2-Oxo-LSD

2-Oxo-LSD
Clinical data
Other names2-Oxy-LSD; O-LSD; 2-Keto-LSD; 2-Oxo-2,3-dihydro-LSD; N,N-Diethyl-6-methyl-2-oxo-9,10-didehydro-2,3-dihydroergoline-8β-carboxamide
ATC code
  • None
Identifiers
IUPAC name
  • (6aR,9R)-N,N-diethyl-7-methyl-5-oxo-4,5a,6,6a,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide
PubChem CID
Chemical and physical data
FormulaC20H25N3O2
Molar mass339.439 g·mol−1
3D model (JSmol)
SMILES
  • CCN(CC)C(=O)[C@H]1CN([C@@H]2CC3C4=C(C2=C1)C=CC=C4NC3=O)C
InChI
  • InChI=1S/C20H25N3O2/c1-4-23(5-2)20(25)12-9-14-13-7-6-8-16-18(13)15(19(24)21-16)10-17(14)22(3)11-12/h6-9,12,15,17H,4-5,10-11H2,1-3H3,(H,21,24)/t12-,15?,17-/m1/s1
  • Key:LEPCXKMUXAQZKG-XURPUJGUSA-N

2-Oxo-LSD, also known as 2-oxy-LSD or 2-keto-LSD, or more fully as 2-oxo-2,3-dihydro-LSD, is a lysergamide and metabolite of the psychedelic drug lysergic acid diethylamide (LSD). It is a metabolite of LSD in both humans and various animal species, although there are important differences in LSD metabolism and relative proportions of metabolites between species.