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Showing metabocard for Aniline (HMDB0003012)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (27) Show 27 proteinsXML
enzymes (27) Show 27 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 15:12:26 UTC
Update Date2021-10-13 04:40:30 UTC
HMDB IDHMDB0003012
Secondary Accession Numbers
  • HMDB03012
Metabolite Identification
Common NameAniline
DescriptionAniline is an organic chemical compound, specifically a primary aromatic amine. It consists of a benzene ring attached to an amino group. Aniline is oily and, although colorless, it can be slowly oxidized and resinified in air to form impurities which can give it a red-brown tint. Its boiling point is 184 degree centigrade and its melting point is -6 degree centegrade. It is a liquid at room temperature. Like most volatile amines, it possesses a somewhat unpleasant odour of rotten fish, and also has a burning aromatic taste; it is a highly acrid poison. It ignites readily, burning with a large smoky flame. Aniline reacts with strong acids to form salts containing the anilinium (or phenylammonium) ion (C6H5-NH3+), and reacts with acyl halides (such as acetyl chloride (ethanoyl chloride), CH3COCl) to form amides. The amides formed from aniline are sometimes called anilides, for example CH3-CO-NH-C6H5 is acetanilide, for which the modern name is N-phenyl ethanamide. Like phenols, aniline derivatives are highly reactive in electrophilic substitution reactions. For example, sulfonation of aniline produces sulfanilic acid, which can be converted to sulfanilamide. Sulfanilamide is one of the sulfa drugs which were widely used as antibacterial in the early 20th century. Aniline was first isolated from the destructive distillation of indigo in 1826 by Otto Unverdorben. In 1834, Friedrich Runge isolated from coal tar a substance which produced a beautiful blue color on treatment with chloride of lime; this he named kyanol or cyanol. In 1841, C. J. Fritzsche showed that by treating indigo with caustic potash it yielded an oil, which he named aniline, from the specific name of one of the indigo-yielding plants, Indigofera anil, anil being derived from the Sanskrit, dark-blue.
Structure
Data?1582752260
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003012 (Aniline)


  Mrv1652305271900032D          

  7  7  0  0  0  0            999 V2000
   23.2644  -14.6921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2644  -15.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9790  -15.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5500  -15.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9790  -16.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5500  -16.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2644  -17.1671    0.0000 C   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
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  7  2  0  0  0  0
  6  7  1  0  0  0  0
M  END
Download

3D MOL for HMDB0003012 (Aniline)

HMDB0003012
     RDKit          3D
Aniline
 14 14  0  0  0  0  0  0  0  0999 V2000
    2.3099    0.2266   -0.1579 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    0.0713   -0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0681    1.1697    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028    1.0806    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9050   -0.1589    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0780   -1.2731    0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2959   -1.1733   -0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8284    1.0238    0.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826   -0.4742   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5365    2.1545   -0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9428    1.9513    0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9812   -0.2985    0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517   -2.2574    0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434   -2.0425   -0.0956 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  2  1  0
  1  8  1  0
  1  9  1  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
M  END
Download

3D SDF for HMDB0003012 (Aniline)


  Mrv1652305271900032D          

  7  7  0  0  0  0            999 V2000
   23.2644  -14.6921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2644  -15.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9790  -15.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5500  -15.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9790  -16.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5500  -16.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2644  -17.1671    0.0000 C   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
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  7  2  0  0  0  0
  6  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003012

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2

> <INCHI_KEY>
PAYRUJLWNCNPSJ-UHFFFAOYSA-N

> <FORMULA>
C6H7N

> <MOLECULAR_WEIGHT>
93.1265

> <EXACT_MASS>
93.057849229

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
10.285464630322043

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
aniline

> <ALOGPS_LOGP>
0.89

> <JCHEM_LOGP>
1.1443198620000001

> <ALOGPS_LOGS>
-0.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.641818038580084

> <JCHEM_POLAR_SURFACE_AREA>
26.02

> <JCHEM_REFRACTIVITY>
30.758399999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aniline

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0003012 (Aniline)

HMDB0003012
     RDKit          3D
Aniline
 14 14  0  0  0  0  0  0  0  0999 V2000
    2.3099    0.2266   -0.1579 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    0.0713   -0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0681    1.1697    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028    1.0806    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9050   -0.1589    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0780   -1.2731    0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2959   -1.1733   -0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8284    1.0238    0.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826   -0.4742   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5365    2.1545   -0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9428    1.9513    0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9812   -0.2985    0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517   -2.2574    0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434   -2.0425   -0.0956 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  2  1  0
  1  8  1  0
  1  9  1  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
M  END
Download

PDB for HMDB0003012 (Aniline)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  N   UNK     0      43.427 -27.425   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      43.427 -28.965   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      44.761 -29.735   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      42.093 -29.735   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      44.761 -31.275   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      42.093 -31.275   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      43.427 -32.045   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    7                                                       
CONECT    7    5    6                                                       
MASTER        0    0    0    0    0    0    0    0    7    0   14    0
END
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3D PDB for HMDB0003012 (Aniline)

COMPND    HMDB0003012
HETATM    1  N1  UNL     1       2.310   0.227  -0.158  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.897   0.071  -0.061  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.068   1.170   0.014  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.303   1.081   0.109  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.905  -0.159   0.133  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.078  -1.273   0.058  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.296  -1.173  -0.037  1.00  0.00           C  
HETATM    8  H1  UNL     1       2.828   1.024   0.274  1.00  0.00           H  
HETATM    9  H2  UNL     1       2.883  -0.474  -0.680  1.00  0.00           H  
HETATM   10  H3  UNL     1       0.536   2.155  -0.005  1.00  0.00           H  
HETATM   11  H4  UNL     1      -1.943   1.951   0.167  1.00  0.00           H  
HETATM   12  H5  UNL     1      -2.981  -0.299   0.206  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.552  -2.257   0.077  1.00  0.00           H  
HETATM   14  H7  UNL     1       0.943  -2.042  -0.096  1.00  0.00           H  
CONECT    1    2    8    9
CONECT    2    3    3    7
CONECT    3    4   10
CONECT    4    5    5   11
CONECT    5    6   12
CONECT    6    7    7   13
CONECT    7   14
END
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SMILES for HMDB0003012 (Aniline)

NC1=CC=CC=C1
Download

INCHI for HMDB0003012 (Aniline)

InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
AminobenzeneChEBI
AminophenChEBI
AnilinChEBI
BenzenamineChEBI
BenzeneamineChEBI
KyanolChEBI
PhenylamineChEBI
ArylamineKegg
Aniline aluminium saltMeSH
Aniline dihydrofluorideMeSH
Aniline diphosphate (1:1)MeSH
Aniline diphosphate (3:1)MeSH
Aniline diphosphate (4:1)MeSH
Aniline hydrobromideMeSH
Aniline hydrochlorideMeSH
Aniline hydrochloride-(14)C-labeled CPDMeSH
Aniline hydrochloride-(15)N-labeled CPDMeSH
Aniline hydrofluorideMeSH
Aniline hydrogen iodideMeSH
Aniline monosulfateMeSH
Aniline nitrateMeSH
Aniline perchlorateMeSH
Aniline phosphate (1:1)MeSH
Aniline phosphate (1:2)MeSH
Aniline phosphate (2:1)MeSH
Aniline phosphonate (1:1)MeSH
Aniline sulfateMeSH
Aniline sulfate (2:1)MeSH
Aniline sulfate (2:1), (14)C-labeled CPDMeSH
Aniline, (13)C-labeled CPDMeSH
Aniline, (14)C-labeled CPDMeSH
Aniline, 15N-labeled CPDMeSH
Aniline, 2-(13)C-labeled CPDMeSH
Aniline, 3-(13)C-labeled CPDMeSH
Aniline, 3H-labeled CPDMeSH
Aniline, 4-(13)C-labeled CPDMeSH
Aniline, conjugate acidMeSH
Aniline, ion(1+)MeSH
Aniline, magnesium (1:1) saltMeSH
Aniline, monolithium saltMeSH
Aniline, sodium saltMeSH
AnilinaHMDB
Aniline reagentHMDB
AnyvimHMDB
BenzidamHMDB
CyanolHMDB
D'AnilineHMDB
KrystallinHMDB
Chemical FormulaC6H7N
Average Molecular Weight93.1265
Monoisotopic Molecular Weight93.057849229
IUPAC Nameaniline
Traditional Nameaniline
CAS Registry Number62-53-3
SMILES
NC1=CC=CC=C1
InChI Identifier
InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2
InChI KeyPAYRUJLWNCNPSJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAniline and substituted anilines
Direct ParentAniline and substituted anilines
Alternative Parents
Substituents
  • Aniline or substituted anilines
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-6 °CNot Available
Boiling Point184.00 to 185.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility36 mg/mL at 25 °CNot Available
LogP0.90HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility18 g/LALOGPS
logP0.89ALOGPS
logP1.14ChemAxon
logS-0.71ALOGPS
pKa (Strongest Basic)4.64ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity30.76 m³·mol⁻¹ChemAxon
Polarizability10.29 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+115.87731661259
DarkChem[M-H]-111.53231661259
DeepCCS[M+H]+119.03930932474
DeepCCS[M-H]-116.69830932474
DeepCCS[M-2H]-152.71830932474
DeepCCS[M+Na]+127.42230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AnilineNC1=CC=CC=C11745.9Standard polar33892256
AnilineNC1=CC=CC=C1964.3Standard non polar33892256
AnilineNC1=CC=CC=C1977.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Aniline,1TMS,isomer #1C[Si](C)(C)NC1=CC=CC=C11213.3Semi standard non polar33892256
Aniline,1TMS,isomer #1C[Si](C)(C)NC1=CC=CC=C11189.3Standard non polar33892256
Aniline,1TMS,isomer #1C[Si](C)(C)NC1=CC=CC=C11368.3Standard polar33892256
Aniline,2TMS,isomer #1C[Si](C)(C)N(C1=CC=CC=C1)[Si](C)(C)C1262.0Semi standard non polar33892256
Aniline,2TMS,isomer #1C[Si](C)(C)N(C1=CC=CC=C1)[Si](C)(C)C1322.0Standard non polar33892256
Aniline,2TMS,isomer #1C[Si](C)(C)N(C1=CC=CC=C1)[Si](C)(C)C1392.6Standard polar33892256
Aniline,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=CC=CC=C11445.3Semi standard non polar33892256
Aniline,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=CC=CC=C11397.5Standard non polar33892256
Aniline,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=CC=CC=C11566.8Standard polar33892256
Aniline,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)[Si](C)(C)C(C)(C)C1687.9Semi standard non polar33892256
Aniline,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)[Si](C)(C)C(C)(C)C1720.2Standard non polar33892256
Aniline,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)[Si](C)(C)C(C)(C)C1664.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Aniline EI-B (Non-derivatized)splash10-00kf-9000000000-9a543eee5081cc927e822017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Aniline EI-B (Non-derivatized)splash10-0006-9000000000-e04550d3cafee77e61922017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Aniline EI-B (Non-derivatized)splash10-0006-9000000000-b4213ef5f8ee4a3df6122017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Aniline GC-EI-TOF (Non-derivatized)splash10-0udi-1900000000-b5d970641bbe63fdb3662017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Aniline EI-B (Non-derivatized)splash10-00kf-9000000000-9a543eee5081cc927e822018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Aniline EI-B (Non-derivatized)splash10-0006-9000000000-e04550d3cafee77e61922018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Aniline EI-B (Non-derivatized)splash10-0006-9000000000-b4213ef5f8ee4a3df6122018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Aniline GC-EI-TOF (Non-derivatized)splash10-0udi-1900000000-b5d970641bbe63fdb3662018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aniline GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-62eb000567821fbe8a222017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aniline GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00kf-9000000000-4ba5d22a406245826ca02015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0006-9000000000-a23bad3a5415210b8e582012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-004i-9000000000-129ed2147aba871643992012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0udi-9000000000-9e60a29bae11a3beb3962012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline EI-B (HITACHI RMU-7M) , Positive-QTOFsplash10-00kf-9000000000-8e5e6fec72fd720bd3bb2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline EI-B (HITACHI RMU-6L) , Positive-QTOFsplash10-0006-9000000000-e04550d3cafee77e61922012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-0006-9000000000-4a2ea8998eab06e3b7fa2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-002f-9000000000-041fc0d729e6308b36ec2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-004i-9000000000-c0f67277e0af76d5d6e12012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-0fb9-9000000000-35b2093eb2c81ba07d172012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-004i-9000000000-15d86b7cf94658003a7c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-03di-9000000000-fc34fd188d386065c4f52012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-03dl-9000000000-fbed3991af3afeea3a792012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-0006-9000000000-0bea53746f5bc30ab7702012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-0007-9000000000-971619ea8bd73637ba142012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-0006-9000000000-2001822055db683e89992012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-0006-9000000000-a5bc25b5010f2044b4352012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive-QTOFsplash10-0006-9000000000-8ab282b725391b0d99232012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline , negative-QTOFsplash10-00di-0900000000-ed34a4f0bafc3ce061742017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aniline LC-ESI-QQ , positive-QTOFsplash10-0006-9000000000-4a2ea8998eab06e3b7fa2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aniline 10V, Positive-QTOFsplash10-0006-9000000000-c4c7adf426e20a85b18e2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aniline 20V, Positive-QTOFsplash10-0006-9000000000-cbf324483014cd8126002017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aniline 40V, Positive-QTOFsplash10-014i-9000000000-4ef27c104c8c073fccb42017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aniline 10V, Negative-QTOFsplash10-0006-9000000000-9b2f125fc5146ad773292017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aniline 20V, Negative-QTOFsplash10-0006-9000000000-9b2f125fc5146ad773292017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aniline 40V, Negative-QTOFsplash10-0006-9000000000-e7badc7e20ab7cd59fd52017-07-26Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)2012-12-05Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue Locations
  • Bladder
  • Epidermis
  • Prostate
  • Spleen
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified<1 nmol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB06728
Phenol Explorer Compound IDNot Available
FooDB IDFDB003571
KNApSAcK IDC00048294
Chemspider ID5889
KEGG Compound IDC00292
BioCyc IDANILINE
BiGG IDNot Available
Wikipedia LinkAniline
METLIN ID489
PubChem Compound6115
PDB IDNot Available
ChEBI ID17296
Food Biomarker OntologyNot Available
VMH IDM01341
MarkerDB IDNot Available
Good Scents IDrw1220191
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Bomhard EM, Herbold BA: Genotoxic activities of aniline and its metabolites and their relationship to the carcinogenicity of aniline in the spleen of rats. Crit Rev Toxicol. 2005 Dec;35(10):783-835. [PubMed:16468500 ]
  2. Nohynek GJ, Duche D, Garrigues A, Meunier PA, Toutain H, Leclaire J: Under the skin: Biotransformation of para-aminophenol and para-phenylenediamine in reconstructed human epidermis and human hepatocytes. Toxicol Lett. 2005 Sep 15;158(3):196-212. [PubMed:15890478 ]
  3. Mathews JM, De Costa KS: Absorption, metabolism, and disposition of 1,3-diphenyl-1-triazene in rats and mice after oral, i.v., and dermal administration. Drug Metab Dispos. 1999 Dec;27(12):1499-504. [PubMed:10570033 ]
  4. Weiss T, Angerer J: Simultaneous determination of various aromatic amines and metabolites of aromatic nitro compounds in urine for low level exposure using gas chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Oct 5;778(1-2):179-92. [PubMed:12376125 ]
  5. Hein DW, Doll MA, Xiao GH, Feng Y: Prostate expression of N-acetyltransferase 1 (NAT1) and 2 (NAT2) in rapid and slow acetylator congenic Syrian hamster. Pharmacogenetics. 2003 Mar;13(3):159-67. [PubMed:12618593 ]
  6. Kuo HM, Ho HJ, Chao PD, Chung JG: Quercetin glucuronides inhibited 2-aminofluorene acetylation in human acute myeloid HL-60 leukemia cells. Phytomedicine. 2002 Oct;9(7):625-31. [PubMed:12487326 ]
  7. Faraglia B, Chen SY, Gammon MD, Zhang Y, Teitelbaum SL, Neugut AI, Ahsan H, Garbowski GC, Hibshoosh H, Lin D, Kadlubar FF, Santella RM: Evaluation of 4-aminobiphenyl-DNA adducts in human breast cancer: the influence of tobacco smoke. Carcinogenesis. 2003 Apr;24(4):719-25. [PubMed:12727801 ]
  8. Peluso M, Airoldi L, Magagnotti C, Fiorini L, Munnia A, Hautefeuille A, Malaveille C, Vineis P: White blood cell DNA adducts and fruit and vegetable consumption in bladder cancer. Carcinogenesis. 2000 Feb;21(2):183-7. [PubMed:10657956 ]
  9. el-Bayoumy K, Donahue JM, Hecht SS, Hoffmann D: Identification and quantitative determination of aniline and toluidines in human urine. Cancer Res. 1986 Dec;46(12 Pt 1):6064-7. [PubMed:3779628 ]
  10. Iwersen-Bergmann S, Schmoldt A: Acute intoxication with aniline: detection of acetaminophen as aniline metabolite. Int J Legal Med. 2000;113(3):171-4. [PubMed:10876991 ]
  11. Gan J, Skipper PL, Gago-Dominguez M, Arakawa K, Ross RK, Yu MC, Tannenbaum SR: Alkylaniline-hemoglobin adducts and risk of non-smoking-related bladder cancer. J Natl Cancer Inst. 2004 Oct 6;96(19):1425-31. [PubMed:15467031 ]
  12. Stanley LA, Coroneos E, Cuff R, Hickman D, Ward A, Sim E: Immunochemical detection of arylamine N-acetyltransferase in normal and neoplastic bladder. J Histochem Cytochem. 1996 Sep;44(9):1059-67. [PubMed:8773572 ]
  13. Vaziri SA, Hughes NC, Sampson H, Darlington G, Jewett MA, Grant DM: Variation in enzymes of arylamine procarcinogen biotransformation among bladder cancer patients and control subjects. Pharmacogenetics. 2001 Feb;11(1):7-20. [PubMed:11207033 ]

Only showing the first 10 proteins. There are 27 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Arylamine N-acetyltransferase 1
General function:
Involved in acetyltransferase activity
Specific function:
Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
Gene Name:
NAT1
Uniprot ID:
P18440
Molecular weight:
33898.445
Enzyme Details
2. Arylamine N-acetyltransferase 2
General function:
Involved in acetyltransferase activity
Specific function:
Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
Gene Name:
NAT2
Uniprot ID:
P11245
Molecular weight:
33570.245
Enzyme Details
3. Arylacetamide deacetylase
General function:
Involved in hydrolase activity
Specific function:
Arylacetamide deacetylation is an important enzyme activity in the metabolic activation of arylamine substrates to ultimate carcinogens. Displays major serine hydrolase activity in liver microsomes. Hydrolyzes also flutamide, which is an antiandrogen drug used for the treatment of prostate cancer that occasionally causes severe hepatotoxicity. Displays cellular triglyceride lipase activity in liver. Increases intracellular fatty acids derived from hydrolysis of newly formed triglyceride stores.
Gene Name:
AADAC
Uniprot ID:
P22760
Molecular weight:
45733.28
Enzyme Details
4. Arylamine N-acetyltransferase 2
General function:
Involved in acetyltransferase activity
Specific function:
Not Available
Gene Name:
NAT2
Uniprot ID:
A4Z6T7
Molecular weight:
33570.2
Enzyme Details
5. Arylamine N-acetyltransferase 2
General function:
Involved in acetyltransferase activity
Specific function:
Not Available
Gene Name:
NAT2
Uniprot ID:
A4Z6T8
Molecular weight:
33572.3
Enzyme Details
6. Arylamine N-acetyltransferase 2
General function:
Involved in acetyltransferase activity
Specific function:
Not Available
Gene Name:
NAT2
Uniprot ID:
A4Z6T9
Molecular weight:
33542.2
Enzyme Details
7. Arylamine N-acetyltransferase 2
General function:
Involved in acetyltransferase activity
Specific function:
Not Available
Gene Name:
NAT2
Uniprot ID:
A4Z6U4
Molecular weight:
33542.2
Enzyme Details
8. Arylamine N-acetyltransferase 2
General function:
Involved in acetyltransferase activity
Specific function:
Not Available
Gene Name:
NAT2
Uniprot ID:
A4Z6U6
Molecular weight:
33574.3
Enzyme Details
9. Arylamine N-acetyltransferase 2
General function:
Involved in acetyltransferase activity
Specific function:
Not Available
Gene Name:
NAT2
Uniprot ID:
A4Z6U7
Molecular weight:
33528.2
Enzyme Details
10. Arylamine N-acetyltransferase 2
General function:
Involved in acetyltransferase activity
Specific function:
Not Available
Gene Name:
NAT2
Uniprot ID:
A4Z6U9
Molecular weight:
33530.2

Only showing the first 10 proteins. There are 27 proteins in total.

Show all enzymes and transporters