CHEBI:189002 - dopaminechrome (keto form)

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ChEBI Name dopaminechrome (keto form)
ChEBI ID CHEBI:189002
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information
Download Molfile XML SDF
Formula C8H7NO2
Net Charge 0
Average Mass 149.149
Monoisotopic Mass 149.04768
InChI InChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h3-4,9H,1-2H2
InChIKey XDEURYRPQDIBSL-UHFFFAOYSA-N
SMILES O=C1C=C2CCNC2=CC1=O
Roles Classification
Biological Role(s): neurotoxin
A poison that interferes with the functions of the nervous system.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 dopaminechrome (enol form) (CHEBI:188999) is tautomer of dopaminechrome (keto form) (CHEBI:189002)
IUPAC Name
2,3-dihydro-1H-indole-5,6-dione
Synonyms Sources
2,3,5,6-tetrahydro-1H-indole-5,6-dione IUPAC
5,6-indolinedione ChEBI
5.6-dihydroxyindoline quinone ChEBI
aminochrome SUBMITTER
dopaminechrome UniProt
dopaminechrome ChemIDplus
indoline-5,6-dione SUBMITTER
Manual Xrefs Databases
148871 ChemSpider
HMDB0248311 HMDB
View more database links
Registry Number Type Source
67992-45-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
07 January 2022