coelichelin (CHEBI:80049)

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CHEBI:80049 - coelichelin

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ChEBI ID	CHEBI:80049
ChEBI Name	coelichelin
Stars
Definition	A tetrapeptide hydroxamate siderophore that is isolated from Streptomyces coelicolor.
Last Modified	6 February 2015
Downloads	Molfile

Formula	C21H39N7O11
Net Charge	0
Average Mass	565.581
Monoisotopic Mass	565.27076
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
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

Species of Metabolite	Component	Source	Comments
Streptomyces coelicolor A3(2) (ncbitaxon:100226)	-	PubMed (21342472)

Roles Classification

Chemical Roles:	siderophore Any of low-molecular-mass iron(III)-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 (Brønsted acid).
Biological Roles:	siderophore Any of low-molecular-mass iron(III)-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.

ChEBI Ontology

Outgoing Relation(s)
	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 Relation(s)
Incoming Relation(s)	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 Xrefs	Databases
C15719	KEGG COMPOUND

Citations