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.
Supplier Information
Download Molfile XML SDF
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 (Bronsted 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
N2-(N5-formyl-N5-hydroxy-D-ornithyl)-N5-(N5-formyl-N5-hydroxy-D-ornithyl-D-allothreonyl)-N5-hydroxy-L-ornithine
Manual Xref Database
C15719 KEGG COMPOUND
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Citation Waiting for Citations Type Source
21342472 PubMed citation Europe PMC
Last Modified
06 February 2015