deferrichrome (CHEBI:90132)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:90132 - deferrichrome

Take structure to advanced search

ChEBI ID	CHEBI:90132
ChEBI Name	deferrichrome
Stars
Definition	A homodetic cyclic peptide composed from two units of three glycyl and three N⁵-acetyl-N⁵-hydroxy-L-ornithyl residues.
Last Modified	28 January 2016
Submitter	mwilliams
Downloads	Molfile

Formula	C27H45N9O12
Net Charge	0
Average Mass	687.708
Monoisotopic Mass	687.31877
SMILES	CC(=O)N(O)CCC[C@@H]1NC(=O)CNC(=O)CNC(=O)CNC(=O)[C@H](CCCN(O)C(C)=O)NC(=O)[C@H](CCCN(O)C(C)=O)NC1=O
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

Species of Metabolite	Component	Source	Comments
Mus musculus (ncbitaxon:10090)
	-	MetaboLights (MTBLS87)
	-	DOI (10.1371/journal.pone.0115359)

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 Role:	siderophore Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.

ChEBI Ontology

Outgoing Relation(s)
	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	Source
desferrichrome	ChEBI
ferrichrome with no bound iron	MetaCyc
N-Desferriferrichrome	ChEBI
N-Dffc	ChEBI

Manual Xrefs	Databases
CPD0-2205	MetaCyc

Registry Numbers	Sources
Reaxys:5220926	Reaxys
CAS:34787-28-5	ChemIDplus