{"Aliases":["Harman","HARMANE","1-Methyl-9H-pyrido[3,4-b]indole","Aribine","Locuturine","Loturine","Aribin","Passiflorin","1-Methylnorharman","Locuturin","1-Methyl-β-carboline","9H-Pyrido[3,4-b]indole, 1-methyl-","1-methyl-2-carboline","9H-Pyrido(3,4-b)indole, 1-methyl-","1-Methyl-9H-pyrido(3,4-b)indole","NSC-54439","CHEBI:5623","Dtxsid80197568","Dtxcid40120059","207-642-2","1-Methyl-9H-β-carboline","3-Methyl-4-carboline","Pyridobindole, l-methyl-","Mfcd00004957","methylβ-carboline","NSC 54439","Chembl12014","NSC54439","ST013856","Passiflorin-13C2,15N","Zygofabagine","1-Methyl-9H-pyrid(3,4-b)indole","1-Methyl-9H-pyrid[3,4-b]indole","CCRIS 6419","Sr-01000075915","Einecs 207-642-2","Brn 0143898","Passiflorine","Unii-82d6j0535p","CN9","Harmane, free base","Harmane","methylpyridobindole","2-Methyl-b-carboline","Harmane, 98%","Methyl-Pyridobindole","Spectrum_001126","Tocris-1132","SpecPlus_000609","Prestwick0_000620","Prestwick1_000620","Prestwick2_000620","Prestwick3_000620","Spectrum3_000905","Spectrum4_001003","Lopac-H-7258","Lopac0_000605","Oprea1_152883","BSPBio_000560","KBioGR_001465","KBioSS_001606","5-23-08-00261","Mls001173587","DivK1c_006705","Schembl141723","Schembl195100","Spectrum1500866","SPBio_002779","1-Methyl-9H-I(2)-carboline","BPBio1_000616","orb1304479","orb3141476","Schembl1226266","1-Methyl-9H-β-carboline #","Schembl27891345","Schembl29630272","cid_5281404","KBio1_001649","KBio2_001606","KBio2_004174","KBio2_006742","KBio3_001850","HMS2858P09","HMS3261J12","HMS3267O04","HMS3412K19","HMS3676K19","HMS6018A08","Wln: t b656 en hmj f","Albb-009251","MSK10743","Tox21_500605","Bdbm50013786","EX-A12282","HB1665","SBB003735","STK501254","1-Methyl-9H-Pyrido[3,4-6]indole","Akos002664659","CCG-204694","EBC-428049","FH23738","HY-101392R","LP00605","Sdccgmls-0066938.p001","Sdccgsbi-0050587.p003","Ncgc00015514-01","Ncgc00015514-02","Ncgc00015514-03","Ncgc00015514-04","Ncgc00015514-05","Ncgc00015514-06","Ncgc00015514-07","Ncgc00015514-08","Ncgc00015514-09","Ncgc00015514-10","Ncgc00015514-16","Ncgc00025022-01","Ncgc00025022-02","Ncgc00025022-03","Ncgc00025022-04","Ncgc00025022-05","Ncgc00025022-06","Ncgc00261290-01","AC-15673","AS-42735","Smr000538681","SY380110","1-Methyl-9H-pyrido[3,4-b]indole, 9CI","Cas-21655-84-5","HY-101392","AB00052849","CS-0021283","EU-0100605","NS00014584","C09209","H 7258","H-1150","F367646","Sr-01000075915-1","Sr-01000075915-7","Sr-01000075915-8","Brd-k12630395-001-14-9","Brd-k12630395-003-03-8","InChI=1/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H"],"CAS":"486-84-0","Chemical Classes":"Pyridoindoles","ChemicalClasses":["β-carboline"],"Chirality":"achiral","Classes":["Neurotoxin"],"Esters":[],"European Community (EC) Number":"207-642-2","Formating":[],"HMDB ID":"HMDB0035196","HeavyAtomCount":14,"IUPACName":"1-methyl-9H-pyrido[3,4-b]indole","InChI":"InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3","InChIKey":"PSFDQSOCUJVVGF-UHFFFAOYSA-N","MeSH Headers":[{"Id":"M0046284","Link":"https://id.nlm.nih.gov/mesh/M0046284.html","Name":"harman","Ref":165},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":167},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":184},{"Id":"M0014274","Link":"https://id.nlm.nih.gov/mesh/M0014274.html","Name":"Mutagens","Ref":185},{"Id":"M0014777","Link":"https://id.nlm.nih.gov/mesh/M0014777.html","Name":"Neurotoxins","Ref":186}],"MeSH Pharmacological Classification":[{"Id":"M0014274","Link":"https://id.nlm.nih.gov/mesh/M0014274.html","Name":"Mutagen","Ref":185},{"Id":"M0014777","Link":"https://id.nlm.nih.gov/mesh/M0014777.html","Name":"Neurotoxin","Ref":186}],"Melting Point":"237 - 238 °C","MolecularFormula":"C\u003csub\u003e12\u003c/sub\u003eH\u003csub\u003e10\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"182.22 g/mol","Physical Description":"Solid","PubChemId":5281404,"Records":{"UNII":{"Impurities":[]}},"RefChem":"145268","RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Harmane","Name":"Harmane","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q15411006","Name":"Harmane","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/5281404","Name":"Harmane","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=486-84-0","Name":"Harmane","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0035196","Name":"Harmane","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C09209","Name":"Harmane","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/82D6J0535P","Name":"Harmane","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID80197568","Name":"Harmane","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 5281404, Harman. Accessed April 29, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/5281404\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/5281404\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Harmane. UNII: 82D6J0535P. Global Substance Registration System. Accessed April 29, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/82D6J0535P\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/82D6J0535P\u003c/a\u003e"],"SMILES":"CC1=NC=CC2=C1NC3=CC=CC=C23","SaltData":[{"AcidCount":1,"Amine":"Harmane","AmineCount":1,"Formula":"Cl","Name":"hydrochloride","RName":"hydrochloride","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 101.371 45.062\"\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 0h102v46H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m71.224 44.057-5.006-14.379\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m66.218 29.678 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fill=\"#3050f8\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h79v46H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m71.224 44.057-5.006-14.379\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m66.218 29.678 6.892-8.041M65.29 27.014l5.969-6.963\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m73.11 21.637-3.446 4.02M71.259 20.051l-2.984 3.481\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m74.754 14.527-3.36-10.528\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m71.394 3.999-14.616-2.64M69.517 6.137 57.615 3.988\"/\u003e\u003c/g\u003e\u003cpath d=\"m56.778 1.359-10.86 11.064\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m45.918 12.423 5.684 14.413M48.767 13.001l4.613 11.697\"/\u003e\u003c/g\u003e\u003cpath d=\"m66.218 29.678-14.616-2.842M51.602 26.836l-9.791 6.63M35.619 33.425l-8.784-6.081\" class=\"bond\"/\u003e\u003cg 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