{"Abbreviation":[],"Adverse Effects":"Neurotoxin - Other CNS neurotoxin","Aliases":["Brucine","357-57-3","10,11-Dimethoxystrychnine","Brucinum","2,3-Dimethoxystrychnine","2,3-Dimethoxystrychnidin-10-one","Bruzin","Brucine alkaloid","Strychnidin-10-one, 2,3-dimethoxy-","10,11-Dimethystrychnine","Brucina","Dtxsid2024662","2,3-Dimethoxy-strychnine","6NG17YCK6H","Strychnine, 2,3-dimethoxy-","Dimethoxy strychnine","NSC-757797","Dtxcid204662","dimethoxystrychnine","(1R,11S,18S,20R,21R,22S)-4,5-dimethoxy-12-oxa-8,17-diazaheptacyclo(15.5.2.0^(1,18).0^(2,7).0^(8,22).0^(11,21).0^(15,20))tetracosa-2(7),3,5,14-tetraen-9-one","(1R,11S,18S,20R,21R,22S)-4,5-dimethoxy-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2(7),3,5,14-tetraen-9-one","(4aR,5aS,8aR,13aS,15aS,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo(3,2,1-ij)oxepino(2,3,4-de)pyrrolo(2,3-h)quinolin-14-one","(4aR,5aS,8aR,13aS,15aS,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo(3,2,1-ij)oxepino(2,3,4-de)pyrrolo(2,3-h)quinoline-14-one","206-614-7","4,5-dimethoxy-12-oxa-8,17-diazaheptacyclo(15.5.2.01,18.02,7.08,22.011,21.015,20)tetracosa-2(7),3,5,14-tetraen-9-one","C23H26N2O4","RCRA waste number P018","Brucine Anhydrous","Brucin","Cas-357-57-3","Smr000112281","Unii-6ng17yck6h","10,11-dimethoxy strychnine","CCRIS 4754","HSDB 307","anhydrous brucine","Bisdesmethylbrucin","Brucine CRS","UN 1570","Ncgc00094861-01","Einecs 206-614-7","UN1570","RCRA waste no. P018","Brucine, anhydrous, 98%","GTPL342","Mls000515808","Mls001424166","orb105214","Schembl113229","CHEBI:3193","Chembl501756","MEGxp0_001865","Schembl29391712","ACon1_001990","Brucine [UN1570] ","HMS2052O03","HMS2268L16","MSK23017","Tox21_111349","Tox21_302174","10,11-Dimethoxystrychnine Anhydrous","Bdbm50401037","Mfcd00149384","NSC833996","Akos015955678","Akos024282466","CCG-101078","EBC-605475","FB19344","NC00328","NSC 757797","NSC-833996","Ncgc00255253-01","Ncgc00263445-01","Ncgc00263445-02","Ncgc00384497-01","2,3-Dimethoxystrychnidin-10-one Anhydrous","B0670","B0946","Polyamide curing agent  pound 651 pound(c)","C09084","Aa-504/21114018","Ae-848/02291057","Q411022","Sr-01000712407","Q-100426","Sr-01000712407-5","Brd-k68077509-001-01-6","Brucine, European Pharmacopoeia (EP) Reference Standard","BrucineBrucinum; 2,3-Dimethoxystrychnine; (-)-Brucine","(1R,11S,18S,20R,21R,22S)-4,5-dimethoxy-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2,4,6,14-tetraen-9-one"],"Boiling Point":"470 °C","CAS":"357-57-3","Chemical Classes":"Biological Agents -\u003e Plant Toxins","ChemicalClasses":[],"Chirality":"achiral","Classes":["Toxin"],"Color/Form":"Needles from acetone + water","Decomposition":"When heated to decomposition it emits toxic fumes of nitroxides.","Density":"greater than 1 at 68 °F (USCG, 1999) g/cm\u003csup\u003e3\u003c/sup\u003e","Ecotoxicity Values":"LC50 Lepomis macrochirus (bluegill sunfish) 36 ppm/96 hr (static bioassay in fresh water @ 23 °C, with mild aeration after 24 hr)","Esters":[],"European Community (EC) Number":"206-614-7","Formating":[],"Health Effects":"Death may result from asphyxia or sheer exhaustion. (L1227)","HeavyAtomCount":29,"IUPACName":"(4aR,5aS,8aR,13aS,15aS,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one","InChI":"InChI=1S/C23H26N2O4/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18-,19-,21-,22-,23+/m0/s1","InChIKey":"RRKTZKIUPZVBMF-IBTVXLQLSA-N","MeSH Pharmacological Classification":"Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund\u0026apos;s adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity.","Melting Point":"352 °","Metabolism/Metabolites":"BRUCINE YIELDS BRUCINE-N-OXIDE IN BACILLUS; YIELDS 2-HYDROXY-3-METHOXYSTRYCHNINE \u0026 3-HYDROXY-2-METHOXYSTRYCHNINE IN RABBITS.","MolecularFormula":"C\u003csub\u003e23\u003c/sub\u003eH\u003csub\u003e26\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003eO\u003csub\u003e4\u003c/sub\u003e","MolecularWeight":"394.5 g/mol","Non-Human Toxicity Values":"LD50 Rabbit oral 4 mg/kg","Odor":"Odorless","Physical Description":"Brucine appears as a white crystalline solid. Combustible but may require some effort to ignite. Toxic by inhalation (vapor, dust, etc.) and ingestion.","PubChemId":442021,"RefChem":"917651","RefCount":2,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Brucine","Name":"Brucine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q411022","Name":"Brucine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/442021","Name":"Brucine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=357-57-3","Name":"Brucine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C09084","Name":"Brucine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/6NG17YCK6H","Name":"Brucine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID2024662","Name":"Brucine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 442021, Brucine. Accessed February 11, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/442021\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/442021\u003c/a\u003e"],"SMILES":"COC1=C(C=C2C(=C1)[C@]34CCN5[C@H]3C[C@@H]6[C@@H]7[C@@H]4N2C(=O)C[C@@H]7OCC=C6C5)OC","SaltData":[],"Salts":[],"Solubility":"Crystals. Sol in water or alcohol. The solns are neutral or slightly acid. /Hydrochloride/","Stability/Shelf Life":"Stable /during transport/.","StereoisomerData":[],"Stereoisomers":[],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 127.184 82.289\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h128v83H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m1.039 32.871 9.898-5.757M17.493 27.089l9.942 5.698\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.435 32.787.051 15.102M29.878 34.187l.042 12.297\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.486 47.889 13.209 7.687\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m40.695 55.576 13.076-7.601M40.696 52.756l10.644-6.188\"/\u003e\u003c/g\u003e\u003cpath d=\"m53.771 47.975.083-15.051\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m53.854 32.924-13.343-7.738M51.408 34.325l-10.896-6.32\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.435 32.787 13.076-7.601\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m68.878 28.285-.221-.664M66.827 29.232l-.38-1.138M64.775 30.18l-.537-1.613M62.724 31.127l-.696-2.087M60.673 32.075l-.854-2.562M58.621 33.022l-1.012-3.036M56.57 33.969l-1.171-3.51M54.518 34.917l-1.328-3.985\"/\u003e\u003c/g\u003e\u003cpath stroke=\"none\" d=\"m68.662 28.286.211-.667-15.323-6.774.107 2.332.099 2.146z\" class=\"bond\"/\u003e\u003cpath d=\"m54.013 23.289-.691-15.04M53.322 8.249l10.764-4.024\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"m76.678 15.077.544-.441-5.829-9.146-1.232.999-1.232.999z\" class=\"bond\"/\u003e\u003cpath d=\"m68.768 27.953 8.182-13.097M76.95 14.856l15.092.176\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"m99.329 28.508.608-.347-5.814-13.455-2.282-.026-2.609-.031z\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"m91.868 41.382.61.344 10.108-13.905-2.953.514-1.302-2.282z\" class=\"bond\"/\u003e\u003cpath d=\"m92.173 41.554-15.247-.774M68.768 27.953l8.158 12.827\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m77.209 40.986-.567-.411\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m75.975 43.184-1.039-.754M74.74 45.381l-1.511-1.096M73.506 47.579l-1.983-1.439M72.272 49.776l-2.456-1.781\"/\u003e\u003c/g\u003e\u003cpath d=\"m53.771 47.975 11.068 3.833M69.848 56.655l4.732 10.082\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m75.979 66.867-6.898 9.819M73.983 65.465l-6.897 9.82\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m69.081 76.686 3.449-4.91M67.086 75.285l3.449-4.91\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m74.58 66.737 15.083 1.403M89.663 68.14l8.833-12.385M92.173 41.554l6.323 14.201\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"m98.59 55.418-.188.674 10.638 4.33.447-1.606.448-1.607z\" class=\"bond\"/\u003e\u003cpath d=\"m116.189 57.574 9.176-6.664M125.365 50.91l.764-15.021\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m126.129 35.889-11.323-10.195M123.635 36.925l-9.579-8.625\"/\u003e\u003c/g\u003e\u003cpath d=\"m99.633 28.335 15.173-2.641M114.806 25.694 97.708 3.279M70.679 3.039l27.029.24M27.486 47.889l-9.92 5.728M11.004 53.613 1.09 47.889\" class=\"bond\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M16.472 25.206q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.245.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.733 0 1.233.315.5.31.756.875.256.566.256 1.328m-3.864 0q0 .923.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.535.387-1.458 0-.929-.387-1.453-.381-.523-1.209-.523-.833 0-1.226.523-.393.524-.393 1.453\" class=\"atom\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M69.279 5.459h-.721l-2.619-4.066h-.03l.03.596q.024.357.024.732v2.738h-.566V.56h.715l2.607 4.054h.03l-.018-.327-.024-.477q-.006-.262-.006-.482V.56h.578zM70.044 55.388h-.72l-2.62-4.066h-.03l.03.595q.024.357.024.733v2.738h-.566v-4.899h.715l2.607 4.054h.03l-.018-.328-.024-.476q-.006-.262-.006-.482v-2.768h.578z\" class=\"atom\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M68.08 79.205q0 .756-.256 1.327-.256.566-.756.881t-1.245.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.733 0 1.233.316.5.31.756.875.256.566.256 1.328m-3.864 0q0 .922.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453M115.355 59.817q0 .757-.256 1.328-.256.566-.756.881-.501.316-1.245.316-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.751.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.233.316.5.309.756.875.256.565.256 1.327m-3.864 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 1.452M16.547 55.506q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.244.315-.756 0-1.262-.315-.506-.316-.756-.887-.245-.572-.245-1.334 0-.75.245-1.309.25-.566.756-.882.506-.315 1.274-.315.732 0 1.232.315.5.31.756.876.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.529 1.221.529.839 0 1.22-.529.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.208-.524-.834 0-1.227.524-.393.523-.393 1.452\" class=\"atom\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m10.937 27.114-4.949 2.878M17.493 27.089l4.971 2.849\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m64.086 4.225-5.382 2.012M64.839 51.808l-5.534-1.916M69.848 56.655l2.366 5.041\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m116.189 57.574 4.588-3.332\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m70.679 3.039 13.515.12\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m17.566 53.617 4.96-2.864M11.004 53.613l-4.957-2.862\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Subjective Effects":null,"Taste":"Very bitter taste","Therapeutic Uses":"INDICATORS AND REAGENT","Title":"Brucine","Toxicity Data":"LD50: 4 mg/kg (Oral, Rat) (T14)\nLD50: 91 mg/kg (Intraperitoneal, Rat) (T14)\nLD50: 60 mg/kg (Subcutaneous, Rat) (T14)","Treatment":"Treatment of brucine poisoning involves an oral application of an activated charcoal infusion to absorb any poison within the digestive tract that has not yet been absorbed into the blood. Anticonvulsants such as phenobarbital or diazepam are administered to control convulsions, along with muscle relaxants such as dantrolene to combat muscle rigidity. (L1228)","UNII":"6NG17YCK6H","Wikidata":"Q411022","Wikipedia":"Brucine","XLogP":1}