Picloram (CHEM003483)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (2)XML
Record Information
Version1.0
Creation Date2014-08-29 06:51:44 UTC
Update Date2016-11-09 01:09:09 UTC
Accession NumberCHEM003483
Identification
Common NamePicloram
ClassSmall Molecule
DescriptionPicloram is a persistent systemic herbicide used for general woody plant control and a broad-leaved weeds on non-crop and utility areas. It also controls a wide range of broad-leaved weeds, but most grasses are resistant. A chlorinated derivative of picolinic acid, picloram is in the pyridine family of herbicides. It is systemically absorbed by roots and leaves and translocated.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • IARC Carcinogens Group 3
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amine
  • Ester
  • Herbicide
  • Organic Compound
  • Organochloride
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3,5,6-Trichloro-4-amino-2-pyridinecarboxylic acidChEBI
3,5,6-Trichloro-4-aminopicolinic acidChEBI
4-Amino-3,5,6-trichloro-2-picolinic acidChEBI
4-Amino-3,5,6-trichloro-2-pyridinecarboxylic acidChEBI
4-Amino-3,5,6-trichloropicolinic acidChEBI
AccessChEBI
AmdonChEBI
BorolinChEBI
GrazonChEBI
K-PinChEBI
PathwayChEBI
Picloram acidChEBI
PiclorameChEBI
TordonChEBI
4-Amino-3,5,6-trichloropyridine-2-carboxylic acidKegg
3,5,6-Trichloro-4-amino-2-pyridinecarboxylateGenerator
3,5,6-Trichloro-4-aminopicolinateGenerator
4-Amino-3,5,6-trichloro-2-picolinateGenerator
4-Amino-3,5,6-trichloro-2-pyridinecarboxylateGenerator
4-Amino-3,5,6-trichloropicolinateGenerator
4-Amino-3,5,6-trichloropyridine-2-carboxylateGenerator
ChlorampMeSH
Chemical FormulaC6H3Cl3N2O2
Average Molecular Mass241.459 g/mol
Monoisotopic Mass239.926 g/mol
CAS Registry Number1918-02-1
IUPAC Name4-amino-3,5,6-trichloropyridine-2-carboxylic acid
Traditional Namepicloram
SMILESNC1=C(Cl)C(=NC(Cl)=C1Cl)C(O)=O
InChI IdentifierInChI=1S/C6H3Cl3N2O2/c7-1-3(10)2(8)5(9)11-4(1)6(12)13/h(H2,10,11)(H,12,13)
InChI KeyNQQVFXUMIDALNH-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinecarboxylic acids and derivatives
Direct ParentPyridinecarboxylic acids
Alternative Parents
Substituents
  • Pyridine carboxylic acid
  • Polyhalopyridine
  • Aminopyridine
  • 2-halopyridine
  • Aryl chloride
  • Aryl halide
  • Heteroaromatic compound
  • Vinylogous halide
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid derivative
  • Azacycle
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
  • Ribosome
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point218.5°C
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.18 g/LALOGPS
logP2.11ALOGPS
logP2ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)3.98ChemAxon
pKa (Strongest Basic)-0.21ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area76.21 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity50.96 m³·mol⁻¹ChemAxon
Polarizability19.23 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, Positivesplash10-0007-3790000000-5cd6ab7784163d17b2eeSpectrum
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 (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-00di-1900000000-d66381b92085490b74e5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-00ds-9500000000-2b716b50ce950ba0b2abSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-05fu-0900000000-ffa624570fcf3c060b89Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-05fr-0900000000-8a0464b51afa8f38de47Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0006-0900000000-df7f81b07c2c7ca56034Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0006-0900000000-dfa02aca11bf6b5a48a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0290000000-82cb48a5ba4ec44c28e9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-0950000000-c86b1f5097d675c9c27eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9700000000-31159cb1112b5e2085f6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0290000000-02d8393ac0289b8d032aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0790000000-816f48ac8e44772246f7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f76-0900000000-b15611378d51fb55ce76Spectrum
MSMass Spectrum (Electron Ionization)splash10-0002-2930000000-8ed140e74455121b4e9dSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (1)
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 IDHMDB0256531
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPicloram
Chemspider ID15170
ChEBI ID34922
PubChem Compound IDNot Available
Kegg Compound IDC14310
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11319026
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11368227
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=12128102
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16920877
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24737019
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=28281061
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=28819832
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=29948674
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=31055199
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=31254607
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=31382345
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=31414816
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=3567404
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=5153743
15.