National Cancer Institute Thesaurus

Last uploaded: February 23, 2024
Preferred Name

Ampicillin

Synonyms

(2S,5R,6R)-6-((R)-2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid

AMPICILLIN

Ampicillin

Definitions

A broad-spectrum, semi-synthetic, beta-lactam penicillin antibiotic with bactericidal activity. Ampicillin binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall and causes cell lysis. Ampicillin is stable against hydrolysis by a variety of beta-lactamases, therefore, can be used in wide range of gram-positive and -negative infections.

ID

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C239

CAS_Registry

69-53-4

CHEBI_ID

CHEBI:28971

Chemical_Formula

C16H19N3O4S

code

C239

Concept_In_Subset

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C201600

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C63923

Contributing_Source

FDA

HemOnc

DEFINITION

A broad-spectrum, semi-synthetic, beta-lactam penicillin antibiotic with bactericidal activity. Ampicillin binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall and causes cell lysis. Ampicillin is stable against hydrolysis by a variety of beta-lactamases, therefore, can be used in wide range of gram-positive and -negative infections.

FDA_UNII_Code

7C782967RD

FULL_SYN

(2S,5R,6R)-6-((R)-2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid

AMPICILLIN

Ampicillin

Has_Salt_Form

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C47959

label

Ampicillin

Legacy Concept Name

Ampicillin

NSC Number

528986

Preferred_Name

Ampicillin

prefixIRI

Thesaurus:C239

Semantic_Type

Organic Chemical

Pharmacologic Substance

Antibiotic

UMLS_CUI

C0002680

subClassOf

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1500

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http://purl.obolibrary.org/obo/XCO_0001187 XCO LOOM
http://purl.bioontology.org/ontology/RCD/e32.. RCD LOOM
http://www.co-ode.org/ontologies/galen#Ampicillin GALEN LOOM
http://www.phoc.org.cn/pmo/class/PMO_00015925 PMAPP-PMO LOOM
http://purl.bioontology.org/ontology/LNC/LP15762-5 LOINC LOOM
http://purl.bioontology.org/ontology/CSP/0199-5608 CRISP LOOM
http://www.projecthalo.com/aura#Ampicillin AURA LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#1051 OCHV LOOM
http://purl.obolibrary.org/obo/ARO_3000637 ARO LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D02.065.589.099.750.750.050 RH-MESH LOOM
http://purl.bioontology.org/ontology/ATC/S01AA19 ATC LOOM
http://purl.bioontology.org/ontology/MESH/D000667 MESH LOOM
http://purl.bioontology.org/ontology/SNOMEDCT/387170002 SNOMEDCT LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 EFO LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 PDRO LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 FIDEO LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 EUPATH LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 COVID-19 LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 BERO LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 BIOMODELS LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 DRON LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 CHEBI LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 NIFSTD LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 PHIPO LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 GENEPIO LOOM
http://purl.obolibrary.org/obo/CHEBI_28971 MCO LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D000667 RH-MESH LOOM
http://purl.jp/bio/4/id/200906025478678478 IOBC LOOM
http://purl.bioontology.org/ontology/SNMI/C-54640 SNMI LOOM
http://purl.bioontology.org/ontology/RXNORM/733 RXNORM LOOM
http://purl.bioontology.org/ontology/ATC/J01CA01 ATC LOOM
http://purl.obolibrary.org/obo/OMIT_0002081 OMIT LOOM
http://purl.bioontology.org/ontology/LNC/MTHU007962 LOINC LOOM
http://purl.jp/bio/10/gmo/GMO_001692 GMO LOOM
http://purl.bioontology.org/ontology/NDFRT/N0000145927 NDFRT LOOM
http://purl.bioontology.org/ontology/VANDF/4017545 VANDF LOOM
https://go.drugbank.com/drugs/DB00415 MDM LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D04.075.080.875.099.221.750.750.050 RH-MESH LOOM
http://purl.obolibrary.org/obo/NCIT_C239 BERO LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D02.886.108.750.750.050 RH-MESH LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D03.438.260.825.750.050 RH-MESH LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D03.605.084.737.750.050 RH-MESH LOOM
http://purl.obolibrary.org/obo/MESH_D000667 BERO LOOM
http://stirdf.jst.go.jp/id/200907079586424721 IOBC LOOM
http://www.gamuts.net/entity#ampicillin GAMUTS LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#C0002680 OCHV LOOM