CHEBI:50437 - desferrioxamine E

ChEBI IDCHEBI:50437
ChEBI Namedesferrioxamine E
Stars
DefinitionA cyclic hydroxamic acid siderophore that is produced by several bacterial species and exhibits antitumour activity.
Last Modified9 February 2015
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC27H48N6O9
Net Charge0
Average Mass600.714
Monoisotopic Mass600.34828
SMILESO=C1CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN1
InChIInChI=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)
InChIKeyNHKCCADZVLTPPO-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) latex (BTO:0000710) PubMed (21879726) Previous component: resin; MeOH extract of cell mass and HP20 resin Strain: C34
Streptomyces olivaceus (ncbitaxon:47716) - PubMed (1367428) Strain: TU 2718
Citricoccus sp. (ncbitaxon:907777) - PubMed (21376551) Strain: KMM 3890
Erwinia amylovora (ncbitaxon:552) - PubMed (21814817)
Roles Classification
Chemical Role:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
deferrioxamine EChemIDplus
nocardamineChemIDplus
nocardaminChemIDplus
Manual XrefsDatabases
CPD-11957MetaCyc
Registry NumbersSources
Reaxys:381704Reaxys
CAS:26605-16-3ChemIDplus
Citations