{"ATC Code":["J01CA04","J - Antiinfectives for systemic use","J01 - Antibacterials for systemic use","J01C - Beta-lactam antibacterials, penicillins","J01CA - Penicillins with extended spectrum","J01CA04 - Amoxicillin","QG - Genito urinary system and sex hormones","QG51 - Antiinfectives and antiseptics for intrauterine use","QG51A - Antiinfectives and antiseptics for intrauterine use","QG51AA - Antibacterials","QG51AA03 - Amoxicillin","QJ - Antiinfectives for systemic use","QJ01 - Antibacterials for systemic use","QJ01C - Beta-lactam antibacterials, penicillins","QJ01CA - Penicillins with extended spectrum","QJ01CA04 - Amoxicillin","J01CA04"],"Absorption, Distribution and Excretion":"Amoxicillin is approximately 60% bioavailable. A 250mg dose of oral amoxicillin reaches a Cmax 3.93±1.13mg/L with a Tmax 1.31±0.33h and an AUC of 27.29±4.72mg\\*h/L. A 875mg dose of oral amoxicillin reaches a Cmax 11.21±3.42mg/L with a Tmax 1.52±0.40h and an AUC of 55.04±12.68mg\\*h/L.","Adverse Effects":"Asthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents.","Aliases":["Amoxicillin","Amoxycillin","Amoxicillin anhydrous","Amoxicilline","Amopenixin","p-Hydroxyampicillin","Amoxil","Amoxicilina","Amolin","Moxal","Trimox","Amoxicillinum","Amoxiden","Amoxivet","Anemolin","Bristamox","Delacillin","Flemoxin","Hiconcil","Histocillin","Imacillin","Unicillin","Vetramox","Amoclen","Aspenil","Cemoxin","Efpenix","Piramox","Amoxi","Sumox","Robamox","Amoxi-Mast","Sawamox PM","Metafarma capsules","Metifarma capsules","Moxatag","Ospamox","Ibiamox","Moxacin","Utimox","Wymox","DisperMox","Amoxicaps","α-Amino-p-hydroxybenzylpenicillin","Amoxicillin pediatric","BRL-2333","Topramoxin","Amoxyke","Atoksilin","Demoksil","Largopen","Moksilin","Promoxil","Remoxil","Damoxy","6-(p-Hydroxy-α-aminophenylacetamido)penicillanic acid","Amoxi-Inject","Amoxi-Tabs","2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acid","NSC-277174","6-(D-(-)-p-Hydroxy-α-aminobenzyl)penicillin","AMOX","CHEBI:2676","Dtxsid3037044","Amoxicillinum trihydricum","6-(D-(-)-α-Amino-p-hydroxyphenylacetamido)penicillanic acid","BRL 2333","6-(2-Amino-2-(P-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo-(3.2.0)heptane-2-carboxylic acid","Dtxcid1017044","Galenamox","NSC277174","(2S,5R,6R)-6-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid","(2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid","Amoxycillin sodium","Biomox","4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2R)-amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, (2S,5R,6R)-","4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-amino-2-(p-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-, D-","4-Thia-1-azobicyclo(3.2.0)heptane-2-carboxylic acid, 6-((amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2α,5α,6β(S)))-","Talicia component amoxicillin","Augmentin component amoxicillin","amoxicillina","Amoxicillan","Amoxymed","Dedoxil","Respillin","Vetremox","Amoram","Amrit","Amoxil fiztab","Flemoxin solutab","Amoxil sf","Amoxi-Drop","Clamoxyl parenteral","Clamoxyl G.A.","(2S,5R,6R)-6-(((2R)-2-amino-2-(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid","(2S,5R,6R)-6-((2R)-2-amino-2-(4-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid","Amoxident 250","Amoxident 500","Zoxycil 250","Zoxycil 500","Amoxicillin 500 mg","Amoxicillin Oral Susp","Amix 125","Amix 250","Amix 500","Amoxicillin monosodium salt","amoxicillin tablet, film coated","BRL2333","J01CA04","amoxicillin powder, for suspension","Lansoprazole, Amoxicillin, Clarithromycin","(2S,5R,6R)-6-(((2R)-2-azaniumyl-2-(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate","(2S,5r,6r)-6-((r)-(-)-2-amino-2-(p-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid","248-003-8","4-Thia-1-Azabicyclo(3.2.0)Heptane-2-Carboxylic Acid, 6-((Amino(4-Hydroxyphenyl)Acetyl)Amino)-3,3-Dimethyl-7-Oxo-(2S-(2α,5α,6β(S*)))-","804826J2HU","AMPC","Larotid","Amoxycillin Trihydrate","Amoxicillin crystalline","Mfcd00056860","Amopen","Apo-Amoxi","(2S,5R,6R)-6-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid","BLP 1410","AX","Smr000058707","Ro 10-8756","HSDB 3204","Einecs 248-003-8","BL-P 1410","NSC 277174","amoxycilin","Unii-9em05410q9","notoginsenoside-fe","amoxicillanyl group","Ncgc00016797-02","Ncgc00094586-01","(2S,5R,6R)-6-[(R)-2-Amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid","Prestwick_713","Cas-26787-78-0","Prestwick0_000357","Prestwick1_000357","Prestwick2_000357","Prestwick3_000357","Epitope ID:114241","Epitope ID:116054","Ec 248-003-8","Schembl3427","CHEMBL1082","BSPBio_000453","Mls000028632","Mls002222248","SPBio_002374","BPBio1_000499","orb1310072","Chebi:53712","GTPL10895","HY-B0467A","GLXC-08120","HMS1569G15","HMS2096G15","HMS2231K23","HMS3259P17","HMS3713G15","Tox21_111302","Bdbm50350464","EBC-03898","s3015","Akos025395540","Tox21_111302_1","CCG-220357","DB01060","DS-3835","NC00670","6β-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3α-carboxylic acid","Ncgc00179554-01","AA182611","AC-12263","Amoxicillin, potency: \u003e=900 mug per mg","SY111058","co-amoxiclav","C06827","D07452","En300-118704","Q201928","Sr-01000721886","Sr-01000721886-2","Brd-k55044200-001-03-9","Brd-k55044200-001-14-6","Brd-k55044200-001-15-3","Brd-k55044200-236-02-3","Z1515385072","(2S,5R,6R)-6-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid","4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[amino (4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, [2S-[2α,5α,6β(S*)]]-","4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, [2S-[2α,5α,6β(S*)]]-"],"Associated Disorders and Diseases":"Contact urticaria [Category: Skin Disease]","Biological Half-Life":"The half life of amoxicillin is 61.3 minutes.","CAS":"26787-78-0","Chemical Classes":"Other Uses -\u003e Pharmaceuticals","ChemicalClasses":["amino acid"],"Chirality":"absolute","ChiralityAminoAcid":true,"Classes":["Antibiotic"],"Color/Form":"Crystals from water","DBI-IGS":["Amoxicillin"],"Dosing Info":[],"Drug Classes":["Breast Feeding","Lactation","Milk, Human","Anti-infective Agents","Antibacterial Agents","Penicillins"],"Drug Indication":"Amoxicillin alone is indicated to treat susceptible bacterial infections of the ear, nose, throat, genitourinary tract, skin, skin structure, and lower respiratory tract. Amoxicillin is given with calvulanic acid to treat acute bacterial sinusitis, community acquired pneumonia, lower respiratory tract infections, acute bacterial otitis media, skin and skin structure infections, and urinary tract infections. Amoxicillin is given with omeprazole in the treatment of _Helicobacter pylori_ (_H. pylori_) infection.  Amoxicillin is used in combination with [vonoprazan] and [clarithromycin] as co-packaged triple therapy or in combination with [vonoprazan] as co-packaged dual therapy to treat _H. pylori_ infection in adults.","Drug Warnings":"Reproduction studies have been performed in mice and rats /and/ there was no evidence of harm to the fetus due to amoxicillin. There are, however, no adequate and well-controlled studies in pregnant women. Because animal reproduction studies are not always predictive of human response, amoxicillin should be used during pregnancy only if clearly needed.","DurationOfAction":"","Ecotoxicity Values":"EC50; Species: Microcystis aeruginosa (Blue-Green Algae) exponential growth phase, nonaxenic, 2X10+6 cells/mL; Conditions: freshwater, static, 21 °C, pH 7.9; Concentration: 3.7 ug/L for 7 days; Effect: population, increased chlorophyll A concentration /\u003e99.9% purity/","EliminationHalfLife":"61.3 minutes (~1 hour)","Esters":[],"European Community (EC) Number":"248-003-8","FDA Pharmacological Classification":[{"Name":"FDA UNII","ReferenceNumber":33,"Value":{"StringWithMarkup":[{"String":"9EM05410Q9"}]}},{"Name":"Active Moiety","ReferenceNumber":33,"Value":{"StringWithMarkup":[{"String":"AMOXICILLIN ANHYDROUS"}]}},{"Name":"Pharmacological Classes","ReferenceNumber":33,"Value":{"StringWithMarkup":[{"Markup":[{"Extra":"CID-2349","Length":10,"Start":40,"Type":"PubChem Internal Link","URL":"https://pubchem.ncbi.nlm.nih.gov/compound/Penicillin"}],"String":"Established Pharmacologic Class [EPC] - Penicillin-class Antibacterial"}]}},{"Name":"Pharmacological Classes","ReferenceNumber":33,"Value":{"StringWithMarkup":[{"String":"Chemical Structure [CS] - Penicillins"}]}},{"Name":"FDA Pharmacology Summary","ReferenceNumber":33,"Value":{"StringWithMarkup":[{"Markup":[{"Extra":"CID-33613","Length":21,"Start":0,"Type":"PubChem Internal Link","URL":"https://pubchem.ncbi.nlm.nih.gov/compound/Amoxicillin%20anhydrous"},{"Extra":"CID-2349","Length":10,"Start":27,"Type":"PubChem Internal Link","URL":"https://pubchem.ncbi.nlm.nih.gov/compound/Penicillin"}],"String":"Amoxicillin anhydrous is a Penicillin-class Antibacterial."}]}},{"Name":"Non-Proprietary Name","ReferenceNumber":103,"Value":{"StringWithMarkup":[{"String":"AMOXICILLIN"}]}},{"Name":"Pharmacological Classes","ReferenceNumber":103,"Value":{"StringWithMarkup":[{"Markup":[{"Extra":"CID-2349","Length":10,"Start":0,"Type":"PubChem Internal Link","URL":"https://pubchem.ncbi.nlm.nih.gov/compound/Penicillin"}],"String":"Penicillin-class Antibacterial [EPC]; Penicillins [CS]"}]}},{"Name":"Non-Proprietary Name","ReferenceNumber":104,"Value":{"StringWithMarkup":[{"String":"AMOXICILLIN ORAL SUSP"}]}},{"Name":"Pharmacological Classes","ReferenceNumber":104,"Value":{"StringWithMarkup":[{"Markup":[{"Extra":"CID-2349","Length":10,"Start":0,"Type":"PubChem Internal Link","URL":"https://pubchem.ncbi.nlm.nih.gov/compound/Penicillin"}],"String":"Penicillin-class Antibacterial [EPC]; Penicillins [CS]"}]}}],"Formating":[],"HMDB ID":"HMDB0015193","HeavyAtomCount":25,"Human Drugs":"Breast Feeding; Lactation; Milk, Human; Anti-infective Agents; Antibacterial Agents; Penicillins","IUPACName":"(2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid","InChI":"InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1","InChIKey":"LSQZJLSUYDQPKJ-NJBDSQKTSA-N","Interactions":"Amoxicillin may affect the gut flora, leading to lower estrogen reabsorption and reduced efficacy of combined oral estrogen/progesterone contraceptives.","KEGG Entries":[{"Id":"D00229","Interactions":[],"Synonyms":["Amoxicillin","Amoxicillin hydrate","Amoxicilline","Amoxicillin trihydrate","Amoxil","Dispermox","Pasetocin"]},{"Id":"D07452","Interactions":[],"Synonyms":["Amoxicillin","AMPC"]},{"Id":"D00229","Interactions":[],"Synonyms":["Amoxicillin","Amoxicillin hydrate","Amoxicilline","Amoxicillin trihydrate","Amoxil","Dispermox","Pasetocin"]},{"Id":"D07452","Interactions":[],"Synonyms":["Amoxicillin","AMPC"]},{"Id":"D00229","Interactions":[],"Synonyms":["Amoxicillin","Amoxicillin hydrate","Amoxicilline","Amoxicillin trihydrate","Amoxil","Dispermox","Pasetocin"]}],"MeSH Headers":[{"Id":"M0001009","Link":"https://id.nlm.nih.gov/mesh/M0001009.html","Name":"Amoxicillin","Ref":130},{"Id":"M0001010","Link":"https://id.nlm.nih.gov/mesh/M0001010.html","Name":"Amoxil","Ref":132},{"Id":"M0353674","Link":"https://id.nlm.nih.gov/mesh/M0353674.html","Name":"BRL-2333","Ref":133},{"Id":"M0353675","Link":"https://id.nlm.nih.gov/mesh/M0353675.html","Name":"Wymox","Ref":134},{"Id":"M0353676","Link":"https://id.nlm.nih.gov/mesh/M0353676.html","Name":"Trimox","Ref":135},{"Id":"M0353677","Link":"https://id.nlm.nih.gov/mesh/M0353677.html","Name":"Polymox","Ref":136},{"Id":"M0585624","Link":"https://id.nlm.nih.gov/mesh/M0585624.html","Name":"Amoxicillin Anhydrous","Ref":137},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":138},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":166},{"Id":"M0448397","Link":"https://id.nlm.nih.gov/mesh/M0448397.html","Name":"Anti-Bacterial Agents","Ref":167}],"MeSH Pharmacological Classification":[{"Id":"M0448397","Link":"https://id.nlm.nih.gov/mesh/M0448397.html","Name":"Anti-Bacterial Agent","Ref":167}],"Mechanism of Action":"Amoxicillin competitively inhibits penicillin-binding protein 1 and other high molecular weight penicillin binding proteins.  Penicillin bind proteins are responsible for glycosyltransferase and transpeptidase reactions that lead to cross-linking of D-alanine and D-aspartic acid in bacterial cell walls. Without the action of penicillin binding proteins, bacteria upregulate autolytic enzymes and are unable to build and repair the cell wall, leading to bacteriocidal action.","Melting Point":"194 °C","Metabolism/Metabolites":"Incubation with human liver microsomes has lead to the detection of 7 metabolites. The M1 metabolite has undergone hydroxylation, M2 has undergone oxidative deamination, M3 to M5 have undergone oxidation of the aliphatic chain, M6 has undergone decarboxylation, and M7 has undergone glucuronidation.","MolecularFormula":"C\u003csub\u003e16\u003c/sub\u003eH\u003csub\u003e19\u003c/sub\u003eN\u003csub\u003e3\u003c/sub\u003eO\u003csub\u003e5\u003c/sub\u003eS","MolecularWeight":"365.4 g/mol","Odor":"Penicillin-type odor","Opticalactivity":"UNSPECIFIED","Pharmacodynamics":"Amoxicillin competitively inhibit penicillin binding proteins, leading to upregulation of autolytic enzymes and inhibition of cell wall synthesis. Amoxicillin has a long duration of action as it is usually given twice daily. Amoxicillin has a wide therapeutic range as mild overdoses are not associated with significant toxicity. Patients should be counselled regarding the risk of anaphylaxis, _Clostridium difficile_ infections, and bacterial resistance.","Physical Description":"Off-white solid; [HSDB]","PubChemId":33613,"Records":{"UNII":{"Impurities":[]}},"RefChem":"6380","RefCount":4,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Amoxicillin","Name":"Amoxicillin","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/DB01060","Name":"Amoxicillin","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/33613","Name":"Amoxicillin","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=26787-78-0","Name":"Amoxicillin","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0015193","Name":"Amoxicillin","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C06827","Name":"Amoxicillin","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/9EM05410Q9","Name":"Amoxicillin","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID3037044","Name":"Amoxicillin","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 33613, Amoxicillin. Accessed April 24, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/33613\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/33613\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Amoxicillin. UNII: 9EM05410Q9. Global Substance Registration System. Accessed April 24, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/9EM05410Q9\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/9EM05410Q9\u003c/a\u003e","Amoxil Vials for Injection 500mg - Summary of Product Characteristics (SmPC). November 4, 2021. 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Effects":null,"Taste":"Bitter tasting","Therapeutic Uses":"Anti-Bacterial Agents","Title":"Amoxicillin","UNII":"9EM05410Q9","Wikipedia":"Amoxicillin","XLogP":-2}
