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CHEBI:209443 - bisucaberin B

ChEBI IDCHEBI:209443
ChEBI Namebisucaberin B
Stars
DefinitionA 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.
Last Modified25 March 2024
SubmitterMetaboLights
DownloadsMolfile
FormulaC18H34N4O7
Net Charge0
Average Mass418.491
Monoisotopic Mass418.24275
SMILESNCCCCCN(O)C(=O)CCC(=O)NCCCCCN(O)C(=O)CCC(=O)O
InChIInChI=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)
InChIKeyBFOMYWUPLOKASM-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Tenacibaculum mesophilum (ncbitaxon:104268) - PubMed (23549298)
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 base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
siderophore  Any of low-molecular-mass iron(III)-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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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-bisucaberinChEBI
Manual XrefsDatabases
17588243ChemSpider
Citations