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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:18157 - aerobactin
Main
ChEBI Ontology
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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
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Formula
C22H36N4O13
Net Charge
0
Average Mass
564.54040
Monoisotopic Mass
564.22789
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
.
virulence factor
Any toxin secreted by bacteria, viruses, fungi or protozoa enabling them to achieve colonisation of a niche in the host, inhibit or evade the host's immune response, enter and exit cells, or obtain nutrition from the host.
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
)
has role
virulence factor (
CHEBI:72316
)
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
N
2
,
N
2
'-
(3-
carboxy-
3-
hydroxypentanedioyl)bis(
N
6
-
acetyl-
N
6
-
hydroxy-
L
-
lysine)
Synonyms
Sources
(8
S
,16
S
)-
3,12,21-
trihydroxy-
2,10,14,22-
tetraoxo-
3,9,15,21-
tetraazatricosane-
8,12,16-
tricarboxylic acid
ChEBI
Aerobactin
KEGG COMPOUND
Manual Xrefs
Databases
Aerobactin
Wikipedia
AEROBACTIN
MetaCyc
C05554
KEGG COMPOUND
FDB023292
FooDB
HMDB0004051
HMDB
View more database links
Registry Number
Type
Source
26198-65-2
CAS Registry Number
ChemIDplus
Citations
Types
Sources
17600077
PubMed citation
Europe PMC
22716772
PubMed citation
Europe PMC
23460907
PubMed citation
Europe PMC
24664504
PubMed citation
Europe PMC
26056379
PubMed citation
Europe PMC
28654175
PubMed citation
Europe PMC
28736222
PubMed citation
Europe PMC
29618511
PubMed citation
Europe PMC
29991301
PubMed citation
Europe PMC
31032610
PubMed citation
Europe PMC
31328596
PubMed citation
Europe PMC
31847813
PubMed citation
Europe PMC
32432457
PubMed citation
Europe PMC
6456229
PubMed citation
Europe PMC
Last Modified
25 September 2020