Lespedamine

Lespedamine
Clinical data
Other names	1-Methoxy-DMT; 1-MeO-DMT; 1-Methoxydimethyltryptamine; 1-Methoxy-N,N-dimethyltryptamine
Identifiers
	IUPAC name 2-(1-methoxy-1H-indol-3-yl)-N,N-dimethylethan-1-amine;
CAS Number	4335-93-7;
PubChem CID	11138594;
ChemSpider	9313707;
UNII	6W73QAN9CK;
CompTox Dashboard (EPA)	DTXSID601031963 ;
Chemical and physical data
Formula	C13H18N2O
Molar mass	218.300 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(C)CCC1=CN(C2=CC=CC=C21)OC;
	InChI InChI=1S/C13H18N2O/c1-14(2)9-8-11-10-15(16-3)13-7-5-4-6-12(11)13/h4-7,10H,8-9H2,1-3H3; Key:DXTZTYQDNUHCAB-UHFFFAOYSA-N;

Lespedamine, also known as 1-methoxy-N,N-dimethyltryptamine (1-methoxy-DMT or 1-MeO-DMT), is an indole alkaloid and substituted tryptamine present in the plant Lespedeza bicolor.^[1]^[2] The alkaloid bears a close structural resemblance to the psychedelic alkaloid dimethyltryptamine (DMT) and it was speculated by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved) that it might be psychoactive.^[3] No reports on lespedamine's biological activity are known to have been published.^[3] Lespedamine is not an explicitly controlled substance in the United States, but may be considered a Schedule I controlled substance in this country as it is a positional isomer of 5-MeO-DMT.^[4]^[5]