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Showing metabocard for 1,2-Dinitrobenzene (HMDB0244084)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 21:16:31 UTC
Update Date2021-09-26 22:51:34 UTC
HMDB IDHMDB0244084
Secondary Accession NumbersNone
Metabolite Identification
Common Name1,2-Dinitrobenzene
Description1,2-Dinitrobenzene belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. Based on a literature review a significant number of articles have been published on 1,2-Dinitrobenzene. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,2-dinitrobenzene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,2-Dinitrobenzene 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 HMDB0244084 (1,2-Dinitrobenzene)


  Mrv1572004191601152D          

 12 12  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
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   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
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   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
    0.0000    2.4750    0.0000 O   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
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 12  8  2  0  0  0  0
M  END
Download

3D MOL for HMDB0244084 (1,2-Dinitrobenzene)

HMDB0244084
     RDKit          3D
1,2-Dinitrobenzene
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.6828   -1.1983   -1.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251   -0.3822   -0.2780 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8909    0.4841    0.4138 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.7096   -0.3379   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150   -1.5519   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3508   -1.6500   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0150   -0.4710    0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3580    0.7190    0.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0479    0.8205    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6459    2.0951    0.2451 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.1505    2.9332    1.0352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7609    2.4360   -0.4688 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.5992   -2.4436   -0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290   -2.5617   -0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1102   -0.5218    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648    1.6305    0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9  4  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
M  CHG  4   2   1   3  -1  10   1  12  -1
M  END
Download

3D SDF for HMDB0244084 (1,2-Dinitrobenzene)


  Mrv1572004191601152D          

 12 12  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
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   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
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   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
    0.0000    2.4750    0.0000 O   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
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 12  8  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244084

> <DATABASE_NAME>
hmdb

> <SMILES>
O=N(=O)C1=CC=CC=C1N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H4N2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H

> <INCHI_KEY>
IZUKQUVSCNEFMJ-UHFFFAOYSA-N

> <FORMULA>
C6H4N2O4

> <MOLECULAR_WEIGHT>
168.108

> <EXACT_MASS>
168.017106617

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
13.417273177429031

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2-dinitrobenzene

> <ALOGPS_LOGP>
1.64

> <JCHEM_LOGP>
1.8532141946666667

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
91.63999999999999

> <JCHEM_REFRACTIVITY>
40.7074

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O-dinitrobenzene

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0244084 (1,2-Dinitrobenzene)

HMDB0244084
     RDKit          3D
1,2-Dinitrobenzene
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.6828   -1.1983   -1.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251   -0.3822   -0.2780 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8909    0.4841    0.4138 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.7096   -0.3379   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150   -1.5519   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3508   -1.6500   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0150   -0.4710    0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3580    0.7190    0.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0479    0.8205    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6459    2.0951    0.2451 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.1505    2.9332    1.0352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7609    2.4360   -0.4688 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.5992   -2.4436   -0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290   -2.5617   -0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1102   -0.5218    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648    1.6305    0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9  4  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
M  CHG  4   2   1   3  -1  10   1  12  -1
M  END
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PDB for HMDB0244084 (1,2-Dinitrobenzene)

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         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  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6    7                                                  
CONECT    6    4    5    8                                                  
CONECT    7    5    9   10                                                  
CONECT    8    6   11   12                                                  
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0244084 (1,2-Dinitrobenzene)

COMPND    HMDB0244084
HETATM    1  O1  UNL     1       2.683  -1.198  -1.016  1.00  0.00           O  
HETATM    2  N1  UNL     1       2.125  -0.382  -0.278  1.00  0.00           N1+
HETATM    3  O2  UNL     1       2.891   0.484   0.414  1.00  0.00           O1-
HETATM    4  C1  UNL     1       0.710  -0.338  -0.149  1.00  0.00           C  
HETATM    5  C2  UNL     1       0.015  -1.552  -0.274  1.00  0.00           C  
HETATM    6  C3  UNL     1      -1.351  -1.650  -0.126  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.015  -0.471   0.153  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.358   0.719   0.273  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.048   0.820   0.123  1.00  0.00           C  
HETATM   10  N2  UNL     1       0.646   2.095   0.245  1.00  0.00           N1+
HETATM   11  O3  UNL     1       0.150   2.933   1.035  1.00  0.00           O  
HETATM   12  O4  UNL     1       1.761   2.436  -0.469  1.00  0.00           O1-
HETATM   13  H1  UNL     1       0.599  -2.444  -0.497  1.00  0.00           H  
HETATM   14  H2  UNL     1      -1.929  -2.562  -0.201  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.110  -0.522   0.281  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.865   1.630   0.486  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5    9
CONECT    5    6   13
CONECT    6    7    7   14
CONECT    7    8   15
CONECT    8    9    9   16
CONECT    9   10
CONECT   10   11   11   12
END
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SMILES for HMDB0244084 (1,2-Dinitrobenzene)

O=N(=O)C1=CC=CC=C1N(=O)=O
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INCHI for HMDB0244084 (1,2-Dinitrobenzene)

InChI=1S/C6H4N2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1,2-DinitrobenzolChEBI
O-DinitrobenzeneChEBI
Ortho-dinitrobenzeneHMDB
Chemical FormulaC6H4N2O4
Average Molecular Weight168.108
Monoisotopic Molecular Weight168.017106617
IUPAC Name1,2-dinitrobenzene
Traditional NameO-dinitrobenzene
CAS Registry NumberNot Available
SMILES
O=N(=O)C1=CC=CC=C1N(=O)=O
InChI Identifier
InChI=1S/C6H4N2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H
InChI KeyIZUKQUVSCNEFMJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNitrobenzenes
Direct ParentNitrobenzenes
Alternative Parents
Substituents
  • Nitrobenzene
  • Nitroaromatic compound
  • Organic nitro compound
  • C-nitro compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
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
PropertyValueSource
logP1.64ALOGPS
logP1.85ChemAxon
logS-3.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area91.64 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.71 m³·mol⁻¹ChemAxon
Polarizability13.42 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+129.53730932474
DeepCCS[M-H]-125.7130932474
DeepCCS[M-2H]-163.35730932474
DeepCCS[M+Na]+138.89630932474
AllCCS[M+H]+132.732859911
AllCCS[M+H-H2O]+128.332859911
AllCCS[M+NH4]+136.832859911
AllCCS[M+Na]+138.032859911
AllCCS[M-H]-123.132859911
AllCCS[M+Na-2H]-123.832859911
AllCCS[M+HCOO]-124.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,2-DinitrobenzeneO=N(=O)C1=CC=CC=C1N(=O)=O2320.9Standard polar33892256
1,2-DinitrobenzeneO=N(=O)C1=CC=CC=C1N(=O)=O1449.9Standard non polar33892256
1,2-DinitrobenzeneO=N(=O)C1=CC=CC=C1N(=O)=O1460.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1,2-Dinitrobenzene GC-MS (Non-derivatized) - 70eV, Positivesplash10-014j-9500000000-7bfae24c1b36383193852021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,2-Dinitrobenzene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dinitrobenzene 10V, Positive-QTOFsplash10-014i-0900000000-ceb35f0f358c4214e8e62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dinitrobenzene 20V, Positive-QTOFsplash10-03xu-0900000000-940675efd34a28e6475d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dinitrobenzene 40V, Positive-QTOFsplash10-03xu-1900000000-30d9f326560cc3b76d9d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dinitrobenzene 10V, Negative-QTOFsplash10-014i-0900000000-20cd575380760b3121882016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dinitrobenzene 20V, Negative-QTOFsplash10-014i-0900000000-e40ed6eb04e1be978a3f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Dinitrobenzene 40V, Negative-QTOFsplash10-014i-1900000000-744fb2f139077873b2032016-08-03Wishart 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 ID10257
KEGG Compound IDC14702
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1,2-Dinitrobenzene
METLIN IDNot Available
PubChem Compound10707
PDB IDNot Available
ChEBI ID34053
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 ]