12-Methoxy-LSD

12-Methoxy-LSD
Clinical data
Other names	12-MeO-LSD; "5-MeO-LSD"; "5-Methoxy-LSD"; 9,10-Didehydro-N,N-diethyl-6-methyl-12-methoxyergoline-8β-carboxamide
Drug class	Serotonin receptor modulator
Identifiers
	IUPAC name (6aR,9R)-N,N-diethyl-1-methoxy-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;
CAS Number	50484-99-6;
PubChem CID	3039341;
ChemSpider	2302827;
CompTox Dashboard (EPA)	DTXSID30198505 ;
Chemical and physical data
Formula	C21H27N3O2
Molar mass	353.466 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN(CC)C(=O)[C@H]1CN([C@@H]2CC3=CNC4=C3C(=C(C=C4)OC)C2=C1)C;
	InChI InChI=1S/C21H27N3O2/c1-5-24(6-2)21(25)14-9-15-17(23(3)12-14)10-13-11-22-16-7-8-18(26-4)20(15)19(13)16/h7-9,11,14,17,22H,5-6,10,12H2,1-4H3/t14-,17-/m1/s1; Key:AYFDTTGGASATFS-RHSMWYFYSA-N;

12-Methoxy-LSD is a drug of the ergoline and lysergamide families and a derivative of lysergic acid diethylamide (LSD). In terms of chemical structure, 12-methoxy-LSD is to LSD as 5-MeO-DMT is to dimethyltryptamine (DMT), with 12-methoxy-LSD notably containing 5-MeO-DMT within its rigidified structure. Both 12-methoxy-LSD and its analogue 12-hydroxy-LSD have been described as non-hallucinogenic in humans. However, in other more recent reports, 12-hydroxy-LSD produced psychedelic-like effects in rodents and was said to have similar activity as LSD in humans.