Dosergoside

Dosergoside
Clinical data
Other names	Lyrgosin; AF-1; N-(Dihydrolysergyl)sphingosine; N-((1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecenyl)-6-methylergoline-8β-carboxamide
Drug class	Dopamine agonist
Identifiers
	IUPAC name (6aR,9R,10aR)-N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;
CAS Number	87178-42-5;
PubChem CID	9829049;
ChemSpider	8004786;
UNII	S8674EHG6Y;
CompTox Dashboard (EPA)	DTXSID201024702 ;
Chemical and physical data
Formula	C34H53N3O3
Molar mass	551.816 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)[C@@H]1C[C@H]2[C@@H](CC3=CNC4=CC=CC2=C34)N(C1)C)O;
	InChI InChI=1S/C34H53N3O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-19-32(39)30(24-38)36-34(40)26-20-28-27-17-16-18-29-33(27)25(22-35-29)21-31(28)37(2)23-26/h15-19,22,26,28,30-32,35,38-39H,3-14,20-21,23-24H2,1-2H3,(H,36,40)/b19-15+/t26-,28-,30+,31-,32-/m1/s1; Key:DIPBYRMTSXMCIM-JSXVGJAVSA-N;

Dosergoside (INNTooltip International Nonproprietary Name), also known as lyrgosin or N-(dihydrolysergyl)sphingosine, is a dopamine agonist of the ergoline and lysergamide families which was never marketed.^[1] It is similar in chemical structure to lysergic acid diethylamide (LSD) but is 9,10-dihydrogenated and features a sphingosine moiety in place of LSD's N,N-diethyl amide group.^[1] The drug was first described in the literature by 1981.^[1]

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See also