EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:133928 - 2,5-diiminio-3,4-bis(indol-3-yl)hexanedioate

Default Structure
ChEBI IDCHEBI:133928
ChEBI Name2,5-diiminio-3,4-bis(indol-3-yl)hexanedioate
Stars
DefinitionA zwitterion that is derived from 2,5-diimino-3,4-bis(indol-3-yl)hexanedioic acid by deprotonation of both carboxylic acid groups and protonation of both amino groups; major species at pH 7.3.
Last Modified7 March 2017
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC22H18N4O4
Net Charge0
Average Mass402.410
Monoisotopic Mass402.13281
SMILES[NH2+]=C(C(=O)[O-])C(c1cnc2ccccc12)C(C(=[NH2+])C(=O)[O-])c1cnc2ccccc12
InChIInChI=1S/C22H18N4O4/c23-19(21(27)28)17(13-9-25-15-7-3-1-5-11(13)15)18(20(24)22(29)30)14-10-26-16-8-4-2-6-12(14)16/h1-10,17-18,23-26H,(H,27,28)(H,29,30)
InChIKeyCKBGWXPNAUCVQQ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Chromobacterium violaceum (ncbitaxon:536) - PubMed (17176066)
Roles Classification
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
2,5-diiminio-3,4-bis(indol-3-yl)hexanedioate (CHEBI:133928) has role bacterial metabolite (CHEBI:76969)
2,5-diiminio-3,4-bis(indol-3-yl)hexanedioate (CHEBI:133928) is a zwitterion (CHEBI:27369)
2,5-diiminio-3,4-bis(indol-3-yl)hexanedioate (CHEBI:133928) is tautomer of 2,5-diimino-3,4-bis(indol-3-yl)hexanedioic acid (CHEBI:136433)
Incoming Relation(s)
2,5-diimino-3,4-bis(indol-3-yl)hexanedioic acid (CHEBI:136433) is tautomer of 2,5-diiminio-3,4-bis(indol-3-yl)hexanedioate (CHEBI:133928)
IUPAC Name 
2,5-diiminio-3,4-bis(1H-indol-3-yl)hexanedioate
Synonym  Source
2,5-diimino-3,4-bis(indol-3-yl)hexanedioic acid dizwitterionChEBI
UniProt Name  Source
indole-3-pyruvate imine dimerUniProt
Citations