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corynebactin
A 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.


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03. Biological Effects of Specific Chemicals: biophysical uses [CHEBI:52208] > membrane transport modulator [CHEBI:38632] > ionophore [CHEBI:24869] > iron ionophore [CHEBI:24874]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 corynebactin [CHEBI:31432] (1)
 biophysical uses [CHEBI:52208] (136) 
 membrane transport modulator [CHEBI:38632] (122) 
 ionophore [CHEBI:24869] (20) 
 iron ionophore [CHEBI:24874] (16) 
 siderophore [CHEBI:26672] (15) 
 corynebactin [CHEBI:31432] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 corynebactin [CHEBI:31432] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 corynebactin [CHEBI:31432] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 crown compound [CHEBI:37409] (13) 
 corynebactin [CHEBI:31432] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 corynebactin [CHEBI:31432] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 crown compound [CHEBI:37409] (13) 
 corynebactin [CHEBI:31432] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 corynebactin [CHEBI:31432] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 corynebactin [CHEBI:31432] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 crown compound [CHEBI:37409] (13) 
 corynebactin [CHEBI:31432] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 corynebactin [CHEBI:31432] (1)
 macrocycle [CHEBI:51026] (234) 
 corynebactin [CHEBI:31432] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 crown compound [CHEBI:37409] (13) 
 corynebactin [CHEBI:31432] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 crown compound [CHEBI:37409] (13) 
 corynebactin [CHEBI:31432] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 corynebactin [CHEBI:31432] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 corynebactin [CHEBI:31432] (1)
ChEBI Compound Accession Identifier  [CHEBI:31432]
ChEBI Compound Description  A 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.
ChEBI Compound Identification Number  31432
ChEBI InChI Value  InChI=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
ChEBI InChIKey Value  RCQTVEFBFUNTGM-BDVHUIKKSA-N
ChEBI Compound Name  corynebactin
ChEBI SMILES Value  C[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
ChEBI Substance ID  136349034
ChEBI URL  ChEBI:31432
ChemSpider ID  111553
Ontomatica Chemical Accession Key (OnChAKey)  RCQTVEFBFUNTGM_BDVHUIKKSA_N_000_000000
PubChem Compound ID  125349