Showing Compound Card for Novaluron (CDB006264)

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Record Information
Version1.0
Created at2020-07-28 20:23:40 UTC
Updated at2020-11-18 16:40:16 UTC
CannabisDB IDCDB006264
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameNovaluron
DescriptionNovaluron, also known as rimon, belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Novaluron is a chemical with pesticide properties, belonging to the class of new insect growth regulators used to control a range of pests including Lepidoptera, Coleoptera, and Diptera. In the United States, the compound has been used on food crops, including apples, potatoes, brassicas, ornamentals and cotton. Novaluron is an extremely weak basic (essentially neutral) compound (based on its pKa). Novaluron is a potentially toxic compound. The US Environmental Protection Agency and the Canadian Pest Management Regulatory Agency consider novaluron to pose low risk to the environment and non-target organisms, and value it an important option for integrated pest management that should decrease reliance on organophosphorus, carbamate and pyrethroid insecticides. It is a chitin synthesis inhibitor, with stomach action and some contact activity.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
N-[({3-chloro-4-[1,1,2-trifluoro-2-(trifluoromethoxy)ethoxy]phenyl}amino)carbonyl]-2,6-difluorobenzamideChEBI
RimonChEBI
1-(3-chloro-4-(1,1,2-trifluoro-2-Trifluoromethoxyethoxy)phenyl)-3-(2,6-difluorobenzoyl)ureaMeSH
Rimon ec-10MeSH
Chemical FormulaC17H9ClF8N2O4
Average Molecular Weight492.705
Monoisotopic Molecular Weight492.012310133
IUPAC Name[({3-chloro-4-[1,1,2-trifluoro-2-(trifluoromethoxy)ethoxy]phenyl}-C-hydroxycarbonimidoyl)imino](2,6-difluorophenyl)methanol
Traditional Name[({3-chloro-4-[1,1,2-trifluoro-2-(trifluoromethoxy)ethoxy]phenyl}-C-hydroxycarbonimidoyl)imino](2,6-difluorophenyl)methanol
CAS Registry NumberNot Available
SMILES
OC(N=C(O)C1=C(F)C=CC=C1F)=NC1=CC(Cl)=C(OC(F)(F)C(F)OC(F)(F)F)C=C1
InChI Identifier
InChI=1S/C17H9ClF8N2O4/c18-8-6-7(4-5-11(8)31-16(22,23)14(21)32-17(24,25)26)27-15(30)28-13(29)12-9(19)2-1-3-10(12)20/h1-6,14H,(H2,27,28,29,30)
InChI KeyNJPPVKZQTLUDBO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassNot Available
Direct ParentPhenol ethers
Alternative Parents
Substituents
  • Phenoxy compound
  • Phenol ether
  • Chlorobenzene
  • Fluorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl fluoride
  • Aryl halide
  • Monocyclic benzene moiety
  • Trihalomethane
  • Carboximidic acid derivative
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Alkyl fluoride
  • Organochloride
  • Organohalogen compound
  • Organofluoride
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Halomethane
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alkyl halide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.77ALOGPS
logP7.4ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)2.23ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.64 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity90.68 m³·mol⁻¹ChemAxon
Polarizability36.91 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSNovaluron, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - NA , positivesplash10-0a4l-0900000000-7b5b0dade2c43d3fba162020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - NA , negativesplash10-053r-9405200000-6a4110004c11791b5ccc2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - NA , negativesplash10-05gi-5406900000-de2fad8c8161466509f82020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - NA , negativesplash10-0ab9-0209700000-f0bbdc0946c8a8f668282020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - NA , negativesplash10-05fr-0204900000-bd3521813fc9e7158d372020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - NA , negativesplash10-0uk9-0138900000-86230266df1e3feda3772020-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052f-0704900000-19a03abb77c78dda48ba2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-0902100000-b1bcf3b85c3c70ee20992016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066u-0900000000-a5690ffa4fae01781edd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6u-0409400000-454ec0eb0886108210682016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a70-0916200000-92e1ba3234d1fac36a952016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-1910000000-15a693e28777b8dfa0be2016-08-03View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC18875
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNovaluron
METLIN IDNot Available
PubChem Compound93541
PDB IDNot Available
ChEBI ID39385
References
General References
  1. Moulins JR, Blais M, Montsion K, Tully J, Mohan W, Gagnon M, McRitchie T, Kwong K, Snider N, Blais DR: Multiresidue Method of Analysis of Pesticides in Medical Cannabis. J AOAC Int. 2018 Nov 1;101(6):1948-1960. doi: 10.5740/jaoacint.17-0495. Epub 2018 May 29. [PubMed:29843862 ]