7-Hydroxy-DMT

7-Hydroxy-DMT
Clinical data
Other names	7-HO-DMT; 7-OH-DMT; 7-Hydroxy-N,N-dimethyltryptamine
Drug class	Serotonin receptor modulator
ATC code	None;
Identifiers
	IUPAC name 3-[2-(dimethylamino)ethyl]-1H-indol-7-ol;
CAS Number	7578-26-9;
PubChem CID	23757258;
ChemSpider	45558692;
CompTox Dashboard (EPA)	DTXSID70635863 ;
Chemical and physical data
Formula	C12H16N2O
Molar mass	204.273 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(C)CCC1=CNC2=C1C=CC=C2O;
	InChI InChI=1S/C12H16N2O/c1-14(2)7-6-9-8-13-12-10(9)4-3-5-11(12)15/h3-5,8,13,15H,6-7H2,1-2H3; Key:FZFHBMMTKKWEQH-UHFFFAOYSA-N;

7-Hydroxy-DMT (7-HO-DMT), also known as 7-hydroxy-N,N-dimethyltryptamine, is a serotonin receptor modulator of the tryptamine family related to dimethyltryptamine (DMT).^[1]^[2] It is the 7-hydroxy derivative of DMT and is a positional isomer of psilocin (4-HO-DMT), bufotenin (5-HO-DMT), and 6-HO-DMT.^[1]^[2] The drug shows affinity for serotonin receptors in the rat fundus strip.^[1]^[2] However, it had the lowest serotonin receptor affinity of any other assessed compounds in a series of assessed tryptamines.^[1]^[2] In a later study, its affinity (K_i) for the serotonin 5-HT_2A receptor was >10,000 nM.^[3]^[4] 7-Hydroxy-DMT is said to be biologically active in animals but to show low potency.^[1] The drug was first described in the scientific literature by at least 1962.^[5]^[6] It is a Schedule I controlled substance in the United States as a positional isomer of psilocin.^[7]^[8]