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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 03:24:56 UTC
Update Date2022-11-23 21:48:33 UTC
HMDB IDHMDB0248950
Secondary Accession NumbersNone
Metabolite Identification
Common NameBenfluralin
DescriptionBenfluralin, also known as benefin or bethrodine, belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group. Based on a literature review very few articles have been published on Benfluralin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benfluralin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benfluralin 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
Synonyms
ValueSource
alpha,alpha,alpha-Trifluoro-2,6-dinitro-N,N-ethylbutyl-p-toluidineChEBI
BenefinChEBI
BenfluralineChEBI
BethrodineChEBI
EL-110ChEBI
N-Butyl-N-ethyl-2,6-dinitro-4-(trifluoromethyl)benzenamineChEBI
N-Butyl-N-ethyl-alpha,alpha,alpha-trifluoro-2,6-dinitro-p-toluidineChEBI
a,a,a-Trifluoro-2,6-dinitro-N,N-ethylbutyl-p-toluidineGenerator
Α,α,α-trifluoro-2,6-dinitro-N,N-ethylbutyl-p-toluidineGenerator
N-Butyl-N-ethyl-a,a,a-trifluoro-2,6-dinitro-p-toluidineGenerator
N-Butyl-N-ethyl-α,α,α-trifluoro-2,6-dinitro-p-toluidineGenerator
BalanMeSH
Chemical FormulaC13H16F3N3O4
Average Molecular Weight335.279
Monoisotopic Molecular Weight335.10929063
IUPAC NameN-butyl-N-ethyl-2,6-dinitro-4-(trifluoromethyl)aniline
Traditional Namebenefin
CAS Registry NumberNot Available
SMILES
[H]C1=C(C(N(C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])=C(C([H])=C1C(F)(F)F)[N+]([O-])=O)[N+]([O-])=O
InChI Identifier
InChI=1S/C13H16F3N3O4/c1-3-5-6-17(4-2)12-10(18(20)21)7-9(13(14,15)16)8-11(12)19(22)23/h7-8H,3-6H2,1-2H3
InChI KeySMDHCQAYESWHAE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAniline and substituted anilines
Direct ParentDinitroanilines
Alternative Parents
Substituents
  • Dinitroaniline
  • Trifluoromethylbenzene
  • Nitrobenzene
  • Nitroaromatic compound
  • Tertiary aliphatic/aromatic amine
  • Dialkylarylamine
  • C-nitro compound
  • Tertiary amine
  • Organic nitro compound
  • Organic oxoazanium
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Alkyl fluoride
  • Organic zwitterion
  • Hydrocarbon derivative
  • Organic oxide
  • Organonitrogen compound
  • Organofluoride
  • Organopnictogen compound
  • Organohalogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Alkyl halide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
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
logP5.18ALOGPS
logP4.52ChemAxon
logS-6ALOGPS
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area94.88 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity79.73 m³·mol⁻¹ChemAxon
Polarizability28.77 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+184.24730932474
DeepCCS[M-H]-182.52430932474
DeepCCS[M-2H]-216.56130932474
DeepCCS[M+Na]+190.57630932474
AllCCS[M+H]+172.932859911
AllCCS[M+H-H2O]+169.932859911
AllCCS[M+NH4]+175.732859911
AllCCS[M+Na]+176.432859911
AllCCS[M-H]-170.532859911
AllCCS[M+Na-2H]-170.132859911
AllCCS[M+HCOO]-169.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
benfluralin[H]C1=C(C(N(C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])=C(C([H])=C1C(F)(F)F)[N+]([O-])=O)[N+]([O-])=O2237.5Standard polar33892256
benfluralin[H]C1=C(C(N(C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])=C(C([H])=C1C(F)(F)F)[N+]([O-])=O)[N+]([O-])=O1787.5Standard non polar33892256
benfluralin[H]C1=C(C(N(C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])=C(C([H])=C1C(F)(F)F)[N+]([O-])=O)[N+]([O-])=O1555.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Benfluralin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0adi-4189000000-455a47c7acbdb603b9822021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Benfluralin 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 - Benfluralin 10V, Positive-QTOFsplash10-000i-1009000000-059ed03818ef425cb3022016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benfluralin 20V, Positive-QTOFsplash10-06vi-3019000000-2d0b0fea633d7772646a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benfluralin 40V, Positive-QTOFsplash10-0a4l-9000000000-3ff165b76f51543996192016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benfluralin 10V, Negative-QTOFsplash10-001i-0009000000-e9e44e7c0e33354b601d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benfluralin 20V, Negative-QTOFsplash10-001i-1009000000-571f5778b80506bfeec92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benfluralin 40V, Negative-QTOFsplash10-052f-9043000000-023c514bbf6ee9857aab2016-08-03Wishart 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 ID2229
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenfluralin
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID132878
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1333881
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 ]