{"Abbreviation":["HupA"],"Aliases":["huperzine A","huperazine A","Huperzine-A","Hup A","Kimpukan A","Dtxsid8046038","Dtxcid6026038","Chebi:78330","5,9-Methanocycloocta[b]pyridin-2(1H)-one, 5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-, (5R,9R,11E)-","(5R,9r,11e)-5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta(b)pyridin-2(1h)-one","(5r,9r,11e)-5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta[b]pyridin-2(1h)-one","5,9-Methanocycloocta(b)pyridin-2(1H)-one, 5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-, (5R,9R,11E)-","(1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo(7.3.1.02,7)trideca-2(7),3,10-trien-5-one","600-320-6","Selagine","Huperzin A","(5R,9R,E)-5-Amino-11-ethylidene-7-methyl-5,6,9,10-tetrahydro-5,9-methanocycloocta[b]pyridin-2(1H)-one","Chembl395280","Huperizine A","(5R,9R,11E)-5-amino-11-ethylidene-7-methyl-5,6,9,10-tetrahydro-5,9-methanocycloocta[b]pyridin-2(1H)-one","HupA","1369-64-8","Cas-102518-79-6","120786-18-7","Cerebra","Hyperazzine A","Mfcd01714949","1vot","Ncgc00159362-02","HUP","Huperaine a","Huperzine a","Schembl136368","Spectrum1505255","Chebi:94624","GTPL13727","Tox21_111603","Bdbm50199522","CCG-40292","EBC-26288","Unii-0111871i23","Akos016842839","Tox21_111603_1","HA","DB04864","EBC-611075","Sdccgmls-0066755.p001","Ncgc00263655-01","AS-15723","H1700","NS00023157","A11941","En300-33171546","F429756","Brd-k62240499-001-02-6","Brd-k97618845-001-03-1","1-Amino-13-ethylidene-11-methyl-6-aza-tricyclo[7.3.1.0*2,7*]trideca-2(7),3,10-trien-5-one(Huperzine A)","(-)1-Amino-13-ethylidene-11-methyl-6-aza-tricyclo[7.3.1.0*2,7*]trideca-2(7),3,10-trien-5-one( (-)-Huperzine A)","(1R,9R)-1-Amino-13-eth-(E)-ylidene-11-methyl-6-aza-tricyclo[7.3.1.0*2,7*]trideca-2(7),3,10-trien-5-one","(1R,9R)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0,2,7]trideca-2(7),3,10-trien-5-one","(1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0,2,7]trideca-2(7),3,10-trien-5-one","(huperazine A)(-)-1-Amino-13-ethylidene-11-methyl-6-aza-tricyclo[7.3.1.0*2,7*]trideca-2(7),3,10-trien-5-one","1-Amino-13-eth-(E)-ylidene-11-methyl-6-aza-tricyclo[7.3.1.0*2,7*]trideca-2(7),3,10-trien-5-one","1-Amino-13-ethylidene-11-methyl-6-aza-tricyclo[7.3.1.0*2,7*]trideca-2(7),3,10-trien-5-one","1-Amino-13-eth-(Z)-ylidene-11-methyl-6-aza-tricyclo[7.3.1.0*2,7*]trideca-2(7),3,10-trien-5-one","1-Amino-13-ethylidene-11-methyl-6-aza-tricyclo[7.3.1.0*2,7*]trideca-2(7),3,10-trien-5-one((+/-)-Huperzine A)","1-Amino-13-ethylidene-11-methyl-6-aza-tricyclo[7.3.1.0*2,7*]trideca-2(7),3,10-trien-5-one((-)-Huperzine A)","1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0~2,7~]trideca-2(7),3,10-trien-5-one","5,9-Methanocycloocta(b)pyridin-2(1H)-one, 5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-, (5R-(5-α,9-β,11E))-"],"CAS":"102518-79-6","ChemicalClasses":[],"Chirality":"absolute","Drug Indication":"Investigated for use/treatment in alzheimer's disease.","EliminationHalfLife":"10 – 14 hours\u003ca href='#cite_note-3'\u003e\u003csup\u003e[3]\u003c/sup\u003e\u003c/a\u003e","Erowid Experience Reports":[],"Esters":[],"European Community (EC) Number":"600-320-6","Formating":[],"HeavyAtomCount":18,"IUPACName":"(1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one","InChI":"InChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+/t10-,15+/m0/s1","InChIKey":"ZRJBHWIHUMBLCN-YQEJDHNASA-N","MeSH Headers":[{"Id":"M0143991","Link":"https://id.nlm.nih.gov/mesh/M0143991.html","Name":"huperzine A","Ref":68},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":70},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":87},{"Id":"M0004295","Link":"https://id.nlm.nih.gov/mesh/M0004295.html","Name":"Cholinesterase Inhibitors","Ref":88},{"Id":"M0028008","Link":"https://id.nlm.nih.gov/mesh/M0028008.html","Name":"Neuroprotective Agents","Ref":89}],"MeSH Pharmacological Classification":[{"Id":"M0004295","Link":"https://id.nlm.nih.gov/mesh/M0004295.html","Name":"Cholinesterase Inhibitor","Ref":88},{"Id":"M0028008","Link":"https://id.nlm.nih.gov/mesh/M0028008.html","Name":"Neuroprotective Agent","Ref":89}],"Mechanism of Action":"Huperzine A has been found to be an inhibitor of the enzyme acetylcholinesterase. This is the same mechanism of action of pharmaceutical drugs such as [galantamine] and [donepezil] used to treat Alzheimer's disease.","Melting Point":"217-219 °C","MolecularFormula":"C\u003csub\u003e15\u003c/sub\u003eH\u003csub\u003e18\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003eO","MolecularWeight":"242.32 g/mol","Opticalactivity":"UNSPECIFIED","Pharmacodynamics":"Huperzine A is an alkaloid derived from \u003ci\u003eHuperzia serrata\u003c/i\u003e (which is available as an herbal product in the US). It is under investigation as an acetylcholinesterase inhibitor. Clinical trials in China have shown that huperzine A is comparably effective to the drugs currently on the market, and may even be somewhat safer in terms of side effects.","PubChemId":854026,"Records":{"UNII":{"Impurities":[]}},"RefChem":"788584","RefCount":4,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Huperzine_A","Name":"Huperzine A","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q425198","Name":"Huperzine A","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/DB04864","Name":"Huperzine A","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/854026","Name":"Huperzine A","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=102518-79-6","Name":"Huperzine A","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/0111871I23","Name":"Huperzine A","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID8046038","Name":"Huperzine A","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 854026, Huperzine A. Accessed May 11, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/854026\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/854026\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Huperzine A. UNII: 0111871I23. Global Substance Registration System. Accessed May 11, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/0111871I23\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/0111871I23\u003c/a\u003e","Li YX, Zhang RQ, Li CR, Jiang XH. Pharmacokinetics of huperzine A following oral administration to human volunteers. European Journal of Drug Metabolism and Pharmacokinetics. 2007; 32(4):183–187."],"SMILES":"C/C=C/1\\[C@@H]2CC3=C([C@]1(CC(=C2)C)N)C=CC(=O)N3","SaltData":[{"AcidCount":1,"Amine":"Huperzine A","AmineCount":1,"Formula":"O","Name":"monohydrate","RName":"monohydrate","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 125.556 59.418\"\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 0h126v60H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m1.038 51.362 7.62-13.199\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M8.658 38.163h20.117M10.066 40.602h17.188\"/\u003e\u003c/g\u003e\u003cpath d=\"m28.775 38.163 9.754 19.914\" 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