Hmdb loader

Showing metabocard for 2-Nitrotoluene (HMDB0245268)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:21:24 UTC
Update Date2021-09-26 22:53:38 UTC
HMDB IDHMDB0245268
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Nitrotoluene
Description2-nitrotoluene, also known as O-nitrotoluol or ONT, 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 small amount of articles have been published on 2-nitrotoluene. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-nitrotoluene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Nitrotoluene 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
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0245268 (2-Nitrotoluene)


  Mrv1572004191601102D          

 10 10  0  0  0  0            999 V2000
   -0.7145    1.2375    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
    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    2.0625    0.0000 N   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
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  2  0  0  0  0
M  END
Download

3D MOL for HMDB0245268 (2-Nitrotoluene)

HMDB0245268
     RDKit          3D
2-Nitrotoluene
 17 17  0  0  0  0  0  0  0  0999 V2000
    1.9767   -0.5779    0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -0.4310    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880   -1.5356   -0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502   -1.3431   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098   -0.0834   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4184    1.0030   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325    0.8375    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8022    1.9562    0.3370 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.3525    2.9531    0.9162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1049    1.9548   -0.0727 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.4562   -0.2536   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165   -1.6732    0.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3929   -0.0835    1.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900   -2.5032   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2671   -2.2307   -0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2984   -0.0012   -0.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8426    2.0118    0.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
M  CHG  2   8   1  10  -1
M  END
Download

3D SDF for HMDB0245268 (2-Nitrotoluene)


  Mrv1572004191601102D          

 10 10  0  0  0  0            999 V2000
   -0.7145    1.2375    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
    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    2.0625    0.0000 N   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
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245268

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CC=C1N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H7NO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3

> <INCHI_KEY>
PLAZTCDQAHEYBI-UHFFFAOYSA-N

> <FORMULA>
C7H7NO2

> <MOLECULAR_WEIGHT>
137.138

> <EXACT_MASS>
137.047678469

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.195246764516245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methyl-2-nitrobenzene

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
2.4266513946666666

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
45.82

> <JCHEM_REFRACTIVITY>
38.4239

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-nitrotoluene

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0245268 (2-Nitrotoluene)

HMDB0245268
     RDKit          3D
2-Nitrotoluene
 17 17  0  0  0  0  0  0  0  0999 V2000
    1.9767   -0.5779    0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -0.4310    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880   -1.5356   -0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502   -1.3431   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098   -0.0834   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4184    1.0030   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325    0.8375    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8022    1.9562    0.3370 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.3525    2.9531    0.9162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1049    1.9548   -0.0727 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.4562   -0.2536   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165   -1.6732    0.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3929   -0.0835    1.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900   -2.5032   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2671   -2.2307   -0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2984   -0.0012   -0.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8426    2.0118    0.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
M  CHG  2   8   1  10  -1
M  END
Download

PDB for HMDB0245268 (2-Nitrotoluene)

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   2.310   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    1    4    7                                                  
CONECT    7    5    6    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
Download

3D PDB for HMDB0245268 (2-Nitrotoluene)

COMPND    HMDB0245268
HETATM    1  C1  UNL     1       1.977  -0.578   0.136  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.515  -0.431   0.002  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.288  -1.536  -0.222  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.650  -1.343  -0.339  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.210  -0.083  -0.236  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.418   1.003  -0.015  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.033   0.838   0.107  1.00  0.00           C  
HETATM    8  N1  UNL     1       0.802   1.956   0.337  1.00  0.00           N1+
HETATM    9  O1  UNL     1       0.353   2.953   0.916  1.00  0.00           O  
HETATM   10  O2  UNL     1       2.105   1.955  -0.073  1.00  0.00           O1-
HETATM   11  H1  UNL     1       2.456  -0.254  -0.809  1.00  0.00           H  
HETATM   12  H2  UNL     1       2.217  -1.673   0.243  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.393  -0.083   1.034  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.190  -2.503  -0.296  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.267  -2.231  -0.516  1.00  0.00           H  
HETATM   16  H6  UNL     1      -3.298  -0.001  -0.339  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.843   2.012   0.069  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3    7
CONECT    3    4   14
CONECT    4    5    5   15
CONECT    5    6   16
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   10
END
Download

SMILES for HMDB0245268 (2-Nitrotoluene)

CC1=CC=CC=C1N(=O)=O
Download

INCHI for HMDB0245268 (2-Nitrotoluene)

InChI=1S/C7H7NO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Methyl-1-nitrobenzeneChEBI
2-NitrotoluolChEBI
O-MethylnitrobenzeneChEBI
O-NitrotolueneChEBI
O-NitrotoluolChEBI
ONTChEBI
Ortho-nitrotoluolChEBI
2-NitrotolueneMeSH
ortho-NitrotolueneMeSH
1-Methyl-2-nitrobenzeneMeSH
Chemical FormulaC7H7NO2
Average Molecular Weight137.138
Monoisotopic Molecular Weight137.047678469
IUPAC Name1-methyl-2-nitrobenzene
Traditional Name2-nitrotoluene
CAS Registry NumberNot Available
SMILES
CC1=CC=CC=C1N(=O)=O
InChI Identifier
InChI=1S/C7H7NO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3
InChI KeyPLAZTCDQAHEYBI-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
  • Nitrotoluene
  • Nitroaromatic compound
  • Toluene
  • 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
  • Organic oxide
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen 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
logP2.32ALOGPS
logP2.43ChemAxon
logS-2.4ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area45.82 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.42 m³·mol⁻¹ChemAxon
Polarizability13.2 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]+123.60230932474
DeepCCS[M-H]-120.28330932474
DeepCCS[M-2H]-157.12330932474
DeepCCS[M+Na]+132.21830932474
AllCCS[M+H]+125.432859911
AllCCS[M+H-H2O]+120.732859911
AllCCS[M+NH4]+129.832859911
AllCCS[M+Na]+131.132859911
AllCCS[M-H]-120.232859911
AllCCS[M+Na-2H]-121.732859911
AllCCS[M+HCOO]-123.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-NitrotolueneCC1=CC=CC=C1N(=O)=O1820.7Standard polar33892256
2-NitrotolueneCC1=CC=CC=C1N(=O)=O1119.7Standard non polar33892256
2-NitrotolueneCC1=CC=CC=C1N(=O)=O1148.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Nitrotoluene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f9f-9300000000-c30aa46a0075a33024622021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Nitrotoluene 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 - 2-Nitrotoluene 10V, Positive-QTOFsplash10-000i-0900000000-703a7feda7a6fc1f00ca2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nitrotoluene 20V, Positive-QTOFsplash10-004i-0900000000-6c5d23c0ef20354304e92016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nitrotoluene 40V, Positive-QTOFsplash10-01ti-4900000000-e0967ff0d57c97109e312016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nitrotoluene 10V, Negative-QTOFsplash10-000i-0900000000-e611b193e3c552ed0e312016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nitrotoluene 20V, Negative-QTOFsplash10-000i-0900000000-cc1c49d175becfbb524c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nitrotoluene 40V, Negative-QTOFsplash10-002r-3900000000-b6d633e233c105b7315c2016-08-03Wishart 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 ID21106144
KEGG Compound IDC19597
BioCyc ID2-NITROTOLUENE
BiGG IDNot Available
Wikipedia Link2-Nitrotoluene
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID33098
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 ]