Showing Compound Card for Diuron (CDB006191)

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Record Information
Version1.0
Created at2020-07-28 20:14:49 UTC
Updated at2020-11-18 16:40:14 UTC
CannabisDB IDCDB006191
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameDiuron
DescriptionDiuron, also known as DCMU, belongs to the class of organic compounds known as n-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group. Based on a literature review a small amount of articles have been published on Diuron.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,1-Dimethyl-3-(3,4-dichlorophenyl)ureaChEBI
1-(3,4-Dichlorophenyl)-3,3-dimethylureaChEBI
1-(3,4-Dichlorophenyl)-3,3-dimethylureeChEBI
3-(3,4-Dichlor-phenyl)-1,1-dimethyl-harnstoffChEBI
3-(3,4-Dichloro-phenyl)-1,1-dimethyl-ureaChEBI
DCMUChEBI
N'-(3,4-dichlorophenyl)-N,N-dimethylureaChEBI
N,N,-Dimethyl-n'-(3,4-dichlorophenyl)ureaChEBI
N-(3,4-Dichlorophenyl)-n',n'-dimethylureaChEBI
3-(3,4-Dichlorophenyl)-1,1-dimethylureaMeSH
Chemical FormulaC9H10Cl2N2O
Average Molecular Weight233.095
Monoisotopic Molecular Weight232.017018366
IUPAC Name1-(3,4-dichlorophenyl)-3,3-dimethylurea
Traditional Namedynex
CAS Registry Number330-54-1
SMILES
CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1
InChI Identifier
InChI=1S/C9H10Cl2N2O/c1-13(2)9(14)12-6-3-4-7(10)8(11)5-6/h3-5H,1-2H3,(H,12,14)
InChI KeyXMTQQYYKAHVGBJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassN-phenylureas
Direct ParentN-phenylureas
Alternative Parents
Substituents
  • N-phenylurea
  • 1,2-dichlorobenzene
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Urea
  • Carbonic acid derivative
  • Organochloride
  • Organohalogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • 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
logP2.92ALOGPS
logP2.53ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)13.18ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.34 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity59 m³·mol⁻¹ChemAxon
Polarizability22.52 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00e9-9220000000-867bc41c9b68124d9eff2014-09-20View Spectrum
Predicted GC-MSDiuron, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDiuron, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, negativesplash10-001i-0090000000-b0bd25ab923ef26df58b2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, negativesplash10-0019-0960000000-425969fab7d1de410afa2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, negativesplash10-000j-0900000000-9d6d97dd4fe843fdd0522020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, negativesplash10-0002-0900000000-d6689f92e144831e9d7a2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 16V, negativesplash10-000i-0900000000-e77c44a0fe464fe4b61d2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 6V, negativesplash10-001i-0090000000-e881c96fe6f6bb880e312020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 13V, negativesplash10-001i-0190000000-76ea8ede6c766fe0da4a2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 20V, negativesplash10-0019-0960000000-bb49ac188469caa12e4a2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 27V, negativesplash10-000i-0910000000-09aee4408526f79b5be22020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 34V, negativesplash10-000b-0900000000-6a4ba91cc6a63e2a39ba2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 41V, negativesplash10-0002-0900000000-879e75c29f5ac165c0182020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 25V, negativesplash10-001i-0090000000-1b4c60c64a5cefa3fa6c2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 37V, negativesplash10-001j-0590000000-fa091daa831961138a002020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 16V, negativesplash10-000i-0900000000-48cded5750b2ac5125052020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 16V, negativesplash10-001i-0590000000-509427d3b080764e28812020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - NA , negativesplash10-001r-0890000000-ac3ea5258715ba65f84a2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 26V, negativesplash10-000i-0920000000-8f3bb4e7a3d23f7d24872020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-000i-0900000000-c319262d88d0bdc2c84e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-000b-0900000000-27449134e23ed27e054d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-001i-0590000000-509427d3b080764e28812021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 55V, Negativesplash10-000i-0900000000-e75dc87d27f87333f8402021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-0002-0900000000-b9e90b15f1af12882c542021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-001i-0090000000-74483962da2bb7e0637d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-000i-0900000000-48cded5750b2ac5125052021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 80V, Negativesplash10-001j-0590000000-fa091daa831961138a002021-09-20View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0251497
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID3008
KEGG Compound IDC18428
BioCyc IDCPD-16775
BiGG IDNot Available
Wikipedia LinkDiuron
METLIN IDNot Available
PubChem Compound3120
PDB IDNot Available
ChEBI ID116509
References
General References
  1. Taylor A, Birkett JW: Pesticides in cannabis: A review of analytical and toxicological considerations. Drug Test Anal. 2020 Feb;12(2):180-190. doi: 10.1002/dta.2747. Epub 2020 Jan 19. [PubMed:31834671 ]