Triadimenol (CHEM003504)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (24)XML
Record Information
Version1.0
Creation Date2014-08-29 06:51:46 UTC
Update Date2016-11-09 01:09:09 UTC
Accession NumberCHEM003504
Identification
Common NameTriadimenol
ClassSmall Molecule
DescriptionTriadimenol is a fungicide for cereals, beet and brassicas used to control a range of diseases including powdery mildew, rusts, bunts and smuts. Its mode of action is selective with curative, protective and eradicant action. It disrupts membrane function.
Contaminant Sources
  • HPV EPA Chemicals
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ether
  • Fungicide
  • Organic Compound
  • Organochloride
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(4-Chlorophenoxy)-1-tert-butyl-2-(1H-1,2,4-triazole-1-yl)ethanolChEBI
alpha-Tert-butyl-beta-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanolChEBI
beta-(4-Chlorophenoxy)-alpha-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanolChEBI
a-Tert-butyl-b-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanolGenerator
Α-tert-butyl-β-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanolGenerator
b-(4-Chlorophenoxy)-a-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanolGenerator
Β-(4-chlorophenoxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanolGenerator
AzoceneMeSH
TriadimefonMeSH
Triadimefon nitrateMeSH
1-(1,2,4-Triazolyl)-1-(4-chlorophenoxy)-3,3-dimethylbutan-2-oneMeSH
BayletonMeSH
TripinaclorazMeSH
Triadimefon sulfateMeSH
Chemical FormulaC14H18ClN3O2
Average Molecular Mass295.765 g/mol
Monoisotopic Mass295.109 g/mol
CAS Registry Number55219-65-3
IUPAC Name1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
Traditional Nametriadimenol
SMILESCC(C)(C)C(O)C(OC1=CC=C(Cl)C=C1)N1C=NC=N1
InChI IdentifierInChI=1S/C14H18ClN3O2/c1-14(2,3)12(19)13(18-9-16-8-17-18)20-11-6-4-10(15)5-7-11/h4-9,12-13,19H,1-3H3
InChI KeyBAZVSMNPJJMILC-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
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Azole
  • Heteroaromatic compound
  • 1,2,4-triazole
  • Secondary alcohol
  • Azacycle
  • Organoheterocyclic compound
  • Organochloride
  • Organohalogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Endoplasmic reticulum
  • Membrane
  • Microsome
  • Mitochondrion
  • Plasma Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
Pathways
NameSMPDB LinkKEGG Link
Antifungal AgentsNot 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 Solubility0.32 g/LALOGPS
logP2.88ALOGPS
logP3.28ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)13.18ChemAxon
pKa (Strongest Basic)1.97ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area60.17 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity88.33 m³·mol⁻¹ChemAxon
Polarizability29.89 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 20V, positivesplash10-00di-9000000000-da117974d5a956517c30Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-004j-0090000000-7ea1b1f496c177246a8bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-002f-0950000000-324271dcdd2f02c7cb48Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-0006-0900000000-0754b93a2d50318e81cbSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, positivesplash10-0006-0900000000-acba2f86fd1abed07a43Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 50V, positivesplash10-004l-0900000000-c996e84647637b92c4fbSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 26V, positivesplash10-00di-9100000000-0574c3e007b1501c2f2bSpectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-00di-9000000000-da117974d5a956517c30Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00di-9000000000-b5ce3367b3b519efcfc4Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-004l-0900000000-c996e84647637b92c4fbSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-00di-9000000000-f299629146d503d157baSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-002f-0950000000-324271dcdd2f02c7cb48Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004j-0090000000-7ea1b1f496c177246a8bSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0006-0900000000-0754b93a2d50318e81cbSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-0900000000-acba2f86fd1abed07a43Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004j-0090000000-aa96c2175ebd7e207154Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9060000000-d4eeb91dde10bda751feSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9020000000-92de40ff983e3123539cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-9300000000-09dc07f7fa22c04f7994Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9010000000-ad3cd7c8a96d055dea6fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9200000000-9a1d909c36d7173635caSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9100000000-bfd9392f5d1ebc0723c4Spectrum
MSMass Spectrum (Electron Ionization)splash10-092c-9700000000-948a85b65d93d07b4743Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
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 IDHMDB0259143
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID37749
ChEBI ID9666
PubChem Compound IDNot Available
Kegg Compound IDC11127
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21341686
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22102610
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22944149
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23661341
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23876258
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24342051
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24615979
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=25011125