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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:134612 - staphyloferrin B
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ChEBI Ontology
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ChEBI Name
staphyloferrin B
ChEBI ID
CHEBI:134612
Definition
A siderophore composed from
L
-2,3-diaminopropionic acid, citric acid, 1,2-diaminoethane and α-ketoglutaric acid units.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Kristian Axelsen
Supplier Information
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Formula
C16H24N4O11
Net Charge
0
Average Mass
448.383
Monoisotopic Mass
448.14416
InChI
InChI=1S/C16H24N4O11/c17-
8(13(25)
26)
7-
20-
12(24)
6-
16(31,15(29)
30)
5-
11(23)
19-
4-
3-
18-
10(22)
2-
1-
9(21)
14(27)
28/h8,31H,1-
7,17H2,(H,18,22)
(H,19,23)
(H,20,24)
(H,25,26)
(H,27,28)
(H,29,30)
/t8-
,16-
/m0/s1
InChIKey
SIAZVTIHOHTZDD-PWJLMRLQSA-N
SMILES
O=C(NCCNC(CCC(C(O)=O)=O)=O)C[C@](CC(=O)NC[C@@H](C(O)=O)N)(C(O)=O)O
Metabolite of Species
Details
Staphylococcus aureus
(NCBI:txid1280)
See:
PubMed
Staphylococcus hyicus
(NCBI:txid1284)
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 (Br
o
nsted base).
(via
oxoacid
)
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
staphyloferrin B (
CHEBI:134612
)
has functional parent
citric acid (
CHEBI:30769
)
staphyloferrin B (
CHEBI:134612
)
has role
bacterial metabolite (
CHEBI:76969
)
staphyloferrin B (
CHEBI:134612
)
has role
siderophore (
CHEBI:26672
)
staphyloferrin B (
CHEBI:134612
)
is a
oxo carboxylic acid (
CHEBI:25754
)
staphyloferrin B (
CHEBI:134612
)
is a
tertiary alcohol (
CHEBI:26878
)
staphyloferrin B (
CHEBI:134612
)
is a
tricarboxylic acid (
CHEBI:27093
)
staphyloferrin B (
CHEBI:134612
)
is a
tricarboxylic acid amide (
CHEBI:50665
)
staphyloferrin B (
CHEBI:134612
)
is conjugate acid of
staphyloferrin B(2−) (
CHEBI:136993
)
Incoming
staphyloferrin B(2−) (
CHEBI:136993
)
is conjugate base of
staphyloferrin B (
CHEBI:134612
)
IUPAC Name
5-
[(2-
{[(3
S
)-
5-
{[(2
S
)-
2-
amino-
2-
carboxyethyl]amino}-
3-
carboxy-
3-
hydroxy-
5-
oxopentanoyl]amino}ethyl)amino]-
2,5-
dioxopentanoic acid
Manual Xref
Database
CPD-12590
MetaCyc
View more database links
Citations
Types
Sources
15547261
PubMed citation
Europe PMC
19775248
PubMed citation
SUBMITTER
20810662
PubMed citation
Europe PMC
21402762
PubMed citation
Europe PMC
21906287
PubMed citation
Europe PMC
24666349
PubMed citation
Europe PMC
26030732
PubMed citation
SUBMITTER
26534960
PubMed citation
Europe PMC
26794841
PubMed citation
Europe PMC
8138126
PubMed citation
SUBMITTER
8400765
PubMed citation
Europe PMC
PMC4697176
PubMed Central citation
Europe PMC
Last Modified
23 January 2019