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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 10:11:10 UTC
Update Date2021-09-26 23:04:48 UTC
HMDB IDHMDB0252307
Secondary Accession NumbersNone
Metabolite Identification
Common NameFlobufen
Description4-{2',4'-difluoro-[1,1'-biphenyl]-4-yl}-2-methyl-4-oxobutanoic acid belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review very few articles have been published on 4-{2',4'-difluoro-[1,1'-biphenyl]-4-yl}-2-methyl-4-oxobutanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Flobufen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Flobufen 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
4-{2',4'-difluoro-[1,1'-biphenyl]-4-yl}-2-methyl-4-oxobutanoateGenerator
4-(2,4-Difluorbiphenylyl)-4-oxo-2-methylbutanoic acidMeSH
Chemical FormulaC17H14F2O3
Average Molecular Weight304.293
Monoisotopic Molecular Weight304.091100637
IUPAC Name4-{2',4'-difluoro-[1,1'-biphenyl]-4-yl}-2-methyl-4-oxobutanoic acid
Traditional Nameflobufen
CAS Registry NumberNot Available
SMILES
CC(CC(=O)C1=CC=C(C=C1)C1=C(F)C=C(F)C=C1)C(O)=O
InChI Identifier
InChI=1S/C17H14F2O3/c1-10(17(21)22)8-16(20)12-4-2-11(3-5-12)14-7-6-13(18)9-15(14)19/h2-7,9-10H,8H2,1H3,(H,21,22)
InChI KeyFIKVYIRIUOFLLR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Biphenyl
  • Butyrophenone
  • Aryl alkyl ketone
  • Gamma-keto acid
  • Benzoyl
  • Halobenzene
  • Fluorobenzene
  • Benzenoid
  • Keto acid
  • Monocyclic benzene moiety
  • Aryl halide
  • Aryl fluoride
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Organofluoride
  • Organohalogen compound
  • 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
logP3.34ALOGPS
logP3.83ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)4.05ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity77.5 m³·mol⁻¹ChemAxon
Polarizability29.13 ųChemAxon
Number of Rings2ChemAxon
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]+173.66630932474
DeepCCS[M-H]-171.30830932474
DeepCCS[M-2H]-204.41930932474
DeepCCS[M+Na]+179.75930932474
AllCCS[M+H]+170.032859911
AllCCS[M+H-H2O]+166.532859911
AllCCS[M+NH4]+173.332859911
AllCCS[M+Na]+174.232859911
AllCCS[M-H]-168.832859911
AllCCS[M+Na-2H]-168.432859911
AllCCS[M+HCOO]-168.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
FlobufenCC(CC(=O)C1=CC=C(C=C1)C1=C(F)C=C(F)C=C1)C(O)=O3582.4Standard polar33892256
FlobufenCC(CC(=O)C1=CC=C(C=C1)C1=C(F)C=C(F)C=C1)C(O)=O2163.4Standard non polar33892256
FlobufenCC(CC(=O)C1=CC=C(C=C1)C1=C(F)C=C(F)C=C1)C(O)=O2341.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Flobufen GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-4290000000-63b953f474a325a23e0d2021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Flobufen GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Flobufen GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Flobufen GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flobufen 10V, Positive-QTOFsplash10-0a4i-0094000000-5a486b870e2e663da1502021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flobufen 20V, Positive-QTOFsplash10-0a4i-0090000000-ecf87572a39ce051970a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flobufen 40V, Positive-QTOFsplash10-00kf-0090000000-4635a6287c417e8e7ef72021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flobufen 10V, Negative-QTOFsplash10-0f79-0094000000-997885fa911f7b9adb912021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flobufen 20V, Negative-QTOFsplash10-000i-0090000000-fbd98cabafb4eb5138ec2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flobufen 40V, Negative-QTOFsplash10-000i-2590000000-698a18f0b8ea9699064b2021-10-12Wishart 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 ID140240
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
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 ]