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clavulanic acid

Go to external page http://purl.obolibrary.org/obo/CHEBI_48947

Antibiotic isolated from Streptomyces clavuligerus. It acts as a suicide inhibitor of bacterial beta-lactamase enzymes.

Term info

Label

clavulanic acid

Synonyms
  • (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • Clavulanic acid
database cross reference
Subsets

3_STAR

INN
acide clavulanique [ ChemIDplus ]

INN
acidum clavulanicum [ ChemIDplus ]

INN
clavulanic acid [ ChemIDplus ]

INN
acido clavulanico [ ChemIDplus ]

IUPAC NAME
(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid [ IUPAC ]

charge

0

formula

C8H9NO5

has alternative id

CHEBI:3736, CHEBI:43442

has obo namespace

chebi_ontology

has related synonym

antibiotic MM 14151, (2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE)-7-OXO-4-OXA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID, clavulanic acid, acido clavulanico, (Z)-(2R,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, MM 14151, acidum clavulanicum, Clavulansaeure, acide clavulanique, Clavulanate, clavulonic acid

id

CHEBI:48947

inchi

InChI=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

inchikey

HZZVJAQRINQKSD-PBFISZAISA-N

mass

199.16080

monoisotopicmass

199.04807

smiles

[H][C@@]12CC(=O)N1[C@@H](C(O)=O)\C(O2)=C\CO