bisucaberin B (CHEBI:209443)

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ChEBI Name	bisucaberin B

ChEBI ID	CHEBI:209443

Definition	A secondary carboxamide resulting from the formal condensation of the carboxy group of N-(3-carboxypropanoyl)-N-hydroxycadaverine with the amino group of N-(3-carboxypropanoyl)-N-hydroxycadaverine. It is a siderophore isolated from the marine bacterium Tenacibaculum mesophilum.

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

Submitter	MetaboLights

Supplier Information

Download	Molfile XML SDF

Formula

C18H34N4O7

Net Charge

Average Mass

418.491

Monoisotopic Mass

418.24275

InChI

InChI=1S/C18H34N4O7/c19-11-3-1-5-13-21(28)16(24)8-7-15(23)20-12-4-2-6-14-22(29)17(25)9-10-18(26)27/h28-29H,1-14,19H2,(H,20,23)(H,26,27)

InChIKey

BFOMYWUPLOKASM-UHFFFAOYSA-N

SMILES

NCCCCCN(O)C(=O)CCC(=O)NCCCCCN(O)C(=O)CCC(O)=O

Metabolite of Species	Details
Tenacibaculum mesophilum (NCBI:txid104268)	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 ) Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

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. marine metabolite Any metabolite produced during a metabolic reaction in marine macro- and microorganisms. bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria.

ChEBI Ontology
Outgoing	bisucaberin B (CHEBI:209443) has functional parent N-(3-carboxypropanoyl)-N-hydroxycadaverine (CHEBI:50443) bisucaberin B (CHEBI:209443) has role bacterial metabolite (CHEBI:76969) bisucaberin B (CHEBI:209443) has role marine metabolite (CHEBI:76507) bisucaberin B (CHEBI:209443) has role siderophore (CHEBI:26672) bisucaberin B (CHEBI:209443) is a amino monocarboxylic acid (CHEBI:52448) bisucaberin B (CHEBI:209443) is a hydroxamic acid (CHEBI:24650) bisucaberin B (CHEBI:209443) is a primary amino compound (CHEBI:50994) bisucaberin B (CHEBI:209443) is a secondary carboxamide (CHEBI:140325) bisucaberin B (CHEBI:209443) is a tertiary carboxamide (CHEBI:140326) bisucaberin B (CHEBI:209443) is tautomer of bisucaberin B zwitterion (CHEBI:229779)

Incoming	bisucaberin B zwitterion (CHEBI:229779) is tautomer of bisucaberin B (CHEBI:209443)

IUPAC Name

4-[(5-{4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanamido}pentyl)(hydroxy)amino]-4-oxobutanoic acid

Synonym	Source
pre-bisucaberin	ChEBI

Last Modified

25 March 2024