CHEBI:90132 - deferrichrome

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ChEBI Name deferrichrome
ChEBI ID CHEBI:90132
Definition A homodetic cyclic peptide composed from two units of three glycyl and three N5-acetyl-N5-hydroxy-L-ornithyl residues.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H45N9O12
Net Charge 0
Average Mass 687.700
Monoisotopic Mass 687.31877
InChI InChI=1S/C27H45N9O12/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39/h19-21,46-48H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44)/t19-,20-,21-/m0/s1
InChIKey ZFDAUYPBCXMSBF-ACRUOGEOSA-N
SMILES [C@@H]1(C(=O)N[C@H](C(=O)N[C@H](C(NCC(NCC(NCC(N1)=O)=O)=O)=O)CCCN(O)C(=O)C)CCCN(O)C(=O)C)CCCN(O)C(=O)C
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: MetaboLights Study
Mus musculus (NCBI:txid10090) See: DOI
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing deferrichrome (CHEBI:90132) has role siderophore (CHEBI:26672)
deferrichrome (CHEBI:90132) is a homodetic cyclic peptide (CHEBI:24613)
deferrichrome (CHEBI:90132) is a macrocycle (CHEBI:51026)
IUPAC Name
cyclo(glycyl-N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithylglycylglycyl)
Synonyms Sources
desferrichrome ChEBI
ferrichrome with no bound iron MetaCyc
N-Desferriferrichrome ChEBI
N-Dffc ChEBI
Manual Xref Database
CPD0-2205 MetaCyc
View more database links
Registry Numbers Types Sources
34787-28-5 CAS Registry Number ChemIDplus
5220926 Reaxys Registry Number Reaxys
Last Modified
28 January 2016