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Showing metabocard for Dopaminechrome (HMDB0248311)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 01:34:33 UTC
Update Date2021-09-26 22:58:31 UTC
HMDB IDHMDB0248311
Secondary Accession NumbersNone
Metabolite Identification
Common NameDopaminechrome
DescriptionDopaminechrome, also known as 5,6-indolinedione, belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole. Based on a literature review a significant number of articles have been published on Dopaminechrome. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dopaminechrome is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dopaminechrome is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0248311 (Dopaminechrome)

  Mrv1652309112103342D          

 11 12  0  0  0  0            999 V2000
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 11  1  0  0  0  0
  1 11  1  0  0  0  0
M  END
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3D MOL for HMDB0248311 (Dopaminechrome)

HMDB0248311
     RDKit          3D
Dopaminechrome
 18 19  0  0  0  0  0  0  0  0999 V2000
    3.5140   -1.1958   -0.1372 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.5798   -0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -1.2715   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0293   -0.6555   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4150   -1.1446   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2684    0.0374    0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4315    1.1867    0.0534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0621    0.7986    0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726    1.5124    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3793    0.8686    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    1.5539    0.1558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1193   -2.3507   -0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6954   -1.5794   -1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6172   -1.9474    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6455   -0.0282    1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1514    0.0362   -0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7788    2.1660   -0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0196    2.5930    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10  2  1  0
  8  4  1  0
  3 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
  9 18  1  0
M  END
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3D SDF for HMDB0248311 (Dopaminechrome)

  Mrv1652309112103342D          

 11 12  0  0  0  0            999 V2000
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 11  1  0  0  0  0
  1 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248311

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h3-4,9H,1-2H2

> <INCHI_KEY>
XDEURYRPQDIBSL-UHFFFAOYSA-N

> <FORMULA>
C8H7NO2

> <MOLECULAR_WEIGHT>
149.149

> <EXACT_MASS>
149.047678469

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.437933808294744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,5,6-tetrahydro-1H-indole-5,6-dione

> <ALOGPS_LOGP>
0.11

> <JCHEM_LOGP>
0.2228732190000001

> <ALOGPS_LOGS>
-1.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.940561141135518

> <JCHEM_PKA_STRONGEST_BASIC>
-5.0245089490527235

> <JCHEM_POLAR_SURFACE_AREA>
46.17

> <JCHEM_REFRACTIVITY>
42.053799999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.04e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0248311 (Dopaminechrome)

HMDB0248311
     RDKit          3D
Dopaminechrome
 18 19  0  0  0  0  0  0  0  0999 V2000
    3.5140   -1.1958   -0.1372 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.5798   -0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -1.2715   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0293   -0.6555   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4150   -1.1446   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2684    0.0374    0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4315    1.1867    0.0534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0621    0.7986    0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726    1.5124    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3793    0.8686    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    1.5539    0.1558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1193   -2.3507   -0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6954   -1.5794   -1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6172   -1.9474    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6455   -0.0282    1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1514    0.0362   -0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7788    2.1660   -0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0196    2.5930    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10  2  1  0
  8  4  1  0
  3 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
  9 18  1  0
M  END
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PDB for HMDB0248311 (Dopaminechrome)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.591  -2.843   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2   11                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    4    1                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END
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3D PDB for HMDB0248311 (Dopaminechrome)

COMPND    HMDB0248311
HETATM    1  O1  UNL     1       3.514  -1.196  -0.137  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.411  -0.580  -0.086  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.130  -1.272  -0.176  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.029  -0.655  -0.125  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.415  -1.145  -0.196  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.268   0.037   0.198  1.00  0.00           C  
HETATM    7  N1  UNL     1      -1.431   1.187   0.053  1.00  0.00           N  
HETATM    8  C6  UNL     1      -0.062   0.799   0.030  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.073   1.512   0.121  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.379   0.869   0.069  1.00  0.00           C  
HETATM   11  O2  UNL     1       3.449   1.554   0.156  1.00  0.00           O  
HETATM   12  H1  UNL     1       1.119  -2.351  -0.292  1.00  0.00           H  
HETATM   13  H2  UNL     1      -1.695  -1.579  -1.165  1.00  0.00           H  
HETATM   14  H3  UNL     1      -1.617  -1.947   0.571  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.646  -0.028   1.238  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.151   0.036  -0.471  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.779   2.166  -0.023  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.020   2.593   0.235  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10
CONECT    3    4    4   12
CONECT    4    5    8
CONECT    5    6   13   14
CONECT    6    7   15   16
CONECT    7    8   17
CONECT    8    9    9
CONECT    9   10   18
CONECT   10   11   11
END
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SMILES for HMDB0248311 (Dopaminechrome)

O=C1C=C2CCNC2=CC1=O
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INCHI for HMDB0248311 (Dopaminechrome)

InChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h3-4,9H,1-2H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2,3,5,6-Tetrahydro-1H-indole-5,6-dioneChEBI
5,6-IndolinedioneChEBI
5.6-Dihydroxyindoline quinoneChEBI
AminochromeChEBI
Indoline-5,6-dioneChEBI
Chemical FormulaC8H7NO2
Average Molecular Weight149.149
Monoisotopic Molecular Weight149.047678469
IUPAC Name2,3,5,6-tetrahydro-1H-indole-5,6-dione
Traditional Name2,3-dihydro-1H-indole-5,6-dione
CAS Registry NumberNot Available
SMILES
O=C1C=C2CCNC2=CC1=O
InChI Identifier
InChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h3-4,9H,1-2H2
InChI KeyXDEURYRPQDIBSL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolines
Direct ParentIndolines
Alternative Parents
Substituents
  • Dihydroindole
  • Pyrrolidine
  • Vinylogous amide
  • Ketone
  • Cyclic ketone
  • Secondary aliphatic amine
  • Enamine
  • Secondary amine
  • Azacycle
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID148871
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound170262
PDB IDNot Available
ChEBI ID189002
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]