quinolobactin (CHEBI:171659)

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ChEBI Name	quinolobactin

ChEBI ID	CHEBI:171659

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Martin Larralde

Supplier Information

Download	Molfile XML SDF

Formula

C11H9NO4

Net Charge

Average Mass

219.196

Monoisotopic Mass

219.05316

InChI

InChI=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)

InChIKey

BBZLFYDYFRWHEF-UHFFFAOYSA-N

SMILES

COC1=CC(=NC2=C(O)C=CC=C12)C(O)=O

Metabolite of Species	Details
Pseudomonas fluorescens (NCBI:txid294)	GenBank: AY271621.1 of strain ATCC 17400 See: PubMed

Roles Classification
Chemical Role(s):	siderophore Any of low-molecular-mass iron(3)-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 (Bronsted base). (via oxoacid )

Biological Role(s):	siderophore Any of low-molecular-mass iron(3)-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	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	Sources
4-methoxy-8-hydroxyquinoline-2-carboxylic acid	ChEBI
8-hydroxy-4-methoxy-quinaldic acid	ChEBI
8-hydroxy-4-methoxyquinaldic acid	ChEBI

Registry Number	Type	Source
28027-14-7	CAS Registry Number	KNApSAcK

Last Modified

29 April 2021