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Showing metabocard for Naphthalene-1,2,4-trione (HMDB0257698)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 18:44:06 UTC
Update Date2021-09-26 23:14:13 UTC
HMDB IDHMDB0257698
Secondary Accession NumbersNone
Metabolite Identification
Common NameNaphthalene-1,2,4-trione
DescriptionNaphthalene-1,2,4-trione belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). Based on a literature review very few articles have been published on Naphthalene-1,2,4-trione. This compound has been identified in human blood as reported by (PMID: 31557052 ). Naphthalene-1,2,4-trione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Naphthalene-1,2,4-trione 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 HMDB0257698 (Naphthalene-1,2,4-trione)

  Mrv1652309112120442D          

 13 14  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  2  0  0  0  0
M  END
Download

3D MOL for HMDB0257698 (Naphthalene-1,2,4-trione)

HMDB0257698
     RDKit          3D
Naphthalene-1,2,4-trione
 19 20  0  0  0  0  0  0  0  0999 V2000
   -3.2763   -1.6332    0.6523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2725   -1.0014    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4210    0.3628   -0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    1.2061   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3954    2.4344    0.0948 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1143    0.6632   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2148    1.4864   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5031    0.9911   -0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6445   -0.3730    0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5573   -1.2208    0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2736   -0.6983    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157   -1.5330    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7962   -2.7882    0.4704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4398    0.2070   -1.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3476    0.8338   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1154    2.5536   -0.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.6374   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6235   -0.8357    0.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826   -2.2924    0.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12  2  1  0
 11  6  1  0
  3 14  1  0
  3 15  1  0
  7 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
M  END
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3D SDF for HMDB0257698 (Naphthalene-1,2,4-trione)

  Mrv1652309112120442D          

 13 14  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257698

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CC(=O)C2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-4H,5H2

> <INCHI_KEY>
SLJWCCMDGTZEGQ-UHFFFAOYSA-N

> <FORMULA>
C10H6O3

> <MOLECULAR_WEIGHT>
174.155

> <EXACT_MASS>
174.031694053

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
16.377770555716666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2,3,4-tetrahydronaphthalene-1,2,4-trione

> <ALOGPS_LOGP>
1.59

> <JCHEM_LOGP>
1.4933346813333332

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.384093035208464

> <JCHEM_PKA_STRONGEST_BASIC>
-7.622185549581554

> <JCHEM_POLAR_SURFACE_AREA>
51.21

> <JCHEM_REFRACTIVITY>
45.910000000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3H-naphthalene-1,2,4-trione

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0257698 (Naphthalene-1,2,4-trione)

HMDB0257698
     RDKit          3D
Naphthalene-1,2,4-trione
 19 20  0  0  0  0  0  0  0  0999 V2000
   -3.2763   -1.6332    0.6523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2725   -1.0014    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4210    0.3628   -0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    1.2061   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3954    2.4344    0.0948 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1143    0.6632   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2148    1.4864   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5031    0.9911   -0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6445   -0.3730    0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5573   -1.2208    0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2736   -0.6983    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157   -1.5330    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7962   -2.7882    0.4704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4398    0.2070   -1.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3476    0.8338   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1154    2.5536   -0.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.6374   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6235   -0.8357    0.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826   -2.2924    0.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12  2  1  0
 11  6  1  0
  3 14  1  0
  3 15  1  0
  7 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
M  END
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PDB for HMDB0257698 (Naphthalene-1,2,4-trione)

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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2   12                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    1   13                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
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3D PDB for HMDB0257698 (Naphthalene-1,2,4-trione)

COMPND    HMDB0257698
HETATM    1  O1  UNL     1      -3.276  -1.633   0.652  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.272  -1.001   0.225  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.421   0.363  -0.388  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.231   1.206  -0.099  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.395   2.434   0.095  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.114   0.663  -0.031  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.215   1.486  -0.157  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.503   0.991  -0.095  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.645  -0.373   0.099  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.557  -1.221   0.228  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.274  -0.698   0.163  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.916  -1.533   0.291  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.796  -2.788   0.470  1.00  0.00           O  
HETATM   14  H1  UNL     1      -2.440   0.207  -1.484  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.348   0.834  -0.007  1.00  0.00           H  
HETATM   16  H3  UNL     1       1.115   2.554  -0.309  1.00  0.00           H  
HETATM   17  H4  UNL     1       3.367   1.637  -0.194  1.00  0.00           H  
HETATM   18  H5  UNL     1       3.624  -0.836   0.158  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.683  -2.292   0.381  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   14   15
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   16
CONECT    8    9    9   17
CONECT    9   10   18
CONECT   10   11   11   19
CONECT   11   12
CONECT   12   13   13
END
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SMILES for HMDB0257698 (Naphthalene-1,2,4-trione)

O=C1CC(=O)C2=CC=CC=C2C1=O
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INCHI for HMDB0257698 (Naphthalene-1,2,4-trione)

InChI=1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-4H,5H2
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC10H6O3
Average Molecular Weight174.155
Monoisotopic Molecular Weight174.031694053
IUPAC Name1,2,3,4-tetrahydronaphthalene-1,2,4-trione
Traditional Name3H-naphthalene-1,2,4-trione
CAS Registry NumberNot Available
SMILES
O=C1CC(=O)C2=CC=CC=C2C1=O
InChI Identifier
InChI=1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-4H,5H2
InChI KeySLJWCCMDGTZEGQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNaphthoquinones
Direct ParentNaphthoquinones
Alternative Parents
Substituents
  • Naphthoquinone
  • Tetralin
  • Aryl alkyl ketone
  • Aryl ketone
  • Quinone
  • 1,3-diketone
  • 1,3-dicarbonyl compound
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic 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

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Naphthalene-1,2,4-trione GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f7k-1900000000-10298028ba555ecc92202021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Naphthalene-1,2,4-trione GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
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 ID8300626
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10125107
PDB IDNot Available
ChEBI ID93166
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 ]