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. 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. No reports on lespedamine's biological activity are known to have been published. 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.