{"Abbreviation":["DOPA","L-DOPA"],"Aliases":["Dopa","DOPA","2-Amino-3-(3,4-dihydroxyphenyl)propanoic acid","dihydroxyphenylalanine","Dioxyphenylalanine","3-Hydroxy-DL-tyrosine","3,4-Dopa","β-(3,4-Dihydroxyphenyl)alanine","3-(3,4-Dihydroxyphenyl)alanine","NSC-16940","DOPA, DL-","Alanine, 3-(3,4-dihydroxyphenyl)-, dl-","Chebi:49168","3 Hydroxy DL tyrosine","β Hydroxytyrosine","3,4 Dihydroxyphenylalanine","Dtxcid00549","2-azaniumyl-3-(3,4-dihydroxyphenyl)propanoate","Dihydroxyphenylalanine,(+-)-3-(3,4-Dihydroxyphenyl)alanine,DL-3,4-Dopa,(+-)-Dopa","200-566-0","3,4-Dihydroxy-DL-phenylalanine","3-(3,4-Dihydroxyphenyl)-DL-alanine","3-Hydroxytyrosine","Dihydroxyphenylalanine","Tyrosine, 3-hydroxy-","(R,S)-Dopa","3',4'-Dihydroxyphenylalanine","Mfcd00063060","3-(3,4-Dihydroxyphenyl)-D-alanine","Wln: qvyz1r cq dq","Einecs 200-566-0","NSC 16940","AI3-23874","2-amino-3-(3,4-dihydroxy-phenyl)-propionic acid","Dopa dl-form","Schembl24360","α-amino-Hydrocaffeic acid","(.+-.)-Dopa","3,4-Dihydroxyphenylalanine #","4,5-Dihydroxyphenylalanine","BDBM4377","Chembl351042","orb1308378","Schembl1815342","Schembl9827020","DOPA; DL-Dioxyphenylalanine","Alanine,4-dihydroxyphenyl)-, D-","3(3,4-Dihydroxyphenyl)dl-alanine","Alanine,4-dihydroxyphenyl)-, DL-","NSC16940","b-(3,4-Dihydroxyphenyl)-a-alanine","b-(3,4-Dihydroxyphenyl)alanine","BBL010087","EBC-03459","NSC118368","STK801445","(.+-.)-3,4-Dihydroxyphenylalanine","Akos001132704","Akos016843592","FD58239","GS-6861","PB43103","a-amino-3,4-dihydroxy-Benzenepropanoate","Ncgc00015384-02","Ncgc00015384-03","Ncgc00095195-01","Ncgc00095195-02","(+/-) 3-(3,4-Dihydroxyphenyl)alanine","AS-81574","BP-12841","SY048217","(.+-.)-3-(3,4-Dihydroxyphenyl)alanine","Alanine, 3-(3,4-dihydroxy-phenyl)-","2-Amino-3-(3,4-dihydroxyphenyl)propanoate","α-amino-3,4-dihydroxy-Benzenepropanoate","DB-053498","HY-113404","a-amino-3,4-dihydroxy-Benzenepropanoic acid","CS-0059346","D0599","D9503","β-(3,4-Dihydroxyphenyl)-α-alanine","NS00006424","S6083","β-(3,4-Dihydroxyphenyl)-DL-α-alanine","En300-52489","α-amino-3,4-dihydroxy-Benzenepropanoic acid","H11952","T15138","Ah-034/32470039","F237119","L001274","Q27121510","Dd916368-6635-446f-af55-7b416fd65026","IM3"],"CAS":"63-84-3","Chemical Classes":"Biological Agents -\u003e Amino Acids and Derivatives","ChemicalClasses":["amino acid"],"Chirality":"racemic","ChiralityAminoAcid":true,"DTXSID":"8020549","Druglikeness":{"Lipinski":{"Passes":true,"Violations":0}},"Erowid Experience Reports":[],"Esters":[],"European Community (EC) Number":"200-566-0","Formating":[],"HMDB ID":"HMDB0000609","Health Effects":"Chronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease.","HeavyAtomCount":14,"IUPACName":"2-amino-3-(3,4-dihydroxyphenyl)propanoic acid","InChI":"InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)","InChIKey":"WTDRDQBEARUVNC-UHFFFAOYSA-N","MeSH Headers":[{"Id":"M0006754","Link":"https://id.nlm.nih.gov/mesh/M0006754.html","Name":"Dihydroxyphenylalanine","Ref":73},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":75},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":91},{"Id":"M0023499","Link":"https://id.nlm.nih.gov/mesh/M0023499.html","Name":"Dopamine Agents","Ref":92}],"MeSH Pharmacological Classification":[{"Id":"M0023499","Link":"https://id.nlm.nih.gov/mesh/M0023499.html","Name":"Dopamine Agent","Ref":92}],"Melting Point":"270 °C","Metabolism/Metabolites":"95% of an administered oral dose of levodopa is pre-systemically decarboxylated to dopamine by the L-aromatic amino acid decarboxylase (AAAD) enzyme in the stomach, lumen of the intestine, kidney, and liver. Levodopa also may be methoxylated by the hepatic catechol-O-methyltransferase (COMT) enzyme system to 3-O-methyldopa (3-OMD), which cannot be converted to central dopamine.\nHalf Life: 50 to 90 minutes","MolecularFormula":"C\u003csub\u003e9\u003c/sub\u003eH\u003csub\u003e11\u003c/sub\u003eNO\u003csub\u003e4\u003c/sub\u003e","MolecularWeight":"197.19 g/mol","Opticalactivity":"( + / - )","Passes":true,"Physical Description":"Solid; [Merck Index] White solid; [Sigma-Aldrich MSDS]","PubChemId":836,"PubChemTitle":"DL-Dopa","Records":{"UNII":{"Impurities":[]}},"RefChem":"589939","RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Dihydroxyphenylalanine","Name":"3,4-Dihydroxyphenylalanine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/836","Name":"3,4-Dihydroxyphenylalanine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=63-84-3","Name":"3,4-Dihydroxyphenylalanine","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0000609","Name":"3,4-Dihydroxyphenylalanine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/QI9C343R60","Name":"3,4-Dihydroxyphenylalanine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID8020549","Name":"3,4-Dihydroxyphenylalanine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 836, 3,4-Dihydroxyphenylalanine. Accessed June 13, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/836\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/836\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 3,4-Dihydroxyphenylalanine. UNII: QI9C343R60. Global Substance Registration System. Accessed June 13, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/QI9C343R60\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/QI9C343R60\u003c/a\u003e"],"SMILES":"C1=CC(=C(C=C1CC(C(=O)O)N)O)O","SaltData":[],"Salts":[],"Solubility":"3.6 mg/mL","StereoisomerData":[{"ChemicalClasses":["amino acid"],"ChiralityAminoAcid":true,"SMILES":"N[C@H](CC1=CC(O)=C(O)C=C1)C(=O)O","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 106.896 67.274\"\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=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".8\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h107v68H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M73.645 26.013h-.8M73.979 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1.678.708.631.703.631 1.888 0 1.178-.631 1.887-.625.702-1.678.702-1.054 0-1.685-.702-.631-.703-.631-1.887t.631-1.888Q85.393.56 86.447.56\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M99.645 23.968q-.738 0-1.173.553-.429.548-.429 1.495 0 .946.429 1.494.435.547 1.173.547t1.167-.547q.428-.548.428-1.494 0-.947-.428-1.495-.429-.553-1.167-.553m0-.548q1.054 0 1.679.708.631.703.631 1.888 0 1.178-.631 1.887-.625.702-1.679.702t-1.685-.702q-.631-.703-.631-1.887t.631-1.888q.631-.708 1.685-.708M102.526 23.509h.679v2.048h2.458v-2.048h.673v5.001h-.673v-2.381h-2.458v2.381h-.679z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m33.654 59.928.001-5.524M33.654 59.928l.001-5.524M10.863 46.789l4.795-2.768M96.034 23.93l-4.795-2.768M96.034 23.93l-4.795-2.768\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(R)-3,4-Dihydroxyphenylalanine"},{"ChemicalClasses":["amino 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d=\"M7.257 46.828q-.738 0-1.173.553-.428.548-.428 1.495 0 .946.428 1.494.435.547 1.173.547t1.167-.547q.429-.548.429-1.494 0-.947-.429-1.495-.429-.553-1.167-.553m0-.548q1.054 0 1.679.708.631.703.631 1.888 0 1.178-.631 1.887-.625.702-1.679.702-1.053 0-1.684-.702-.632-.703-.632-1.887t.632-1.888q.631-.708 1.684-.708M.56 46.369h.679v2.048h2.458v-2.048h.673v5.001h-.673v-2.381H1.239v2.381H.56z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m96.034 23.93-4.795-2.768M96.034 23.93l-4.795-2.768\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"M73.245 37.152v-5.569M73.245 37.152v-5.569\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m33.654 59.928.001-5.524M33.654 59.928l.001-5.524M10.863 46.789l4.795-2.768\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"3,4-Dihydroxyphenylalanine","Toxicity Data":"LD50: 2363 mg/kg (Oral, Mouse) (A308)\nLD50: 609 mg/kg (Oral, Rabbit) (A308)\nLD50: 1780 mg/kg (Oral, Rat) (A308)","Treatment":"Hospitalization is advised, and general supportive measures should be employed, along with immediate gastric lavage and repeated doses of charcoal over time. This may hasten the elimination of entacapone in particular, by decreasing its absorption/reabsorption from the GI tract.  Intravenous fluids should be administered judiciously and an adequate airway maintained. The adequacy of the respiratory, circulatory and renal systems should be carefully monitored and appropriate supportive measures employed. Electrocardiographic monitoring should be instituted and the patient carefully observed for the development of arrhythmias; if required, appropriate antiarrhythmic therapy should be given. The possibility that the patient may have taken other drugs, increasing the risk of drug interactions (especially catechol-structured drugs) should be taken into consideration. Hemodialysis or hemoperfusion is unlikely to reduce entacapone levels due to its high binding to plasma proteins. (L1712)","UNII":"QI9C343R60","Violations":0,"Wikipedia":"Dihydroxyphenylalanine","XLogP":-2.7}