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Showing metabocard for 2,3-Dinitrophenol (HMDB0245407)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:28:47 UTC
Update Date2021-09-26 22:53:52 UTC
HMDB IDHMDB0245407
Secondary Accession NumbersNone
Metabolite Identification
Common Name2,3-Dinitrophenol
Description2,3-Dinitrophenol, also known as 2,3-DNP, belongs to the class of organic compounds known as dinitrophenols. These are organic aromatic compounds containing a benzene that carries a single phenol group and exactly two nitro groups. Based on a literature review a small amount of articles have been published on 2,3-Dinitrophenol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,3-dinitrophenol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,3-Dinitrophenol 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 HMDB0245407 (2,3-Dinitrophenol)

  Mrv1533004261507322D          

 13 13  0  0  0  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    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
    1.4289    0.8250    0.0000 C   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
   -0.7145    1.2375    0.0000 N   0  3  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
   -0.7145    2.0625    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  CHG  4   8   1  10  -1  11   1  13  -1
M  END
Download

3D MOL for HMDB0245407 (2,3-Dinitrophenol)

HMDB0245407
     RDKit          3D
2,3-Dinitrophenol
 17 17  0  0  0  0  0  0  0  0999 V2000
   -3.3363    0.1160    0.4779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242   -0.5425    0.1822 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.4755   -1.9044    0.0487 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.0502    0.0601   -0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9178    1.3742   -0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040    1.9748   -0.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4551    1.2511   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3618   -0.0650    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017   -0.8122    0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1176   -0.6402    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0314   -1.9825    0.6302 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.3004   -2.8890   -0.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -2.2311    1.9362 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.8156    1.9400   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854    3.0208   -0.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181    1.6935   -0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944   -0.3637    0.0944 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10  4  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
  9 17  1  0
M  CHG  4   2   1   3  -1  11   1  13  -1
M  END
Download

3D SDF for HMDB0245407 (2,3-Dinitrophenol)

  Mrv1533004261507322D          

 13 13  0  0  0  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    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
    1.4289    0.8250    0.0000 C   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
   -0.7145    1.2375    0.0000 N   0  3  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
   -0.7145    2.0625    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  CHG  4   8   1  10  -1  11   1  13  -1
M  END
> <DATABASE_ID>
HMDB0245407

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=CC(=C1[N+]([O-])=O)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H4N2O5/c9-5-3-1-2-4(7(10)11)6(5)8(12)13/h1-3,9H

> <INCHI_KEY>
MHKBMNACOMRIAW-UHFFFAOYSA-N

> <FORMULA>
C6H4N2O5

> <MOLECULAR_WEIGHT>
184.107

> <EXACT_MASS>
184.012021237

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
14.444319533676188

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dinitrophenol

> <ALOGPS_LOGP>
1.70

> <JCHEM_LOGP>
1.549648873

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.3288303499301515

> <JCHEM_PKA_STRONGEST_BASIC>
-7.01364312585659

> <JCHEM_POLAR_SURFACE_AREA>
106.51000000000002

> <JCHEM_REFRACTIVITY>
40.6799

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dinitrophenol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0245407 (2,3-Dinitrophenol)

HMDB0245407
     RDKit          3D
2,3-Dinitrophenol
 17 17  0  0  0  0  0  0  0  0999 V2000
   -3.3363    0.1160    0.4779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242   -0.5425    0.1822 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.4755   -1.9044    0.0487 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.0502    0.0601   -0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9178    1.3742   -0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040    1.9748   -0.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4551    1.2511   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3618   -0.0650    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017   -0.8122    0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1176   -0.6402    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0314   -1.9825    0.6302 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.3004   -2.8890   -0.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -2.2311    1.9362 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.8156    1.9400   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854    3.0208   -0.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181    1.6935   -0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944   -0.3637    0.0944 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10  4  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
  9 17  1  0
M  CHG  4   2   1   3  -1  11   1  13  -1
M  END
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PDB for HMDB0245407 (2,3-Dinitrophenol)

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+1
HETATM    9  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O-1
HETATM   11  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+1
HETATM   12  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O-1
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5                                                            
CONECT    8    4    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    3   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0245407 (2,3-Dinitrophenol)

COMPND    HMDB0245407
HETATM    1  O1  UNL     1      -3.336   0.116   0.478  1.00  0.00           O  
HETATM    2  N1  UNL     1      -2.324  -0.543   0.182  1.00  0.00           N1+
HETATM    3  O2  UNL     1      -2.475  -1.904   0.049  1.00  0.00           O1-
HETATM    4  C1  UNL     1      -1.050   0.060  -0.016  1.00  0.00           C  
HETATM    5  C2  UNL     1      -0.918   1.374  -0.438  1.00  0.00           C  
HETATM    6  C3  UNL     1       0.304   1.975  -0.637  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.455   1.251  -0.411  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.362  -0.065   0.011  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.502  -0.812   0.244  1.00  0.00           O  
HETATM   10  C6  UNL     1       0.118  -0.640   0.202  1.00  0.00           C  
HETATM   11  N2  UNL     1       0.031  -1.983   0.630  1.00  0.00           N1+
HETATM   12  O4  UNL     1       0.300  -2.889  -0.178  1.00  0.00           O  
HETATM   13  O5  UNL     1      -0.350  -2.231   1.936  1.00  0.00           O1-
HETATM   14  H1  UNL     1      -1.816   1.940  -0.614  1.00  0.00           H  
HETATM   15  H2  UNL     1       0.385   3.021  -0.973  1.00  0.00           H  
HETATM   16  H3  UNL     1       2.418   1.694  -0.558  1.00  0.00           H  
HETATM   17  H4  UNL     1       3.394  -0.364   0.094  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5   10
CONECT    5    6   14
CONECT    6    7    7   15
CONECT    7    8   16
CONECT    8    9   10   10
CONECT    9   17
CONECT   10   11
CONECT   11   12   12   13
END
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SMILES for HMDB0245407 (2,3-Dinitrophenol)

OC1=CC=CC(=C1[N+]([O-])=O)[N+]([O-])=O
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INCHI for HMDB0245407 (2,3-Dinitrophenol)

InChI=1S/C6H4N2O5/c9-5-3-1-2-4(7(10)11)6(5)8(12)13/h1-3,9H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2,3-DNPChEBI
Chemical FormulaC6H4N2O5
Average Molecular Weight184.107
Monoisotopic Molecular Weight184.012021237
IUPAC Name2,3-dinitrophenol
Traditional Name2,3-dinitrophenol
CAS Registry NumberNot Available
SMILES
OC1=CC=CC(=C1[N+]([O-])=O)[N+]([O-])=O
InChI Identifier
InChI=1S/C6H4N2O5/c9-5-3-1-2-4(7(10)11)6(5)8(12)13/h1-3,9H
InChI KeyMHKBMNACOMRIAW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dinitrophenols. These are organic aromatic compounds containing a benzene that carries a single phenol group and exactly two nitro groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassNitrophenols
Direct ParentDinitrophenols
Alternative Parents
Substituents
  • Dinitrophenol
  • Nitrobenzene
  • Nitroaromatic compound
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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 ID5956
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2,3-Dinitrophenol
METLIN IDNot Available
PubChem Compound6191
PDB IDNot Available
ChEBI ID39354
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 ]