ferrirubin (CHEBI:77867)

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CHEBI:77867 - ferrirubin

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ChEBI ID	CHEBI:77867
ChEBI Name	ferrirubin
Stars
Definition	A member of the class of ferrichromes that is an iron(III) chelate of the homodetic cyclic hexapeptide (cyclo{glycyl-L-seryl-L-seryl-N⁵-hydroxy-N⁵-[(2Z)-5-hydroxy-3-methyl-1-pent-2-enoyl]-L-ornithyl-N⁵-hydroxy-N⁵-[(2Z)-5-hydroxy-3-methyl-1-pent-2-enoyl]-L-ornithyl-N⁵-hydroxy-N⁵-[(2Z)-5-hydroxy-3-methyl-1-pent-2-enoyl]-L-ornithine
Last Modified	1 March 2017
Submitter	Steve
Downloads	Molfile

Formula	C41H64FeN9O17
Net Charge	0
Average Mass	1010.854
Monoisotopic Mass	1010.37695
SMILES	C/C(=C/C1=[O+][Fe-3]2345[O]N1CCC[C@@H]1NC(=O)[C@H](CCCN([O]2)C(/C=C(/C)CCO)=[O+]3)NC(=O)[C@H](CCCN([O]4)C(/C=C(/C)CCO)=[O+]5)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)CNC1=O)CCO
InChI	InChI=1S/C41H64N9O17.Fe/c1-25(10-16-51)19-34(57)48(65)13-4-7-28-37(60)42-22-33(56)43-31(23-54)40(63)47-32(24-55)41(64)46-30(9-6-15-50(67)36(59)21-27(3)12-18-53)39(62)45-29(38(61)44-28)8-5-14-49(66)35(58)20-26(2)11-17-52;/h19-21,28-32,51-55H,4-18,22-24H2,1-3H3,(H,42,60)(H,43,56)(H,44,61)(H,45,62)(H,46,64)(H,47,63);/q-3;+3/b25-19-,26-20-,27-21-;/t28-,29-,30-,31-,32-;/m0./s1
InChIKey	SEQVPEQKJMMKNO-RQCMKQRDSA-N

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:	fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds. Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.

ChEBI Ontology

Outgoing Relation(s)
	ferrirubin (CHEBI:77867) has role fungal metabolite (CHEBI:76946)
	ferrirubin (CHEBI:77867) is a ferrichromes (CHEBI:61414)
	ferrirubin (CHEBI:77867) is a homoallylic alcohol (CHEBI:134362)

IUPAC Name
(cyclo{glycyl-L-seryl-L-seryl-N⁵-(hydroxy-κO)-N⁵-[(2Z)-5-hydroxy-3-methyl-1-(oxo-κO)pent-2-en-1-yl]-L-ornithyl-N⁵-(hydroxy-κO)-N⁵-[(2Z)-5-hydroxy-3-methyl-1-(oxo-κO)pent-2-en-1-yl]-L-ornithyl-N⁵-hydroxy-κO-N⁵-[(2Z)-5-hydroxy-3-methyl-1-(oxo-κO)pent-2-en-1-yl]-L-ornithyl})iron

Synonym	Source
Ferrirhodin	ChemIDplus

Registry Numbers	Sources
CAS:29825-06-7	ChemIDplus

Citations