Clomazone (CHEM003447)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (8)XML
Record Information
Version1.0
Creation Date2014-08-29 06:51:40 UTC
Update Date2026-03-31 18:25:22 UTC
Accession NumberCHEM003447
Identification
Common NameClomazone
ClassSmall Molecule
DescriptionClomazone, a white solid compound, is an agricultural herbicide, and has been the active ingredient of products named. The molecule consists of a 2-chlorobenzyl group bound to a N-O heterocycle called Isoxazole.
Contaminant Sources
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amide
  • Amine
  • Herbicide
  • Organic Compound
  • Organochloride
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DimethazoneChEBI
FMC57020ChEBI
Command herbicideMeSH
2-(2-Chlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinoneMeSH
Chemical FormulaC12H14ClNO2
Average Molecular Mass239.698 g/mol
Monoisotopic Mass239.071 g/mol
CAS Registry Number81777-89-1
IUPAC Name2-[(2-chlorophenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-one
Traditional Namegamit
SMILESCC1(C)CON(CC2=C(Cl)C=CC=C2)C1=O
InChI IdentifierInChI=1S/C12H14ClNO2/c1-12(2)8-16-14(11(12)15)7-9-5-3-4-6-10(9)13/h3-6H,7-8H2,1-2H3
InChI KeyKIEDNEWSYUYDSN-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as chlorobenzenes. Chlorobenzenes are compounds containing one or more chlorine atoms attached to a benzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentChlorobenzenes
Alternative Parents
Substituents
  • Chlorobenzene
  • Aryl chloride
  • Aryl halide
  • Oxazolidinone
  • Isoxazolidine
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
  • Mitochondrion
Biofluid LocationsNot Available
Tissue LocationsNot Available
Pathways
NameSMPDB LinkKEGG Link
Cell cycleNot Availablemap04110
Brassinosteroid BiosynthesisNot AvailableNot Available
Metabolic PathwaysNot AvailableNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.11 g/LALOGPS
logP2.39ALOGPS
logP2.93ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity62.24 m³·mol⁻¹ChemAxon
Polarizability23.85 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-2900000000-a1981ba7dec391945784Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-004i-3900000000-350007e30c5112747c7aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-004i-0900000000-41a47a03c6132fd443c7Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-002f-0890000000-d573cf4758b64fe964f6Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-004i-0900000000-1cc09b9ed52338cfc5f8Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-004i-0920000000-e61184f83d6352dd2c7eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-004i-0900000000-ba7df231800a054aa38eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-004i-1900000000-585c7367e6e33133d3ecSpectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-004i-0900000000-a17cf8e38af803e06264Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0006-0190000000-314d3bf14723356133ebSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-004i-0900000000-d7e53f3b97e70bcd60c3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004l-0970000000-c4052e3aa0f22d66386eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-0006-0090000000-47e3588762819098f4c1Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-004i-0900000000-82bab655670ea4f2122bSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-75eb017cf69dd9d517ffSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-004i-0900000000-ca2bcf23b26f0b440b00Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-004i-0900000000-df75bbea51ca00b7e3baSpectrum
LC-MS/MSLC-MS/MS Spectrum - 55V, Positivesplash10-004i-0900000000-8b51e3a663a2ad4b77edSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-0900000000-5a93bb1e98ca1d543da1Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-004i-0900000000-9bcd93bbc090f18baab8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-c4eaff49a13d156c87feSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0290000000-2893f8a6e8fa2912acb1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-4910000000-ee2e84dbc1cb0582c260Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-af3668f39810af36cef5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-3090000000-7f8cef2d439ba54bc30bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01b9-9700000000-0eb0c8e5280888631366Spectrum
MSMass Spectrum (Electron Ionization)splash10-004i-9830000000-9cf3f649b17ccf053ad4Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityClomazone induces oxidative stress and AChE inhibition in human erythrocytes (in vitro), suggesting a role for reactive oxygen species in the toxicity mechanism induced by clomazone in humans. (1)
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesThis is a man-made compound that is used as a pesticide.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0250348
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkClomazone
Chemspider ID49469
ChEBI ID3751
PubChem Compound IDNot Available
Kegg Compound IDC11095
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21191867
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23538322
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24515809
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24562457
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24792474
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25380132
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25779373
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=26370279
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=27332840
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=28458150
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=28719874