{"Abbreviation":["DAM","DAM-57"],"Aliases":["Lysergic acid dimethylamide","(8β)-9,10-Didehydro-N,N,6-trimethylergoline-8-carboxamide","RefChem:1050739","N,N-Dimethyllysergamide","Dimethyllysergamide","lysergic acid dimethylamide","Ergoline-8-β-carboxamide, 9,10-didehydro-N,N,6-trimethyl-","Lysergamide, N,N-dimethyl-","DAM-57","(6aR,9R)-N,N,7-trimethyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-carboxamide","Ergotamine Impurity 5","9,10-Didehydro-N,N,6-trimethylergoline-8-β-carboxamide","Ergoline-8-carboxamide, 9,10-didehydro-N,N,6-trimethyl-, (8β)-,","Ergoline-8β-carboxamide, 9,10-didehydro-N,N,6-trimethyl-"],"CAS":"4238-84-0","ChemicalClasses":["lysergamide"],"Chirality":"absolute","Classes":["Psychedelic"],"Esters":[],"Formating":[],"HeavyAtomCount":22,"IUPACName":"(6aR,9R)-N,N,7-trimethyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide","InChI":"InChI=1S/C18H21N3O/c1-20(2)18(22)12-7-14-13-5-4-6-15-17(13)11(9-19-15)8-16(14)21(3)10-12/h4-7,9,12,16,19H,8,10H2,1-3H3/t12-,16-/m1/s1","InChIKey":"FWHSERNVTGTIJE-MLGOLLRUSA-N","LD50":[{"dosages":[{"amount":"400 μg/kg","route":"intravenous"}],"organism":"Rabbit"}],"MolecularFormula":"C\u003csub\u003e18\u003c/sub\u003eH\u003csub\u003e21\u003c/sub\u003eN\u003csub\u003e3\u003c/sub\u003eO","MolecularWeight":"295.4 g/mol","Opticalactivity":"UNSPECIFIED","PubChemId":199478,"RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Dimethyllysergamide","Name":"Lysergic acid dimethylamide","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q5204249","Name":"Lysergic acid dimethylamide","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/199478","Name":"Lysergic acid dimethylamide","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=4238-84-0","Name":"Lysergic acid dimethylamide","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/LX5MKR2EXX","Name":"Lysergic acid dimethylamide","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID30962445","Name":"Lysergic acid dimethylamide","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 199478, Lysergic acid dimethylamide. Accessed October 13, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/199478\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/199478\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Lysergic acid dimethylamide. UNII: LX5MKR2EXX. Global Substance Registration System. Accessed October 13, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/LX5MKR2EXX\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/LX5MKR2EXX\u003c/a\u003e"],"SMILES":"CN1C[C@@H](C=C2[C@H]1CC3=CNC4=CC=CC2=C34)C(=O)N(C)C","SaltData":[],"Salts":[],"Scheduling":[{"act":"Controlled Substances Act (CSA)","gov":"United States","ref":[],"schedule":"Schedule I"}],"StereoisomerData":[],"Stereoisomers":[],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 81.304 110.273\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#3050f8\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h82v111H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m80.266 69.481-10.049-5.795M67.062 58.018l-.005-11.389M67.057 46.629l-13.2-7.615M53.857 39.014l-13.195 7.622\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M40.662 46.636v15.24M43.1 48.043l.001 12.425\"/\u003e\u003c/g\u003e\u003cpath d=\"m40.662 61.876 13.208 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m53.695 69.193.35.606\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m55.748 67.669.642 1.111M57.801 66.145l.934 1.616M59.853 64.621l1.227 2.121M61.906 63.097l1.519 2.627\"/\u003e\u003c/g\u003e\u003cpath d=\"M53.87 69.496v15.24M53.87 84.736 38.773 94.941\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m32.57 108.86 6.203-13.919M31.063 106.249l4.762-10.683\"/\u003e\u003c/g\u003e\u003cpath d=\"m32.57 108.86-11.822-1.246M16.603 103.444l-2.357-11.088\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 84.736 13.208 7.62M3.477 83.328l10.769 6.213\"/\u003e\u003c/g\u003e\u003cpath d=\"M1.038 84.736v-15.24\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.246 61.876-13.208 7.62M14.246 64.691 3.477 70.904\"/\u003e\u003c/g\u003e\u003cpath d=\"m14.246 61.876 13.208 7.62M40.662 61.876l-13.208 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M27.454 84.736v-15.24M25.016 83.328V70.904\"/\u003e\u003c/g\u003e\u003cpath d=\"M38.773 94.941 27.454 84.736M14.246 92.356l13.208-7.62\" class=\"bond\"/\u003e\u003cpath fill=\"#000\" stroke=\"none\" d=\"M53.507 39.014h.7l1.895-16.54-2.249 1.3-2.249-1.298z\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m53.853 23.774-9.924-5.726M53.853 20.958l-8.705-5.022\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m43.929 18.048 4.962 2.863M45.148 15.936l4.353 2.511\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m53.853 23.774 10.043-5.802M67.048 12.3 67.045.91M70.203 17.97l10.047 5.797\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M69.004 64.317h-.72l-2.62-4.066h-.029l.029.596q.024.357.024.732v2.738h-.565v-4.899h.714l2.607 4.054h.03l-.018-.327q-.012-.221-.023-.477-.006-.262-.006-.482v-2.768h.577z\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M19.356 109.713h-.721l-2.619-4.066h-.03l.03.595q.024.357.024.732v2.739h-.566v-4.9h.715l2.607 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483v-2.768h.578zM14.912 109.713h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M43.521 15.098q0 .756-.255 1.328-.256.565-.757.881-.5.315-1.244.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.309.25-.566.756-.881t1.274-.316q.732 0 1.232.316.501.309.757.875.255.565.255 1.327m-3.863 0q0 .923.387 1.459.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.459 0-.928-.387-1.452-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.452\" class=\"atom\"/\u003e\u003cpath stroke=\"none\" d=\"M68.99 18.6h-.72l-2.62-4.066h-.029l.029.595q.024.357.024.732V18.6h-.565v-4.9h.714l2.608 4.055h.029l-.018-.328-.023-.476q-.006-.262-.006-.482V13.7h.577z\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m70.217 63.686 5.025 2.898M67.062 58.018l-.003-5.695M20.748 107.614l5.911.623M20.748 107.614l5.911.623M16.603 103.444 15.425 97.9M16.603 103.444 15.425 97.9M63.896 17.972l-5.022 2.901M67.048 12.3l-.001-5.695M70.203 17.97l5.024 2.898\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Subjective Effects":null,"TDLo":[{"dosages":[{"amount":"10 μg/kg","route":"oral"}],"organism":"Human"}],"Title":"Lysergic acid dimethylamide","UNII":"LX5MKR2EXX","Wikidata":"Q5204249","Wikipedia":"Dimethyllysergamide","XLogP":2.2}