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CHEBI:48947 - clavulanic acid

Default Structure
ChEBI IDCHEBI:48947
ChEBI Nameclavulanic acid
Stars
DefinitionAntibiotic isolated from Streptomyces clavuligerus. It acts as a suicide inhibitor of bacterial β-lactamase enzymes.
Secondary ChEBI IDsCHEBI:3736, CHEBI:43442
Last Modified22 February 2017
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC8H9NO5
Net Charge0
Average Mass199.162
Monoisotopic Mass199.04807
SMILES[H][C@@]12CC(=O)N1[C@@H](C(=O)O)/C(=C/CO)O2
InChIInChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1
InChIKeyHZZVJAQRINQKSD-PBFISZAISA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Streptomyces clavuligerus (ncbitaxon:1901) - PubMed (18450406)
Roles Classification
Biological Roles:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
EC 3.5.2.6 (beta-lactamase) inhibitor  An EC 3.5.2.* (non-peptide cyclic amide C-N hydrolase) inhibitor that interferes with the action of β-lactamase (EC 3.5.2.6).
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial drug  A drug used to treat or prevent bacterial infections.
anti-obesity agent  Any substance which is used to reduce or control weight.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antiviral agent  A substance that destroys or inhibits replication of viruses.
Applications:
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
vasodilator agent  A drug used to cause dilation of the blood vessels.
antibacterial drug  A drug used to treat or prevent bacterial infections.
anxiolytic drug  Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
clavulanic acid (CHEBI:48947) has role anti-asthmatic agent (CHEBI:65023)
clavulanic acid (CHEBI:48947) has role anti-obesity agent (CHEBI:74518)
clavulanic acid (CHEBI:48947) has role anti-ulcer drug (CHEBI:49201)
clavulanic acid (CHEBI:48947) has role antibacterial agent (CHEBI:33282)
clavulanic acid (CHEBI:48947) has role antibacterial drug (CHEBI:36047)
clavulanic acid (CHEBI:48947) has role antidepressant (CHEBI:35469)
clavulanic acid (CHEBI:48947) has role antiinfective agent (CHEBI:35441)
clavulanic acid (CHEBI:48947) has role antimicrobial agent (CHEBI:33281)
clavulanic acid (CHEBI:48947) has role antineoplastic agent (CHEBI:35610)
clavulanic acid (CHEBI:48947) has role antitubercular agent (CHEBI:33231)
clavulanic acid (CHEBI:48947) has role antiviral agent (CHEBI:22587)
clavulanic acid (CHEBI:48947) has role anxiolytic drug (CHEBI:35474)
clavulanic acid (CHEBI:48947) has role bacterial metabolite (CHEBI:76969)
clavulanic acid (CHEBI:48947) has role EC 3.5.2.6 (β-lactamase) inhibitor (CHEBI:35625)
clavulanic acid (CHEBI:48947) has role vasodilator agent (CHEBI:35620)
clavulanic acid (CHEBI:48947) is a oxapenam (CHEBI:64509)
clavulanic acid (CHEBI:48947) is conjugate acid of clavulanate (CHEBI:487869)
Incoming Relation(s)
clavulanate (CHEBI:487869) is conjugate base of clavulanic acid (CHEBI:48947)
IUPAC Name 
(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
INNs  Source
acide clavulaniqueChemIDplus
ácido clavulánicoChemIDplus
acidum clavulanicumChemIDplus
clavulanic acidChemIDplus
Synonyms  Source
(2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE)-7-OXO-4-OXA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACIDPDBeChem
antibiotic MM 14151ChemIDplus
BRL 14151ChEMBL
BRL-14151ChEMBL
ClavulanateKEGG COMPOUND
Clavulanic acidKEGG COMPOUND
Manual XrefsDatabases
1930VSDB
669DrugCentral
C00018091KNApSAcK
C06662KEGG COMPOUND
Clavulanic_AcidWikipedia
D07711KEGG DRUG
DB00766DrugBank
DE2517316Patent
HMDB0014904HMDB
J01PDBeChem
Registry NumbersSources
Reaxys:787059Reaxys
Beilstein:787059Beilstein
CAS:58001-44-8KEGG COMPOUND
CAS:58001-44-8DrugBank
CAS:58001-44-8ChemIDplus
Citations