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CHEBI:189002 - dopaminechrome (keto form)

ChEBI IDCHEBI:189002
ChEBI Namedopaminechrome (keto form)
Stars
DefinitionA member of the class of indoledione that is 2,3,5,6-tetrahydro-1H-indole carrying oxo groups at positions 5 and 6; major microspecies at pH 7.3. It is an endogenous compound formed during dopamine oxidation and can induce neurotoxicity under certain aberrant conditions and induce Parkinson-like syndrome.
Last Modified7 January 2022
SubmitterAnne Morgat
DownloadsMolfile
FormulaC8H7NO2
Net Charge0
Average Mass149.149
Monoisotopic Mass149.04768
SMILESO=C1C=C2CCNC2=CC1=O
InChIInChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h3-4,9H,1-2H2
InChIKeyXDEURYRPQDIBSL-UHFFFAOYSA-N
Roles Classification
Biological Role:
neurotoxin  A poison that interferes with the functions of the nervous system.
ChEBI Ontology
Outgoing Relation(s)
dopaminechrome (keto form) (CHEBI:189002) has role neurotoxin (CHEBI:50910)
dopaminechrome (keto form) (CHEBI:189002) is a indoledione (CHEBI:24793)
dopaminechrome (keto form) (CHEBI:189002) is a orthoquinones (CHEBI:25622)
dopaminechrome (keto form) (CHEBI:189002) is tautomer of dopaminechrome (enol form) (CHEBI:188999)
Incoming Relation(s)
dopaminechrome (enol form) (CHEBI:188999) is tautomer of dopaminechrome (keto form) (CHEBI:189002)
IUPAC Name 
2,3-dihydro-1H-indole-5,6-dione
Synonyms  Source
aminochromeSUBMITTER
indoline-5,6-dioneSUBMITTER
5.6-dihydroxyindoline quinoneChEBI
dopaminechromeChemIDplus
5,6-indolinedioneChEBI
2,3,5,6-tetrahydro-1H-indole-5,6-dioneIUPAC
UniProt Name  Source
dopaminechromeUniProt
Manual XrefsDatabases
HMDB0248311HMDB
148871ChemSpider
Registry NumbersSources
CAS:67992-45-4ChemIDplus
Citations