Ketcher 01072215302D 1   1.00000     0.00000     0

 11 12  0     0  0            999 V2000
   -1.6886    2.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8156    1.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8156    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886    0.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616    1.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1706    1.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6747    1.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.3264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348    0.2268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348    2.2431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0     0  0
  2  3  1  0     0  0
  3  4  2  0     0  0
  4  5  1  0     0  0
  5  6  1  0     0  0
  2  7  1  0     0  0
  7  8  1  0     0  0
  8  9  1  0     0  0
  9  3  1  0     0  0
  5 10  2  0     0  0
  6 11  2  0     0  0
  6  1  1  0     0  0
M  END
> <ID>
CHEBI:189002

> <NAME>
dopaminechrome (keto form)

> <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.

> <STAR>
3

> <SYNONYM>
indoline-5,6-dione; dopaminechrome; dopaminechrome; aminochrome; 5.6-dihydroxyindoline quinone; 5,6-indolinedione; 2,3,5,6-tetrahydro-1H-indole-5,6-dione

> <IUPAC_NAME>
2,3-dihydro-1H-indole-5,6-dione

> <FORMULA>
C8H7NO2

> <MASS>
149.149

> <MONOISOTOPIC_MASS>
149.04768

> <CHARGE>
0

> <SMILES>
O=C1C=C2CCNC2=CC1=O

> <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

> <CAS_REGISTRY_NUMBER>
67992-45-4

> <CHEMIDPLUS>
67992-45-4

> <PUBMED_CITATION>
22528249; 24434817; 25403520; 25634539; 26345577; 26695514; 27001668; 27020540; 27168424; 28285345; 28392416; 28478529; 28586763; 28763613; 29588162; 29593482; 30203271; 30343424; 30355251; 30983959; 31321384; 32588357; 33510082; 34388859; 34988761; 8405659

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