ChEBI Name desferrioxamine E
ChEBI ID CHEBI:50437
Definition A cyclic hydroxamic acid siderophore that is produced by several bacterial species and exhibits antitumour activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H48N6O9
Net Charge 0
Average Mass 600.70506
InChI InChI=1S/C27H48N6O9/c34-22-10-14-26(38)32(41)20-8-3-6-18-30-24(36)12-15-27(39)33(42)21-9-2-5-17-29-23(35)11-13-25(37)31(40)19-7-1-4-16-28-22/h40-42H,1-21H2,(H,28,34)(H,29,35)(H,30,36)
InChIKey NHKCCADZVLTPPO-UHFFFAOYSA-N
SMILES ON1CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O
Metabolite of Species Details
Streptomyces sp. (NCBI:1931) Found in latex (BTO:0000710). Previous component: resin; MeOH extract of cell mass and HP20 resin of strain C34 See: PubMed
Streptomyces olivaceus (NCBI:47716) of strain TU 2718 See: PubMed
Erwinia amylovora (NCBI:552) See: PubMed
Citricoccus sp. (NCBI:907777) of strain KMM 3890 See: PubMed
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.
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.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing desferrioxamine E (CHEBI:50437) has role antineoplastic agent (CHEBI:35610)
desferrioxamine E (CHEBI:50437) has role bacterial metabolite (CHEBI:76969)
desferrioxamine E (CHEBI:50437) has role marine metabolite (CHEBI:76507)
desferrioxamine E (CHEBI:50437) has role siderophore (CHEBI:26672)
desferrioxamine E (CHEBI:50437) is a cyclic desferrioxamine (CHEBI:50455)
desferrioxamine E (CHEBI:50437) is a cyclic hydroxamic acid (CHEBI:23445)
desferrioxamine E (CHEBI:50437) is a macrocycle (CHEBI:51026)
desferrioxamine E (CHEBI:50437) is conjugate acid of desferrioxamine E(3−) (CHEBI:84730)
Incoming desferrioxamine E(3−) (CHEBI:84730) is conjugate base of desferrioxamine E (CHEBI:50437)
IUPAC Name
1,12,23-trihydroxy-1,6,12,17,23,28-hexaazacyclotritriacontane-2,5,13,16,24,27-hexone
Synonyms Sources
deferrioxamine E ChemIDplus
nocardamin ChemIDplus
nocardamine ChemIDplus
Database Link Database
CPD-11957 MetaCyc
View more database links
Registry Numbers Types Sources
26605-16-3 CAS Registry Number ChemIDplus
381704 Reaxys Registry Number Reaxys
381704 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
1367428 PubMed citation CiteXplore
21376551 PubMed citation CiteXplore
21628895 PubMed citation CiteXplore
21814817 PubMed citation CiteXplore
21879726 PubMed citation CiteXplore
23839716 PubMed citation CiteXplore
Last Modified
09 febrero 2015