CHEBI:77867 - ferrirubin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ferrirubin
ChEBI ID CHEBI:77867
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
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C41H64FeN9O17
Net Charge 0
Average Mass 1010.84200
Monoisotopic Mass 1010.37695
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
SMILES OCC\C(=C/C1=[O+][Fe-3]2345[O+]=C(\C=C(\C)CCO)N(CCC[C@H]6C(NCC(N[C@@H](CO)C(N[C@@H](CO)C(N[C@H](C(N[C@H](C(N6)=O)CCCN(C(\C=C(\C)CCO)=[O+]2)O3)=O)CCCN1O4)=O)=O)=O)=O)O5)C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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.
(via iron(III) hydroxamate )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
29825-06-7 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
2088417 PubMed citation Europe PMC
Last Modified
01 March 2017