EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:31432 - corynebactin

ChEBI IDCHEBI:31432
ChEBI Namecorynebactin
Stars
DefinitionA crown compound that is enterobactin in which the pro-R hydrogens at positions 2, 6 and 10 of the trilactone backbone are replaced by methyl groups, and in which a glycine spacer separates the trilactone backbone from each of the catecholamide arms. It is the endogenous siderophore of Bacillus subtilis, used for the acquisition of iron.
Last Modified9 February 2015
DownloadsMolfile
FormulaC39H42N6O18
Net Charge0
Average Mass882.789
Monoisotopic Mass882.25556
SMILESC[C@H]1OC(=O)[C@@H](NC(=O)CNC(=O)c2cccc(O)c2O)[C@@H](C)OC(=O)[C@@H](NC(=O)CNC(=O)c2cccc(O)c2O)[C@@H](C)OC(=O)[C@H]1NC(=O)CNC(=O)c1cccc(O)c1O
InChIInChI=1S/C39H42N6O18/c1-16-28(43-25(49)13-40-34(55)19-7-4-10-22(46)31(19)52)37(58)62-18(3)30(45-27(51)15-42-36(57)21-9-6-12-24(48)33(21)54)39(60)63-17(2)29(38(59)61-16)44-26(50)14-41-35(56)20-8-5-11-23(47)32(20)53/h4-12,16-18,28-30,46-48,52-54H,13-15H2,1-3H3,(H,40,55)(H,41,56)(H,42,57)(H,43,49)(H,44,50)(H,45,51)/t16-,17-,18-,28+,29+,30+/m1/s1
InChIKeyRCQTVEFBFUNTGM-BDVHUIKKSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Bacillus subtilis (ncbitaxon:1423) - PubMed (11112781)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
corynebactin (CHEBI:31432) has role bacterial metabolite (CHEBI:76969)
corynebactin (CHEBI:31432) has role metabolite (CHEBI:25212)
corynebactin (CHEBI:31432) is a catechols (CHEBI:33566)
corynebactin (CHEBI:31432) is a crown compound (CHEBI:37409)
corynebactin (CHEBI:31432) is a macrocyclic lactone (CHEBI:63944)
IUPAC Name 
N,N',N''-{[(2R,3S,6R,7S,10R,11S)-2,6,10-trimethyl-4,8,12-trioxo-1,5,9-trioxacyclododecane-3,7,11-triyl]tris[imino(2-oxoethane-2,1-diyl)]}tris(2,3-dihydroxybenzamide)
Synonyms  Source
CorynebactinKEGG COMPOUND
BacillibactinKEGG COMPOUND
2,3-dihydroxybenzoate-glycine-threonine trimeric esterChEBI
UniProt Name  Source
corynebactinUniProt
Manual XrefsDatabases
C12219KEGG COMPOUND
CPD-9984MetaCyc
BacillibactinWikipedia
Registry NumbersSources
Reaxys:10414456Reaxys
CAS:95536-41-7KEGG COMPOUND
CAS:95536-41-7ChemIDplus
Citations