=C2)O
InChI InChI=1S/C12H16N2O/c1-2-13-7-6-9-8-14-10-4-3-5-11(15)12(9)10/h3-5,8,13-15H,2,6-7H2,1H3 Key:AGYHPYWJOGSFII-UHFFFAOYSA-N

See also

• Substituted tryptamine
• 4-HO-DET (ethocin)