CHEBI:18157 - aerobactin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name aerobactin
ChEBI ID CHEBI:18157
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:13745, CHEBI:2499
Supplier Information
Download Molfile XML SDF
Formula C22H36N4O13
Net Charge 0
Average Mass 564.54040
Monoisotopic Mass 564.228
InChI InChI=1S/C22H36N4O13/c1-13(27)25(38)9-5-3-7-15(19(31)32)23-17(29)11-22(37,21(35)36)12-18(30)24-16(20(33)34)8-4-6-10-26(39)14(2)28/h15-16,37-39H,3-12H2,1-2H3,(H,23,29)(H,24,30)(H,31,32)(H,33,34)(H,35,36)/t15-,16-/m0/s1
InChIKey KDHHWXGBNUCREU-HOTGVXAUSA-N
SMILES CC(=O)N(O)CCCC[C@H](NC(=O)CC(O)(CC(=O)N[C@@H](CCCCN(O)C(C)=O)C(O)=O)C(O)=O)C(O)=O
Metabolite of Species Details
Escherichia coli (NCBI:txid562) 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.
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.
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing aerobactin (CHEBI:18157) has role Escherichia coli metabolite (CHEBI:76971)
aerobactin (CHEBI:18157) has role siderophore (CHEBI:26672)
aerobactin (CHEBI:18157) is a L-lysine derivative (CHEBI:25095)
aerobactin (CHEBI:18157) is conjugate acid of aerobactinate(3−) (CHEBI:58396)
Incoming aerobactinate(3−) (CHEBI:58396) is conjugate base of aerobactin (CHEBI:18157)
IUPAC Name
N2,N2'-(3-carboxy-3-hydroxypentanedioyl)bis(N6-acetyl-N6-hydroxy-L-lysine)
Synonyms Sources
(8S,16S)-3,12,21-trihydroxy-2,10,14,22-tetraoxo-3,9,15,21-tetraazatricosane-8,12,16-tricarboxylic acid ChEBI
Aerobactin KEGG COMPOUND
Ferric-aerobactin ChemIDplus
Manual Xref Database
C05554 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
26198-65-2 CAS Registry Number KEGG COMPOUND
26198-65-2 CAS Registry Number ChemIDplus
Last Modified
25 January 2016