1.0 2016-05-20 16:10:43 UTC 2026-08-19 16:17:18 UTC Ampicillin SmallMolecule Ampicillin (C16H19N3O4S) is an organic compound with an average molecular weight of 349.40 g/mol. Ampicillin belongs to the beta lactams, a subclass of lactams within the organic compounds. It is classified as an organoheterocyclic compound. Biologically, it serves as a drug (PMC11097710) and an antibacterial agent (PMC11627110, PMC7938474). In terms of health effects, ampicillin is used as a treatment for listeriosis (PMC9137566), though it is associated with rash (PMC1492602). The compound targets seven recorded proteins, acting as an inhibitor or unknown of penicillin-binding protein 2a (pbp2a), penicillin-binding protein 1b (pbp1b), serine-type D-Ala-D-Ala carboxypeptidase (pbp3), penicillin-binding protein 1A (pbpA), and three other proteins. Recorded exposure routes include oral, intravenous, intramuscular, and inhalation. Ampicillin is found in or released from 16 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is found in antibiotics, antiinfectives, and penicillins. In food, food processing, and cookware, it is associated with food preservation, fermentation processes for beer, and the preparation of vinegar. It is also found in drinking water and water supply. Other sources include household cleaning and consumer products, specifically perfumes within detergents and soaps, as well as building and construction materials such as tents or canopies. Additionally, it is found in electrical and electronic equipment, including electrodes, electric switches, antennas, conductors or conductive bodies characterised by the conductive materials, and electrically stimulated smoking devices. (2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Polacrilin C16H19N3O4S 349.405 349.109626801 (2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ampicillin 69-53-4 [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1 AVKUERGKIZMTKX-NJBDSQKTSA-N Organic compounds Organoheterocyclic compounds Lactams Beta lactams Penicillins Alpha amino acid amides Amino acids Aralkylamines Azacyclic compounds Azetidines Carbonyl compounds Carboxylic acids Dialkylthioethers Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives N-acyl-alpha amino acids and derivatives Organic oxides Organopnictogen compounds Phenylacetamides Secondary carboxylic acid amides Tertiary carboxylic acid amides Thiazolidines Thiohemiaminal derivatives Alpha-amino acid amide Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aralkylamine Aromatic heteropolycyclic compound Azacycle Azetidine Benzenoid Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Dialkylthioether Hemithioaminal Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic benzene moiety N-acyl-alpha amino acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Penicillin Phenylacetamide Primary aliphatic amine Primary amine Secondary carboxylic acid amide Tertiary carboxylic acid amide Thiazolidine Thioether Aromatic heteropolycyclic compounds beta-lactam antibiotic penams penicillin Detected and Not Quantified Ampicillin Drug Metabolism Action Pathway SMP0142872 logp -2 logp 0.88 ALOGPS logs -2.76 ALOGPS solubility 6.05e-01 g/l ALOGPS logp -2 ChemAxon pka_strongest_acidic 3.24 ChemAxon pka_strongest_basic 7.44 ChemAxon iupac (2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ChemAxon average_mass 349.405 ChemAxon mono_mass 349.109626801 ChemAxon smiles [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O ChemAxon formula C16H19N3O4S ChemAxon inchi InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1 ChemAxon inchikey AVKUERGKIZMTKX-NJBDSQKTSA-N ChemAxon polar_surface_area 112.73 ChemAxon refractivity 87.52 ChemAxon polarizability 34.54 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f721f5fdc08> DB00415 6249 6013 BE0004644 BE0004335 BE0004643 BE0004290 BE0003624 BE0001018 BE0001134