{"Abbreviation":"","Aliases":["Harman","1-Methyl-9H-pyrido[3,4-b]indole","Aribine","Locuturine","Loturine","Aribin","Passiflorin","1-Methylnorharman","Locuturin","3-Methyl-4-carboline"],"CAS":"486-84-0","ChEBI":"CHEBI:5623","ChEMBL":"CHEMBL12014","ChemicalClasses":["β-carboline"],"Chirality":"achiral","Classes":["Neurotoxin"],"Dosing Info":[],"DrugClasses":[],"EINECS":"207-642-2","European Community (EC) Number":"207-642-2","FullSalts":["Harmane hydrochloride"],"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 Pharmacological Classification":"Toxic substances from microorganisms, plants or animals that interfere with the functions of the nervous system. Most venoms contain neurotoxic substances. Myotoxins are included in this concept. (See all compounds classified as Neurotoxins.)","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","PrevSalts":["hydrochloride"],"PubChemId":5281404,"Record Description":["Harman is an indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A. It has a role as an anti-HIV agent, a plant metabolite and an EC 1.4.3.4 (monoamine oxidase) inhibitor. It is an indole alkaloid, an indole alkaloid fundamental parent and a harmala alkaloid.","Harman has been reported in Polygala tenuifolia, Streptomyces nigra, and other organisms with data available.","Harman is an indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A. It has a role as an anti-HIV agent, a plant metabolite and an EC 1.4.3.4 (monoamine oxidase) inhibitor. It is an indole alkaloid, an indole alkaloid fundamental parent and a harmala alkaloid."],"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":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL12014","Name":"Harmane","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:5623","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}]}],"SMILES":"CC1=NC=CC2=C1NC3=CC=CC=C23","Salts":["hydrochloride"],"SaltsAcidCount":[1],"SaltsAmineCount":[1],"SaltsUNII":["TC01Z184R9"],"StoreUNII":["82D6J0535P"],"StructureBase64":"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