Lysergic acid hydroxyethylamide

LSH
Clinical data
Other names	LAH; LSH; Lysergic acid N-(α-hydroxyethyl)amide; Lysergic acid α-hydroxyethylamide; Lysergic acid methyl carbinolamide; N-(1-Hydroxyethyl)lysergamide; N(HOE)-LA; 9,10-Didehydro-N-(1-hydroxyethyl)-6-methylergoline-8-carboxamide
ATC code	None;
Legal status
Legal status	Illegal in France;
Identifiers
	IUPAC name (6aR,9R)-N-(1-hydroxyethyl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;
CAS Number	3343-15-5 ;
PubChem CID	134553;
ChemSpider	27470958 ;
CompTox Dashboard (EPA)	DTXSID10955057 ;
ECHA InfoCard	100.020.079
Chemical and physical data
Formula	C18H21N3O2
Molar mass	311.385 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@@H](NC(=O)[C@H]1CN([C@@H]2Cc3c[nH]c4c3c(ccc4)C2=C1)C)O;
	InChI InChI=1S/C18H21N3O2/c1-10(22)20-18(23)12-6-14-13-4-3-5-15-17(13)11(8-19-15)7-16(14)21(2)9-12/h3-6,8,10,12,16,19,22H,7,9H2,1-2H3,(H,20,23)/t10-,12+,16+/m0/s1 ; Key:WYTJZJPVCDWOOI-KANYHAFZSA-N ;
	(verify)

Lysergic acid hydroxyethylamide (LSH or LAH), also known as lysergic acid N-(α-hydroxyethyl)amide or as lysergic acid methyl carbinolamide, is a lysergamide alkaloid related to the psychedelic drug lysergic acid diethylamide (LSD). It is found in ergot species such as Claviceps paspali and Claviceps purpurea and in the seeds of morning glory species which contain the Symbiotic fungi species Periglandula ipomoeae.