chlorthalonil-4-hydroxy (CHEM042589)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-06-03 09:59:45 UTC
Update Date2016-11-09 01:22:42 UTC
Accession NumberCHEM042589
Identification
Common Namechlorthalonil-4-hydroxy
ClassSmall Molecule
DescriptionA member of the class of trichlorophenols that is isophthalonitrile substituted at positions 2, 4 and 5 by chloro groups and at position 6 by a hydroxy group. The major metabolite of chlorothalonil.
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-Hydroxy-2,5,6-trichloro-1,3-benzenedicarbonitrileChEBI
4-Hydroxy-2,5,6-trichloroisophthalonitrileChEBI
BravoHMDB
HydroxychlorothalonilHMDB
TetrachloroisophthalonitrileHMDB
ChlorothalonilHMDB
DaconilHMDB
1,3-Dicyano-4-hydroxy-2,5,6-trichlorobenzeneHMDB
2,4,5-Trichloro-6-hydroxy-1,3-benzenedicarbonitrileHMDB
2,4,5-Trichloro-6-hydroxyisophthalonitrileHMDB
2,5,6-Trichloro-4-hydroxy-1,3-benzenedicarbonitrileHMDB
SDS 3701HMDB
4-HydroxychlorothalonilHMDB
Chemical FormulaC8HCl3N2O
Average Molecular Mass247.460 g/mol
Monoisotopic Mass245.915 g/mol
CAS Registry Number28343-61-5
IUPAC Name2,4,5-trichloro-6-hydroxybenzene-1,3-dicarbonitrile
Traditional Name2,4,5-trichloro-6-hydroxybenzene-1,3-dicarbonitrile
SMILESOC1=C(C#N)C(Cl)=C(C#N)C(Cl)=C1Cl
InChI IdentifierInChI=1S/C8HCl3N2O/c9-5-3(1-12)6(10)7(11)8(14)4(5)2-13/h14H
InChI KeyMDQKYGOECVSPIW-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzonitriles. These are organic compounds containing a benzene bearing a nitrile substituent.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzonitriles
Direct ParentBenzonitriles
Alternative Parents
Substituents
  • Benzonitrile
  • 3-halophenol
  • 2-halophenol
  • 3-chlorophenol
  • 2-chlorophenol
  • Chlorobenzene
  • Phenol
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Carbonitrile
  • Nitrile
  • Organohalogen compound
  • Organochloride
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.027 g/LALOGPS
logP3.24ALOGPS
logP3.19ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)4.02ChemAxon
pKa (Strongest Basic)-8.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area67.81 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity53.9 m³·mol⁻¹ChemAxon
Polarizability20.07 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0005-0690000000-e57174fcb435b522153eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-006t-0910000000-da1fc1e4cbd873a7984fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0005-0090000000-d3acea495891d52fac59Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0005-0090000000-f0b79620b3018ac5d531Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0006-0090000000-e7460b6b0d7cdbebbe08Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-71a79845f08e15d196abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0190000000-30fad3715d37cb098e11Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-0290000000-4f8d369f6f61b1ff9257Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-7494fe4a4b1cfd2173c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0090000000-7494fe4a4b1cfd2173c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0090000000-76c4b8e78d2679468e9fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-4f8e2d0965b53b2635d2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0090000000-4f8e2d0965b53b2635d2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f8c-9450000000-9b794cd2fc8833a872abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-d09a9e40793b50f6ed93Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0090000000-d09a9e40793b50f6ed93Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0290000000-28b6a2681a1eea458853Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0240624
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 ID31530
ChEBI ID133542
PubChem Compound ID34217
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11561404
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18602133
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24243264
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24984836
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=27541960
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=30927730
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=31265862
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=32289622
9.
10. Wilmanski T, Rappaport N, Earls JC, Magis AT, Manor O, Lovejoy J, Omenn GS, Hood L, Gibbons SM, Price ND: Blood metabolome predicts gut microbiome alpha-diversity in humans. Nat Biotechnol. 2019 Oct;37(10):1217-1228. doi: 10.1038/s41587-019-0233-9. Epub 2019 Sep 2.
11. Lin H, Zhao S, Fan X, Ma Y, Wu X, Su Y, Hu J: Residue behavior and dietary risk assessment of chlorothalonil and its metabolite SDS-3701 in water spinach to propose maximum residue limit (MRL). Regul Toxicol Pharmacol. 2019 Oct;107:104416. doi: 10.1016/j.yrtph.2019.104416. Epub 2019 Jun 29.