CHEBI:171659 - quinolobactin

ChEBI IDCHEBI:171659
ChEBI Namequinolobactin
Stars
DefinitionA quinolinemonocarboxylic acid that is xanthurenic acid in which the hydroxy group at position 4 is replaced by a methoxy group. It is a siderophore isolated from Pseudomonas fluorescens ATCC 17400.
Last Modified29 April 2021
SubmitterMartin Larralde
DownloadsMolfile
FormulaC11H9NO4
Net Charge0
Average Mass219.196
Monoisotopic Mass219.05316
SMILESCOc1cc(C(=O)O)nc2c(O)cccc12
InChIInChI=1S/C11H9NO4/c1-16-9-5-7(11(14)15)12-10-6(9)3-2-4-8(10)13/h2-5,13H,1H3,(H,14,15)
InChIKeyBBZLFYDYFRWHEF-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Pseudomonas fluorescens (ncbitaxon:294) - PubMed (10653708 ) GenBank: AY271621.1 Strain: ATCC 17400
Roles Classification
Chemical Roles:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
quinolobactin (CHEBI:171659) has functional parent xanthurenic acid (CHEBI:10072)
quinolobactin (CHEBI:171659) has role bacterial metabolite (CHEBI:76969)
quinolobactin (CHEBI:171659) has role siderophore (CHEBI:26672)
quinolobactin (CHEBI:171659) is a aromatic ether (CHEBI:35618)
quinolobactin (CHEBI:171659) is a monohydroxyquinoline (CHEBI:38775)
quinolobactin (CHEBI:171659) is a phenols (CHEBI:33853)
quinolobactin (CHEBI:171659) is a quinolinemonocarboxylic acid (CHEBI:26512)
IUPAC Name 
8-hydroxy-4-methoxyquinoline-2-carboxylic acid
Synonyms  Source
4-methoxy-8-hydroxyquinoline-2-carboxylic acidChEBI
8-hydroxy-4-methoxy-quinaldic acidChEBI
8-hydroxy-4-methoxyquinaldic acidChEBI
Manual XrefsDatabases
C00026479KNApSAcK
Registry NumbersSources
CAS:28027-14-7KNApSAcK
Citations