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> Main
CHEBI:80049 - coelichelin
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ChEBI Name
coelichelin
ChEBI ID
CHEBI:80049
Definition
A tetrapeptide hydroxamate siderophore that is isolated from
Streptomyces coelicolor
.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C21H39N7O11
Net Charge
0
Average Mass
565.57470
Monoisotopic Mass
565.27076
InChI
InChI=1S/C21H39N7O11/c1-
13(31)
17(25-
19(33)
15(23)
6-
3-
9-
27(38)
12-
30)
20(34)
28(39)
10-
4-
7-
16(21(35)
36)
24-
18(32)
14(22)
5-
2-
8-
26(37)
11-
29/h11-
17,31,37-
39H,2-
10,22-
23H2,1H3,(H,24,32)
(H,25,33)
(H,35,36)
/t13-
,14-
,15-
,16+,17-
/m1/s1
InChIKey
ZPJLQAOTGYKOBJ-OVYGPGRDSA-N
SMILES
C[C@@H](O)[C@@H](NC(=O)[C@H](N)CCCN(O)C=O)C(=O)N(O)CCC[C@H](NC(=O)[C@H](N)CCCN(O)C=O)C(O)=O
Metabolite of Species
Details
Streptomyces coelicolor A3(2)
(NCBI:txid100226)
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 base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted 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.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
coelichelin (
CHEBI:80049
)
has role
bacterial metabolite (
CHEBI:76969
)
coelichelin (
CHEBI:80049
)
has role
siderophore (
CHEBI:26672
)
coelichelin (
CHEBI:80049
)
is a
formamides (
CHEBI:24079
)
coelichelin (
CHEBI:80049
)
is a
hydroxamic acid (
CHEBI:24650
)
coelichelin (
CHEBI:80049
)
is a
tetrapeptide (
CHEBI:48030
)
coelichelin (
CHEBI:80049
)
is conjugate acid of
coelichelin(3−) (
CHEBI:84724
)
Incoming
coelichelin(3−) (
CHEBI:84724
)
is conjugate base of
coelichelin (
CHEBI:80049
)
IUPAC Name
N
2
-
(
N
5
-
formyl-
N
5
-
hydroxy-
D
-
ornithyl)-
N
5
-
(
N
5
-
formyl-
N
5
-
hydroxy-
D
-
ornithyl-
D
-
allothreonyl)-
N
5
-
hydroxy-
L
-
ornithine
Manual Xref
Database
C15719
KEGG COMPOUND
View more database links
Citation
Type
Source
21342472
PubMed citation
Europe PMC
Last Modified
06 February 2015