Picloram (CHEM003483)

Record Information
Version1.0
Creation Date2014-08-29 06:51:44 UTC
Update Date2026-08-23 09:04:48 UTC
Accession NumberCHEM003483
Identification
Common NamePicloram
ClassSmall Molecule
Description
Picloram 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
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
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
External Links
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.