Identification
NameAmpicillin
Accession NumberDB00415  (APRD00320)
TypeSmall Molecule
GroupsApproved, Vet Approved
Description

Ampicillin is a semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.

Structure
Thumb
Synonyms
(2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
6-(D-(2-amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
ABPC
Aminobenzylpenicillin
Ampicilina
Ampicillin
Ampicillin (anhydrous)
Ampicillin Acid
Ampicillin Anhydrous
Ampicillin, anhydrous
Ampicilline
Ampicillinum
Anhydrous ampicillin
AP
D-(−)-6-(α-aminophenylacetamido)penicillanic acid
D-(−)-ampicillin
External IDs AY-6108 / Bayer 5427 / BRL-1341 / NSC-528986 / P-50 / WY 5103
Product Ingredients
IngredientUNIICASInChI KeyDetails
Ampicillin sodiumJFN36L5S8K 69-52-3KLOHDWPABZXLGI-YWUHCJSESA-MDetails
Ampicillin trihydrateHXQ6A1N7R6 7177-48-2RXDALBZNGVATNY-CWLIKTDRSA-NDetails
Product Images
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Ampicillin for InjectionPowder, for solution1 gIntramuscular; IntravenousFresenius Kabi1998-08-14Not applicableCanada
Ampicillin for InjectionPowder, for solution500 mgIntramuscular; IntravenousFresenius Kabi1998-08-14Not applicableCanada
Ampicillin for InjectionPowder, for solution125 mgIntramuscular; IntravenousFresenius KabiNot applicableNot applicableCanada
Ampicillin for InjectionPowder, for solution250 mgIntramuscular; IntravenousFresenius Kabi1998-08-14Not applicableCanada
Ampicillin for InjectionPowder, for solution2 gIntravenousFresenius Kabi1998-07-27Not applicableCanada
Ampicillin for Injection, USPPowder, for solution250 mgIntramuscular; IntravenousSterimax IncNot applicableNot applicableCanada
Ampicillin for Injection, USPPowder, for solution10 gIntramuscular; IntravenousSterimax IncNot applicableNot applicableCanada
Ampicillin for Injection, USPPowder, for solution2 gIntramuscular; IntravenousSterimax IncNot applicableNot applicableCanada
Ampicillin for Injection, USPPowder, for solution500 mgIntramuscular; IntravenousSterimax IncNot applicableNot applicableCanada
Ampicillin for Injection, USPPowder, for solution1 gIntramuscular; IntravenousSterimax IncNot applicableNot applicableCanada
Ampicillin Sodium for Injection, USPPowder, for solution250 mgIntramuscular; IntravenousTeva1992-12-31Not applicableCanada
Ampicillin Sodium for Injection, USPPowder, for solution2000 mgIntramuscular; IntravenousTeva1992-12-31Not applicableCanada
Ampicillin Sodium for Injection, USPPowder, for solution500 mgIntramuscular; IntravenousTeva1992-12-31Not applicableCanada
Ampicillin Sodium for Injection, USPPowder, for solution1000 mgIntramuscular; IntravenousTeva1992-12-31Not applicableCanada
Ampicin for Injection 250mgPowder, for solution250 mgIntramuscular; IntravenousBristol Labs Division Of Bristol Myers Squibb1963-12-312002-07-11Canada
Ampicin Inj 125mg/vialPowder, for solution125 mgIntramuscular; IntravenousBristol Labs Division Of Bristol Myers Squibb1984-12-312002-07-11Canada
Ampicin Inj 1gmPowder, for solution1 gIntramuscular; IntravenousBristol Labs Division Of Bristol Myers Squibb1965-12-312002-07-11Canada
Ampicin Inj 2000mgPowder, for solution2 gIntravenousBristol Labs Division Of Bristol Myers Squibb1968-12-312002-07-11Canada
Ampicin Inj 500mgPowder, for solution500 mgIntramuscular; IntravenousBristol Labs Division Of Bristol Myers Squibb1964-12-312002-07-11Canada
Jaa Amp Tab 125mgTablet125 mgOralJaapharm Canada Inc.1989-12-312010-08-06Canada
Novo-ampicillin Pws 500mg/5mlPowder, for solution500 mgOralNovopharm Limited1972-12-312015-10-26Canada
Novo-ampicillin Sus 125mg/5mlPowder, for solution125 mgOralNovopharm Limited1971-12-312005-08-10Canada
Novo-ampicillin Sus 250mg/5mlPowder, for solution250 mgOralNovopharm Limited1971-12-312005-08-10Canada
Nu-ampi Capsules 250mgCapsule250 mgOralNu Pharm Inc1990-12-312012-09-04Canada
Nu-ampi Capsules 500mgCapsule500 mgOralNu Pharm Inc1990-12-312012-09-04Canada
Nu-ampi Sus 125mg/5mlSuspension125 mgOralNu Pharm Inc1990-12-312012-09-04Canada
Nu-ampi Suspension 250mg/5mlSuspension250 mgOralNu Pharm Inc1990-12-312012-09-04Canada
Penbritin Cap 250mgCapsule250 mgOralAyerst Laboratories1962-12-311996-09-10Canada
Penbritin Cap 500mgCapsule500 mgOralAyerst Laboratories1964-12-311996-09-10Canada
Penbritin Inj 1000mgPowder, for solution1 gIntramuscular; IntravenousAyerst Laboratories1965-12-311996-09-10Canada
Penbritin Inj 2000mgLiquid2 gIntramuscular; IntravenousAyerst Laboratories1963-12-311999-04-12Canada
Penbritin Inj 250mgPowder, for solution250 mgIntramuscular; IntravenousAyerst Laboratories1964-12-311996-09-10Canada
Penbritin Inj 500mgPowder, for solution500 mgIntramuscular; IntravenousAyerst Laboratories1964-12-311996-09-10Canada
Penbritin Pws 250mg/5mlPowder, for solution250 mgOralAyerst Laboratories1965-12-311996-09-10Canada
Penbritin-1000 Pws 1000mg/vialPowder, for solution1 gIntravenousWyeth Ayerst Canada Inc.1995-12-311999-04-12Canada
Penbritin-125 Pws 125mg/vialPowder, for solution125 mgIntramuscular; IntravenousWyeth Ayerst Canada Inc.1995-12-311996-09-10Canada
Penbritin-250 Pws Im/iv 250mg/vialPowder, for solution250 mgIntramuscular; IntravenousWyeth Ayerst Canada Inc.1994-12-311996-09-10Canada
Pro Ampi 250 Cap 250mgCapsule250 mgOralPro Doc Limitee1985-12-312003-07-31Canada
Pro Ampi 500 Cap 500mgCapsule500 mgOralPro Doc Limitee1985-12-312003-07-31Canada
Sterile Ampicillin Sodium 250mg USPPowder, for solution250 mgIntramuscular; IntravenousBioniche Pharma (Canada) Ltd1994-12-312014-11-24Canada
Taro-ampicillin Cap 250mgCapsule250 mgOralTaro Pharmaceuticals, Inc.1993-12-312000-08-31Canada
Taro-ampicillin Cap 500mgCapsule500 mgOralTaro Pharmaceuticals, Inc.1993-12-312000-08-31Canada
Teva-ampicillinCapsule500 mgOralTeva1971-12-31Not applicableCanada
Teva-ampicillinCapsule250 mgOralTeva1971-12-31Not applicableCanada
Approved Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
AmpicillinInjection, powder, for solution10 g/1IntravenousAPP Pharmaceuticals, Inc.2013-12-20Not applicableUs
AmpicillinInjection, powder, for solution2 g/1IntravenousSandoz1971-03-03Not applicableUs
AmpicillinCapsule250 mg/1OralSandoz1995-08-29Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousAuro Medics Pharma Llc2012-02-01Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousWG Critical Care, LLC2012-05-10Not applicableUs
AmpicillinInjection, powder, for solution2 g/1IntravenousSandoz1987-02-19Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousGC Hanford Manufacturing Company2008-02-15Not applicableUs
AmpicillinCapsule500 mg/1OralPhysicians Total Care, Inc.2011-03-22Not applicableUs00781 2145 01 nlmimage10 834d41ea
AmpicillinCapsule250 mg/1OralAvera Mc Kennan Hospital2015-07-15Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousC.O. Truxton, Inc.2009-12-28Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousCardinal Health1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousFresenius Kabi1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousClaris Lifesciences, Inc.2010-04-25Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousHospira, Inc.2015-09-04Not applicableUs
AmpicillinSuspension25 mg/mLOralPar Pharmaceutical1989-02-102020-08-31Us
AmpicillinInjection, powder, for solution1 g/mLIntramuscular; IntravenousAGILA SPECIALTIES PRIVATE LIMITED2014-04-10Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousWG Critical Care, LLC2012-05-102016-10-13Us
AmpicillinInjection, powder, for solution2 g/1IntravenousSandoz1987-02-19Not applicableUs
AmpicillinInjection, powder, for solution2 g/1IntravenousHospira, Inc.1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousCardinal Health1987-05-12Not applicableUs
AmpicillinCapsule500 mg/1OralA S Medication Solutions1988-02-252017-06-20Us67253 0181 10 nlmimage10 0f200790
AmpicillinInjection, powder, for solution2 g/1IntravenousClaris Lifesciences, Inc.2010-04-25Not applicableUs
AmpicillinCapsule500 mg/1OralNucare Pharmaceuticals, Inc.1995-08-29Not applicableUs
AmpicillinInjection, powder, for solution1 g/gIntramuscular; IntravenousGeneral Injectables & Vaccines2011-09-072017-02-03Us
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution500 mg/mLIntramuscular; IntravenousAGILA SPECIALTIES PRIVATE LIMITED2014-04-10Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousWG Critical Care, LLC2012-05-10Not applicableUs
AmpicillinInjection, powder, for solution10 g/100mLIntravenousAuro Medics Pharma Llc2012-02-01Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousMylan Institutional2014-04-10Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousGC Hanford Manufacturing Company2010-09-17Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousSagent Pharmaceuticals2014-07-01Not applicableUs
AmpicillinInjection, powder, for solution10 g/1IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousFresenius Kabi1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution10 g/100mLIntravenousSagent Pharmaceuticals2010-07-07Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousHospira, Inc.2015-09-04Not applicableUs
AmpicillinCapsule250 mg/1OralPar Pharmaceutical1988-02-252020-09-30Us67253 0180 10 nlmimage10 0a200520
AmpicillinInjection, powder, for solution10 g/1IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousAPP Pharmaceuticals, Inc.1987-05-12Not applicableUs
AmpicillinInjection, powder, for solution1 g/gIntravenousGeneral Injectables & Vaccines2010-04-012017-02-03Us
AmpicillinSuspension50 mg/mLOralPar Pharmaceutical1989-02-102020-08-31Us
AmpicillinInjection, powder, for solution2 g/mLIntravenousAGILA SPECIALTIES PRIVATE LIMITED2014-04-10Not applicableUs
AmpicillinInjection, powder, for solution10 g/100mLIntravenousWG Critical Care, LLC2012-05-10Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution125 mg/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinCapsule500 mg/1OralSandoz1995-08-29Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousAuro Medics Pharma Llc2012-02-01Not applicableUs
AmpicillinInjection, powder, for solution2 g/1Intramuscular; IntravenousWG Critical Care, LLC2012-05-10Not applicableUs
AmpicillinInjection, powder, for solution2 g/1Intramuscular; IntravenousGC Hanford Manufacturing Company2008-02-15Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousGC Hanford Manufacturing Company2008-02-15Not applicableUs
AmpicillinCapsule250 mg/1OralPd Rx Pharmaceuticals, Inc.1995-08-292017-07-29Us
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousHospira, Inc.1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution125 mg/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousCardinal Health1987-05-12Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousFresenius Kabi1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousClaris Lifesciences, Inc.2010-04-25Not applicableUs
AmpicillinInjection, powder, for solution2 g/1Intramuscular; IntravenousHospira, Inc.2015-09-04Not applicableUs
AmpicillinInjection, powder, for solution2 g/1IntravenousMylan Institutional2014-04-10Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousSagent Pharmaceuticals2014-07-01Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousHospira, Inc.1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousAPP Pharmaceuticals, Inc.1987-05-12Not applicableUs
AmpicillinInjection, powder, for solution500 mg/500mgIntramuscular; IntravenousGeneral Injectables & Vaccines2013-03-13Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinCapsule500 mg/1OralRemedy Repack2016-02-102017-03-02Us
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousAuro Medics Pharma Llc2012-02-01Not applicableUs
AmpicillinInjection, powder, for solution1 g/1IntravenousSandoz1987-02-19Not applicableUs
AmpicillinInjection, powder, for solution2 g/1IntravenousFresenius Kabi1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousPutney, Inc.1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousHospira, Inc.2015-09-04Not applicableUs
AmpicillinCapsule500 mg/1OralPar Pharmaceutical1988-02-252020-09-30Us
AmpicillinInjection, powder, for solution1 g/1IntravenousSandoz1987-02-19Not applicableUs
AmpicillinInjection, powder, for solution2 g/1Intramuscular; IntravenousAPP Pharmaceuticals, Inc.1993-07-12Not applicableUs
AmpicillinInjection, powder, for solution2 g/1Intramuscular; IntravenousCardinal Health1993-07-12Not applicableUs
AmpicillinCapsule500 mg/1OralH.J. Harkins Company1988-02-25Not applicableUs
AmpicillinInjection, powder, for solution1 g/1Intramuscular; IntravenousClaris Lifesciences, Inc.2010-04-25Not applicableUs
AmpicillinInjection, powder, for solution10 g/1IntravenousHospira, Inc.2015-09-04Not applicableUs
AmpicillinInjection, powder, for solution500 mg/500mgIntramuscular; IntravenousGeneral Injectables & Vaccines2011-09-022017-02-07Us
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution250 mg/mLIntramuscular; IntravenousAGILA SPECIALTIES PRIVATE LIMITED2014-04-10Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinCapsule500 mg/1OralBlenheim Pharmacal, Inc.2010-03-30Not applicableUs
AmpicillinInjection, powder, for solution2 g/1IntravenousAuro Medics Pharma Llc2012-02-01Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousMylan Institutional2014-04-10Not applicableUs
AmpicillinInjection, powder, for solution10 g/1IntravenousGC Hanford Manufacturing Company2008-02-15Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousSagent Pharmaceuticals2014-07-01Not applicableUs
AmpicillinCapsule500 mg/1OralPd Rx Pharmaceuticals, Inc.1988-02-25Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousHospira, Inc.1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution250 mg/1Intramuscular; IntravenousMylan Institutional2014-04-10Not applicableUs
AmpicillinInjection, powder, for solution2 g/1IntravenousSagent Pharmaceuticals2014-07-01Not applicableUs
AmpicillinCapsule500 mg/1OralNucare Pharmaceuticals, Inc.1988-02-25Not applicableUs
AmpicillinInjection, powder, for solution10 g/1IntravenousHospira, Inc.1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution2 g/1IntravenousSandoz1971-03-03Not applicableUs
AmpicillinInjection, powder, for solution500 mg/1Intramuscular; IntravenousAPP Pharmaceuticals, Inc.1987-05-12Not applicableUs
AmpicillinInjection, powder, for solution1 g/gIntramuscular; IntravenousGeneral Injectables & Vaccines2013-03-14Not applicableUs
AmpicillinInjection, powder, for solution2 g/1IntravenousSandoz1971-03-03Not applicableUs
Ampicillin SodiumInjection, powder, for solution10 g/100mLIntravenousMylan Institutional2014-04-08Not applicableUs
Ampicillin SodiumInjection, powder, for solution10 g/100mLIntravenousAGILA SPECIALTIES PRIVATE LIMITED2014-04-08Not applicableUs
Ampicillin TrihydrateCapsule250 mg/1OralGolden State Medical Supply1988-02-25Not applicableUs
Ampicillin TrihydrateCapsule500 mg/1OralGolden State Medical Supply1988-02-25Not applicableUs
Apo Ampi Capsules 250mgCapsule250 mgOralApotex Corporation1984-12-31Not applicableCanada
Apo Ampi Capsules 500mgCapsule500 mgOralApotex Corporation1984-12-31Not applicableCanada
Apo Ampi Liq 125mg/5mlLiquid125 mgOralApotex Corporation1984-12-31Not applicableCanada
Apo Ampi Liq 250mg/5mlLiquid250 mgOralApotex Corporation1984-12-31Not applicableCanada
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
AustrapenLennon Healthcare
BinotalBayer
PenbritinGlaxoSmithKline
PrincipenNot Available
RedicilinNot Available
SemicillinNot Available
TokiocillinNot Available
UltrabionNot Available
ViccillinMeiji
Brand mixtures
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
Ampicillin and SulbactamInjection, powder, for solutionIntramuscular; IntravenousHospira, Inc.2006-07-25Not applicableUs
Ampicillin Sodium and Sulbactam SodiumInjection, powder, for solutionIntramuscular; IntravenousMylan Institutional2014-04-08Not applicableUs
Pro Biosan KitCapsule; TabletOralIcn Pharmaceuticals1979-12-311998-08-13Canada
UnasynInjection, powder, for solutionIntramuscular; IntravenousRoerig1991-11-22Not applicableUs
Categories
UNII7C782967RD
CAS number69-53-4
WeightAverage: 349.405
Monoisotopic: 349.109626801
Chemical FormulaC16H19N3O4S
InChI KeyAVKUERGKIZMTKX-NJBDSQKTSA-N
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
IUPAC Name
(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
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O
Pharmacology
Indication

For treatment of infection (Respiratory, GI, UTI and meningitis) due to E. coli, P. mirabilis, enterococci, Shigella, S. typhosa and other Salmonella, nonpenicillinase-producing N. gononhoeae, H. influenzae, staphylococci, streptococci including streptoc

Structured Indications
Pharmacodynamics

Ampicillin is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Ampicillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Ampicillin results from the inhibition of cell wall synthesis and is mediated through Ampicillin binding to penicillin binding proteins (PBPs). Ampicillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.

Mechanism of action

By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Ampicillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Ampicillin interferes with an autolysin inhibitor.

TargetKindPharmacological actionActionsOrganismUniProt ID
Penicillin-binding protein 2aProteinyes
inhibitor
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)Q8DNB6 details
Penicillin-binding protein 1bProteinyes
inhibitor
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)Q7CRA4 details
Penicillin-binding protein 3Proteinyes
inhibitor
Streptococcus pneumoniaeQ75Y35 details
Penicillin-binding protein 1AProteinyes
inhibitor
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)Q8DR59 details
Penicillin-binding protein 2BProteinyes
inhibitor
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)P0A3M6 details
Solute carrier family 15 member 1ProteinunknownNot AvailableHumanP46059 details
Solute carrier family 15 member 2ProteinunknownNot AvailableHumanQ16348 details
Angiopoietin-1 receptorProteinunknownNot AvailableHumanQ02763 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of elimination

Ampicillin is excreted largely unchanged in the urine.

Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organisms
  • Enteric bacteria and other eubacteria
  • Gram-negative Bacteria
  • Gram-positive Bacteria
  • Streptococcus pyogenes
  • Streptococcus pneumoniae
  • Neisseria meningitidis
  • Listeria monocytogenes
  • Haemophilus influenzae
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions
DrugInteractionDrug group
AcenocoumarolAmpicillin may increase the anticoagulant activities of Acenocoumarol.Approved
AclarubicinThe serum concentration of Aclarubicin can be decreased when it is combined with Ampicillin.Investigational
AllopurinolThe risk of a hypersensitivity reaction to Ampicillin is increased when it is combined with Allopurinol.Approved
AmikacinThe serum concentration of Amikacin can be decreased when it is combined with Ampicillin.Approved, Vet Approved
AmrubicinThe serum concentration of Amrubicin can be decreased when it is combined with Ampicillin.Approved, Investigational
annamycinThe serum concentration of annamycin can be decreased when it is combined with Ampicillin.Investigational
ApramycinThe serum concentration of Apramycin can be decreased when it is combined with Ampicillin.Experimental, Vet Approved
ArbekacinThe serum concentration of Arbekacin can be decreased when it is combined with Ampicillin.Approved
AtenololThe bioavailability of Atenolol can be decreased when combined with Ampicillin.Approved
BCG vaccineThe therapeutic efficacy of Bcg can be decreased when used in combination with Ampicillin.Investigational
ChloroquineThe serum concentration of Ampicillin can be decreased when it is combined with Chloroquine.Approved, Vet Approved
ChlortetracyclineThe therapeutic efficacy of Ampicillin can be decreased when used in combination with Chlortetracycline.Approved, Vet Approved
DaunorubicinThe serum concentration of Daunorubicin can be decreased when it is combined with Ampicillin.Approved
DemeclocyclineThe therapeutic efficacy of Ampicillin can be decreased when used in combination with Demeclocycline.Approved
DicoumarolAmpicillin may increase the anticoagulant activities of Dicoumarol.Approved
DihydrostreptomycinThe serum concentration of Dihydrostreptomycin can be decreased when it is combined with Ampicillin.Vet Approved
DoxorubicinThe serum concentration of Doxorubicin can be decreased when it is combined with Ampicillin.Approved, Investigational
DoxycyclineThe therapeutic efficacy of Ampicillin can be decreased when used in combination with Doxycycline.Approved, Investigational, Vet Approved
EpirubicinThe serum concentration of Epirubicin can be decreased when it is combined with Ampicillin.Approved
Ethyl biscoumacetateAmpicillin may increase the anticoagulant activities of Ethyl biscoumacetate.Withdrawn
FluindioneAmpicillin may increase the anticoagulant activities of Fluindione.Investigational
FramycetinThe serum concentration of Framycetin can be decreased when it is combined with Ampicillin.Approved
GeneticinThe serum concentration of Geneticin can be decreased when it is combined with Ampicillin.Experimental
GentamicinThe serum concentration of Gentamicin can be decreased when it is combined with Ampicillin.Approved, Vet Approved
GENTAMICIN C1AThe serum concentration of GENTAMICIN C1A can be decreased when it is combined with Ampicillin.Experimental
Hygromycin BThe serum concentration of Hygromycin B can be decreased when it is combined with Ampicillin.Vet Approved
IdarubicinThe serum concentration of Idarubicin can be decreased when it is combined with Ampicillin.Approved
INNO-206The serum concentration of INNO-206 can be decreased when it is combined with Ampicillin.Investigational
KanamycinThe serum concentration of Kanamycin can be decreased when it is combined with Ampicillin.Approved, Vet Approved
Lanthanum carbonateThe serum concentration of Ampicillin can be decreased when it is combined with Lanthanum carbonate.Approved
MethotrexateThe serum concentration of Methotrexate can be increased when it is combined with Ampicillin.Approved
MetrizamideThe serum concentration of Metrizamide can be decreased when it is combined with Ampicillin.Approved
MinocyclineThe therapeutic efficacy of Ampicillin can be decreased when used in combination with Minocycline.Approved, Investigational
Mycophenolic acidThe serum concentration of the active metabolites of Mycophenolic acid can be reduced when Mycophenolic acid is used in combination with Ampicillin resulting in a loss in efficacy.Approved
NeamineThe serum concentration of Neamine can be decreased when it is combined with Ampicillin.Experimental
NeomycinThe serum concentration of Neomycin can be decreased when it is combined with Ampicillin.Approved, Vet Approved
NetilmicinThe serum concentration of Netilmicin can be decreased when it is combined with Ampicillin.Approved
OxytetracyclineThe therapeutic efficacy of Ampicillin can be decreased when used in combination with Oxytetracycline.Approved, Vet Approved
ParomomycinThe serum concentration of Paromomycin can be decreased when it is combined with Ampicillin.Approved, Investigational
PhenindioneAmpicillin may increase the anticoagulant activities of Phenindione.Approved
PhenprocoumonAmpicillin may increase the anticoagulant activities of Phenprocoumon.Approved
Picosulfuric acidThe therapeutic efficacy of Picosulfuric acid can be decreased when used in combination with Ampicillin.Approved
PirarubicinThe serum concentration of Pirarubicin can be decreased when it is combined with Ampicillin.Investigational
PlicamycinThe serum concentration of Plicamycin can be decreased when it is combined with Ampicillin.Approved, Withdrawn
ProbenecidThe serum concentration of Ampicillin can be increased when it is combined with Probenecid.Approved
PuromycinThe serum concentration of Puromycin can be decreased when it is combined with Ampicillin.Experimental
RibostamycinThe serum concentration of Ribostamycin can be decreased when it is combined with Ampicillin.Approved
SisomicinThe serum concentration of Sisomicin can be decreased when it is combined with Ampicillin.Investigational
SP1049CThe serum concentration of SP1049C can be decreased when it is combined with Ampicillin.Investigational
SpectinomycinThe serum concentration of Spectinomycin can be decreased when it is combined with Ampicillin.Approved, Vet Approved
StreptomycinThe serum concentration of Streptomycin can be decreased when it is combined with Ampicillin.Approved, Vet Approved
StreptozocinThe serum concentration of Streptozocin can be decreased when it is combined with Ampicillin.Approved
TetracyclineThe therapeutic efficacy of Ampicillin can be decreased when used in combination with Tetracycline.Approved, Vet Approved
TobramycinThe serum concentration of Tobramycin can be decreased when it is combined with Ampicillin.Approved, Investigational
ValrubicinThe serum concentration of Valrubicin can be decreased when it is combined with Ampicillin.Approved
WarfarinAmpicillin may increase the anticoagulant activities of Warfarin.Approved
ZorubicinThe serum concentration of Zorubicin can be decreased when it is combined with Ampicillin.Experimental
Food Interactions
  • Take on an empty stomach.
References
Synthesis Reference

Jean Bouchaudon, Pierre Le Roy, Mayer Naoum Messer, "Process for the preparation of ampicillin." U.S. Patent US3978078, issued December, 1974.

US3978078
General ReferencesNot Available
External Links
ATC CodesJ01CR50 — Combinations of penicillinsS01AA19 — AmpicillinJ01CA51 — Ampicillin, combinationsJ01CR01 — Ampicillin and enzyme inhibitorJ01CA01 — Ampicillin
AHFS Codes
  • 08:12.16.08
PDB EntriesNot Available
FDA labelNot Available
MSDSDownload (71.8 KB)
Clinical Trials
Clinical Trials
PhaseStatusPurposeConditionsCount
0RecruitingTreatmentOsteomyelitis1
1CompletedNot AvailableInfection NOS1
1CompletedTreatmentCastrate Resistant Prostate Cancer (CRPC)1
1CompletedTreatmentDystonias / DYT-11
2CompletedTreatmentAdult T-cell lymphomas/leukaemias1
2CompletedTreatmentCleft Palates1
2CompletedTreatmentMultiple Organ Dysfunction Syndrome / Sepsis1
2CompletedTreatmentUlcerative Colitis (UC)1
2RecruitingTreatmentBacteremia / Chronic Lung Disease of Prematurity / Necrotizing Enterocolitis1
2TerminatedTreatmentBacterial Infections and Mycoses / Sepsis1
2, 3Active Not RecruitingTreatmentChorioamnionitis1
2, 3CompletedPreventionChorioamnionitis / Neonatal Early Onset Sepsis / Neonatal Meningitis / Neonatal Pneumonia / Puerperal Endometritis1
2, 3CompletedTreatmentComplicated Intra Abdominal Infections1
2, 3CompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections1
3CompletedPreventionHerpes Zoster / Shingles1
3CompletedPreventionHuman Immunodeficiency Virus (HIV) Infections1
3CompletedPreventionMumps / Rubella / Rubeola / Varicella1
3CompletedTreatmentInfection During Hemodialysis1
3CompletedTreatmentLung Abscess / Pneumonia, Aspiration1
3CompletedTreatmentSepsis1
3RecruitingTreatmentEnterobacteriaceae Infections1
3RecruitingTreatmentPreterm Premature Rupture of Membranes (PPROM)1
3WithdrawnPreventionPreterm Premature Ruptured Membranes1
4CompletedNot AvailablePerforated Appendicitis1
4CompletedPreventionCancer, Breast1
4CompletedTreatmentIntra-Abdominal Infections1
4CompletedTreatmentPneumonia1
4Enrolling by InvitationPreventionRenal Stones1
4RecruitingPreventionCalcium Nephrolithiasis / Urinary Tract Infections (UTIs)1
4TerminatedTreatmentCommunity Acquired Pneumonia (CAP)1
4WithdrawnPreventionVentilator-associated Bacterial Pneumonia1
Not AvailableCompletedNot AvailableDrug Metabolism During Pregnancy1
Not AvailableCompletedBasic ScienceHealthy Volunteers1
Not AvailableCompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections / Salmonella Infections1
Not AvailableNot Yet RecruitingNot AvailableColic / Gastrointestinal Diseases1
Not AvailableNot Yet RecruitingNot AvailableNewborn; Infection1
Not AvailableRecruitingPreventionCalcium Nephrolithiasis / Sepsis / Urinary Tract Infections (UTIs)1
Not AvailableRecruitingPreventionNecrotizing Enterocolitis / Premature Birth of Newborn1
Not AvailableSuspendedNot AvailableTransient ischemia attacks1
Not AvailableUnknown StatusNot AvailableAsymptomatic Infections / Bacteriuria / Transplantation Infection / Urinary Tract Infections (UTIs)1
Not AvailableUnknown StatusTreatmentEndometritis1
Pharmacoeconomics
Manufacturers
  • Acic fine chemicals inc
  • Apothecon inc div bristol myers squibb
  • Baxter healthcare corp anesthesia and critical care
  • Consolidated pharmaceutical group inc
  • Gc hanford manufacturing co
  • Istituto biochimico italiano spa
  • Instituto biochemico italiano spa
  • International medication systems ltd
  • Eli lilly and co
  • Marsam pharmaceuticals llc
  • Sandoz inc
  • Wyeth ayerst laboratories
  • Bristol laboratories inc div bristol myers co
  • Glaxosmithkline
  • Parke davis div warner lambert co
  • American antibiotics llc
  • Dava pharmaceuticals inc
  • Ivax pharmaceuticals inc sub teva pharmaceuticals usa
  • Lederle laboratories div american cyanamid co
  • Mylan pharmaceuticals inc
  • Purepac pharmaceutical co
  • Teva pharmaceuticals usa inc
  • Vitarine pharmaceuticals inc
  • Pfizer laboratories div pfizer inc
  • Bristol myers squibb co
  • Apothecon sub bristol myers squibb co
Packagers
Dosage forms
FormRouteStrength
CapsuleOral250 mg/1
CapsuleOral500 mg/1
Injection, powder, for solutionIntramuscular; Intravenous1 g/mL
Injection, powder, for solutionIntramuscular; Intravenous1 g/1
Injection, powder, for solutionIntramuscular; Intravenous1 g/g
Injection, powder, for solutionIntramuscular; Intravenous125 mg/1
Injection, powder, for solutionIntramuscular; Intravenous2 g/1
Injection, powder, for solutionIntramuscular; Intravenous250 mg/mL
Injection, powder, for solutionIntramuscular; Intravenous250 mg/1
Injection, powder, for solutionIntramuscular; Intravenous500 mg/500mg
Injection, powder, for solutionIntramuscular; Intravenous500 mg/1
Injection, powder, for solutionIntramuscular; Intravenous500 mg/mL
Injection, powder, for solutionIntravenous1 g/g
Injection, powder, for solutionIntravenous1 g/1
Injection, powder, for solutionIntravenous10 g/1
Injection, powder, for solutionIntravenous10 g/100mL
Injection, powder, for solutionIntravenous2 g/mL
Injection, powder, for solutionIntravenous2 g/1
SuspensionOral25 mg/mL
SuspensionOral50 mg/mL
Injection, powder, for solutionIntramuscular; Intravenous
Injection, powder, for solutionIntravenous
Injection, powder, for suspensionIntramuscular; Intravenous
Powder, for solutionIntramuscular; Intravenous10 g
Powder, for solutionIntramuscular; Intravenous2 g
Powder, for solutionIntramuscular; Intravenous1000 mg
Powder, for solutionIntramuscular; Intravenous2000 mg
Powder, for solutionIntramuscular; Intravenous250 mg
Powder, for solutionIntramuscular; Intravenous500 mg
Powder, for solutionIntravenous2 g
CapsuleOral250 mg
CapsuleOral500 mg
LiquidOral125 mg
LiquidOral250 mg
TabletOral125 mg
Powder, for solutionOral500 mg
Powder, for solutionOral125 mg
Powder, for solutionOral250 mg
SuspensionOral125 mg
SuspensionOral250 mg
Powder, for solutionIntramuscular; Intravenous1 g
LiquidIntramuscular; Intravenous2 g
Powder, for solutionIntravenous1 g
Powder, for solutionIntramuscular; Intravenous125 mg
Capsule; tabletOral
Prices
Unit descriptionCostUnit
Ampicillin 10 gm vial107.77USD vial
Ampicillin 2 gm vial16.75USD vial
Principen 250 mg/5ml Suspension 200ml Bottle16.27USD bottle
Ampicillin 1 gm vial8.64USD vial
Principen 250 mg/5ml Suspension 100ml Bottle7.99USD bottle
Ampicillin Sodium 2 g/vial7.56USD vial
Ampicillin Sodium 1 g/vial3.78USD vial
Ampicillin tr 250 mg capsule3.53USD capsule
Ampicillin Sodium 500 mg/vial2.26USD vial
Ampicillin Sodium 250 mg/vial2.15USD vial
Ampicillin tr 500 mg capsule0.61USD capsule
Ampicillin 500 mg capsule0.5USD capsule
Ampicillin 250 mg capsule0.44USD capsule
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point (°C)208 dec °CPhysProp
water solubility1.01E+004 mg/L (at 21 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP1.35SANGSTER (1994)
Predicted Properties
PropertyValueSource
Water Solubility0.605 mg/mLALOGPS
logP0.88ALOGPS
logP-2ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)3.24ChemAxon
pKa (Strongest Basic)7.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area112.73 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity87.52 m3·mol-1ChemAxon
Polarizability34.54 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.927
Blood Brain Barrier-0.9961
Caco-2 permeable-0.8956
P-glycoprotein substrateSubstrate0.5603
P-glycoprotein inhibitor INon-inhibitor0.9626
P-glycoprotein inhibitor IINon-inhibitor0.9971
Renal organic cation transporterNon-inhibitor0.9689
CYP450 2C9 substrateNon-substrate0.8297
CYP450 2D6 substrateNon-substrate0.8447
CYP450 3A4 substrateNon-substrate0.5825
CYP450 1A2 substrateNon-inhibitor0.9253
CYP450 2C9 inhibitorNon-inhibitor0.9402
CYP450 2D6 inhibitorNon-inhibitor0.9401
CYP450 2C19 inhibitorNon-inhibitor0.9399
CYP450 3A4 inhibitorNon-inhibitor0.8309
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9884
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.5363
BiodegradationNot ready biodegradable0.9844
Rat acute toxicity1.5620 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9998
hERG inhibition (predictor II)Non-inhibitor0.9031
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-1349000000-51be76a1d965184221c8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9810000000-75530784e97a116633e5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9600000000-0f235a2c675944bd7f8aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-006x-9300000000-766d3a6fea596a3f18a8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-9100000000-147bdc3aaa0be3d0b419View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1].
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactams
Sub ClassBeta lactams
Direct ParentPenicillins
Alternative ParentsN-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Phenylacetamides / Aralkylamines / Thiazolidines / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Amino acids / Azetidines / Thiohemiaminal derivatives
SubstituentsPenicillin / N-acyl-alpha amino acid or derivatives / Alpha-amino acid amide / Alpha-amino acid or derivatives / Phenylacetamide / Aralkylamine / Monocyclic benzene moiety / Benzenoid / Thiazolidine / Tertiary carboxylic acid amide
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorspenicillin, beta-lactam antibiotic (CHEBI:28971 ) / penams (C06574 )

Targets

Kind
Protein
Organism
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Pharmacological action
yes
Actions
inhibitor
General Function:
Transferase activity, transferring acyl groups
Specific Function:
Not Available
Gene Name:
pbp2a
Uniprot ID:
Q8DNB6
Uniprot Name:
Penicillin-binding protein 2a
Molecular Weight:
80797.94 Da
References
  1. Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. [PubMed:7447421 ]
Kind
Protein
Organism
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Pharmacological action
yes
Actions
inhibitor
General Function:
Transferase activity, transferring acyl groups
Specific Function:
Not Available
Gene Name:
pbp1b
Uniprot ID:
Q7CRA4
Uniprot Name:
Penicillin-binding protein 1b
Molecular Weight:
89479.92 Da
References
  1. Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. [PubMed:7447421 ]
  2. Sala-Rabanal M, Loo DD, Hirayama BA, Turk E, Wright EM: Molecular interactions between dipeptides, drugs and the human intestinal H+ -oligopeptide cotransporter hPEPT1. J Physiol. 2006 Jul 1;574(Pt 1):149-66. Epub 2006 Apr 20. [PubMed:16627568 ]
Kind
Protein
Organism
Streptococcus pneumoniae
Pharmacological action
yes
Actions
inhibitor
General Function:
Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function:
Not Available
Gene Name:
pbp3
Uniprot ID:
Q75Y35
Uniprot Name:
Penicillin-binding protein 3
Molecular Weight:
45209.84 Da
References
  1. Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. [PubMed:7447421 ]
  2. Li YH, Tanno M, Itoh T, Yamada H: Role of the monocarboxylic acid transport system in the intestinal absorption of an orally active beta-lactam prodrug: carindacillin as a model. Int J Pharm. 1999 Nov 30;191(2):151-9. [PubMed:10564841 ]
Kind
Protein
Organism
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Pharmacological action
yes
Actions
inhibitor
General Function:
Penicillin binding
Specific Function:
Cell wall formation.
Gene Name:
pbpA
Uniprot ID:
Q8DR59
Uniprot Name:
Penicillin-binding protein 1A
Molecular Weight:
79700.9 Da
References
  1. Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. [PubMed:7447421 ]
Kind
Protein
Organism
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Pharmacological action
yes
Actions
inhibitor
General Function:
Not Available
Specific Function:
Penicillin binding
Gene Name:
penA
Uniprot ID:
P0A3M6
Uniprot Name:
Penicillin-binding protein 2B
Molecular Weight:
73872.305 Da
References
  1. Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. [PubMed:7447421 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Proton-dependent oligopeptide secondary active transmembrane transporter activity
Specific Function:
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products.
Gene Name:
SLC15A1
Uniprot ID:
P46059
Uniprot Name:
Solute carrier family 15 member 1
Molecular Weight:
78805.265 Da
References
  1. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Peptide:proton symporter activity
Specific Function:
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides.
Gene Name:
SLC15A2
Uniprot ID:
Q16348
Uniprot Name:
Solute carrier family 15 member 2
Molecular Weight:
81782.77 Da
References
  1. Pedretti A, De Luca L, Marconi C, Regazzoni L, Aldini G, Vistoli G: Fragmental modeling of hPepT2 and analysis of its binding features by docking studies and pharmacophore mapping. Bioorg Med Chem. 2011 Aug 1;19(15):4544-51. doi: 10.1016/j.bmc.2011.06.027. Epub 2011 Jun 16. [PubMed:21741846 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Transmembrane receptor protein tyrosine kinase activity
Specific Function:
Tyrosine-protein kinase that acts as cell-surface receptor for ANGPT1, ANGPT2 and ANGPT4 and regulates angiogenesis, endothelial cell survival, proliferation, migration, adhesion and cell spreading, reorganization of the actin cytoskeleton, but also maintenance of vascular quiescence. Has anti-inflammatory effects by preventing the leakage of proinflammatory plasma proteins and leukocytes from ...
Gene Name:
TEK
Uniprot ID:
Q02763
Uniprot Name:
Angiopoietin-1 receptor
Molecular Weight:
125829.005 Da
References
  1. Gong XW, Mai JH, Xu YH: Discovery of loperamide as an antagonist of angiopoietin1 and angiopoietin2 by virtual screening. Bioorg Med Chem Lett. 2012 Apr 1;22(7):2388-92. doi: 10.1016/j.bmcl.2012.02.036. Epub 2012 Feb 22. [PubMed:22406116 ]

Carriers

Kind
Protein
Organism
Human
Pharmacological action
no
Actions
other/unknown
General Function:
Toxic substance binding
Specific Function:
Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloidal osmotic pressure of blood. Major zinc transporter in plasma, typically binds about 80% of all plasma zinc.
Gene Name:
ALB
Uniprot ID:
P02768
Uniprot Name:
Serum albumin
Molecular Weight:
69365.94 Da
References
  1. Bratlid D, Bergan T: Displacement of albumin-bound antimicrobial agents by bilirubin. Pharmacology. 1976;14(5):464-72. [PubMed:1031216 ]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Symporter activity
Specific Function:
Sodium-ion dependent, high affinity carnitine transporter. Involved in the active cellular uptake of carnitine. Transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Also relative uptake activity ratio of carnitine to TEA is 11.3.
Gene Name:
SLC22A5
Uniprot ID:
O76082
Uniprot Name:
Solute carrier family 22 member 5
Molecular Weight:
62751.08 Da
References
  1. Ganapathy ME, Huang W, Rajan DP, Carter AL, Sugawara M, Iseki K, Leibach FH, Ganapathy V: beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter. J Biol Chem. 2000 Jan 21;275(3):1699-707. [PubMed:10636865 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Proton-dependent oligopeptide secondary active transmembrane transporter activity
Specific Function:
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products.
Gene Name:
SLC15A1
Uniprot ID:
P46059
Uniprot Name:
Solute carrier family 15 member 1
Molecular Weight:
78805.265 Da
References
  1. Covitz KM, Amidon GL, Sadee W: Human dipeptide transporter, hPEPT1, stably transfected into Chinese hamster ovary cells. Pharm Res. 1996 Nov;13(11):1631-4. [PubMed:8956326 ]
  2. Guo A, Hu P, Balimane PV, Leibach FH, Sinko PJ: Interactions of a nonpeptidic drug, valacyclovir, with the human intestinal peptide transporter (hPEPT1) expressed in a mammalian cell line. J Pharmacol Exp Ther. 1999 Apr;289(1):448-54. [PubMed:10087037 ]
  3. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
  4. Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]
  5. Sala-Rabanal M, Loo DD, Hirayama BA, Turk E, Wright EM: Molecular interactions between dipeptides, drugs and the human intestinal H+ -oligopeptide cotransporter hPEPT1. J Physiol. 2006 Jul 1;574(Pt 1):149-66. Epub 2006 Apr 20. [PubMed:16627568 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Peptide:proton symporter activity
Specific Function:
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides.
Gene Name:
SLC15A2
Uniprot ID:
Q16348
Uniprot Name:
Solute carrier family 15 member 2
Molecular Weight:
81782.77 Da
References
  1. Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Symporter activity
Specific Function:
Proton-coupled monocarboxylate transporter. Catalyzes the rapid transport across the plasma membrane of many monocarboxylates such as lactate, pyruvate, branched-chain oxo acids derived from leucine, valine and isoleucine, and the ketone bodies acetoacetate, beta-hydroxybutyrate and acetate. Depending on the tissue and on cicumstances, mediates the import or export of lactic acid and ketone bod...
Gene Name:
SLC16A1
Uniprot ID:
P53985
Uniprot Name:
Monocarboxylate transporter 1
Molecular Weight:
53943.685 Da
References
  1. Li YH, Tanno M, Itoh T, Yamada H: Role of the monocarboxylic acid transport system in the intestinal absorption of an orally active beta-lactam prodrug: carindacillin as a model. Int J Pharm. 1999 Nov 30;191(2):151-9. [PubMed:10564841 ]
Drug created on June 13, 2005 07:24 / Updated on August 02, 2017 16:23