You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:21:22 UTC
Update Date2019-01-11 19:53:00 UTC
HMDB IDHMDB0037112
Secondary Accession Numbers
  • HMDB37112
Metabolite Identification
Common NameAcifluorfen
DescriptionSelective pre- and post-emergence herbicide. Acifluorfen is used on soybeans and peanuts.
Structure
Data?1547236380
Synonyms
ValueSource
2-nitro-5-(2-chloro-4-(Trifluoromethyl)phenoxy)benzoic acidChEBI
5-(2-chloro-alpha,alpha,alpha-trifluoro-P-Tolyloxy)-2-nitrobenzoic acidChEBI
AcifluorfeneChEBI
BlazerChEBI
2-nitro-5-(2-chloro-4-(Trifluoromethyl)phenoxy)benzoateGenerator
5-(2-chloro-a,a,a-trifluoro-P-Tolyloxy)-2-nitrobenzoateGenerator
5-(2-chloro-a,a,a-trifluoro-P-Tolyloxy)-2-nitrobenzoic acidGenerator
5-(2-chloro-alpha,alpha,alpha-trifluoro-P-Tolyloxy)-2-nitrobenzoateGenerator
5-(2-chloro-α,α,α-trifluoro-P-tolyloxy)-2-nitrobenzoateGenerator
5-(2-chloro-α,α,α-trifluoro-P-tolyloxy)-2-nitrobenzoic acidGenerator
(Sodium salt) scifluorfenHMDB
5-(2-chloro-4-(Trifluoromethyl)phenoxy)-2-nitrobenzoateHMDB
5-(2-chloro-4-(Trifluoromethyl)phenoxy)-2-nitrobenzoic acidHMDB
5-(2-chloro-4-Trifluoromethylphenoxy)-2-nitrobenzoic acidHMDB
5-[2-chloro-4-(Trifluoromethyl)phenoxy]-2-nitrobenzoic acidHMDB
5-[2-chloro-4-(Trifluoromethyl)phenoxy]-2-nitrobenzoic acid, 9ciHMDB
ACJHMDB
C14H7CLF3NO5HMDB
CarbofluorfenHMDB
ScifluorfenHMDB
TackleHMDB
Tackle 25HMDB
Acifluorfen, calcium saltMeSH
Acifluorfen, potassium saltMeSH
Acifluorfen, sodium saltMeSH
Chemical FormulaC14H7ClF3NO5
Average Molecular Weight361.657
Monoisotopic Molecular Weight360.996484661
IUPAC Name5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid
Traditional Nameacifluorfen
CAS Registry Number50594-66-6
SMILES
OC(=O)C1=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=CC=C1[N+]([O-])=O
InChI Identifier
InChI=1S/C14H7ClF3NO5/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21/h1-6H,(H,20,21)
InChI KeyNUFNQYOELLVIPL-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylethers
Direct ParentDiphenylethers
Alternative Parents
Substituents
  • Diphenylether
  • Nitrobenzoate
  • Diaryl ether
  • Trifluoromethylbenzene
  • Nitrobenzene
  • Benzoic acid or derivatives
  • Benzoic acid
  • Phenoxy compound
  • Phenol ether
  • Nitroaromatic compound
  • Benzoyl
  • Halobenzene
  • Chlorobenzene
  • Aryl chloride
  • Aryl halide
  • C-nitro compound
  • Organic nitro compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Ether
  • Allyl-type 1,3-dipolar organic compound
  • Monocarboxylic acid or derivatives
  • Organic oxoazanium
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alkyl halide
  • Alkyl fluoride
  • Organopnictogen compound
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organochloride
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Environmental role:

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point240 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.12 mg/mL at 25 °CNot Available
LogP3.70Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00085 g/LALOGPS
logP3.87ALOGPS
logP4.55ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)2.03ChemAxon
pKa (Strongest Basic)-9.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area92.35 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity77.66 m³·mol⁻¹ChemAxon
Polarizability28.44 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-02t9-4195000000-5ddff76a68c7747e149cJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9125100000-9ebf44d112da72167d46JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0209000000-e0ae2e76a9ed3a665f91JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0920000000-45419e5ed3c77076fe28JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0910000000-e79c927ca121a2728105JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0910000000-5d702697e77d71c956dcJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-0900000000-acce9cd35c0b6ecbfe72JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0006-1900000000-0ac96d69a66a1c6b06eaJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-0009000000-36cf1b8605b4060a67c9JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0fk9-0097000000-435191fe46a075001c02JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-0490000000-29ca940ce1fb7466f30eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00fr-1960000000-72299fc4ced8b0568174JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0059-1910000000-fb24acfb053c8e942e6bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0059-1900000000-d17eb40e209a756eee16JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0009000000-4c75728bf5ffedddf98bJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0009000000-245d7f49008a444c8c8cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0912000000-eef3cbda79d3d86dc38bJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-6d7bb98e0ea588c04fccJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0009000000-47ab230a682c945458d0JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02t9-0904000000-6e5ade73e3f6b27f7a11JSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-03di-7559000000-e737ad0bfc1539f2b020JSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB07338
Phenol Explorer Compound IDNot Available
FoodDB IDFDB016105
KNApSAcK IDNot Available
Chemspider ID40113
KEGG Compound IDNot Available
BioCyc IDACIFLUORFEN
BiGG IDNot Available
Wikipedia LinkAcifluorfen
METLIN IDNot Available
PubChem Compound44073
PDB IDACJ
ChEBI ID73172
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .