ChemFOnt: Showing chemical card for 2,4,5-Trichlorophenoxyacetic acid (CFc000225011)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:48:00 UTC

Chemfont ID

CFc000225011

Molecule Identification

Common Name

2,4,5-Trichlorophenoxyacetic acid

Definition

2,4,5-Trichlorophenoxyacetic acid, also known as 2,4,5-T or esteron 245, belongs to the class of organic compounds known as chlorophenoxyacetates. Chlorophenoxyacetates are compounds containing a phenoxyacetate that carries one or more chlorine atoms on the benzene ring. 2,4,5-Trichlorophenoxyacetic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 2,4,5-Trichlorophenoxyacetic acid is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Based on a literature review a small amount of articles have been published on 2,4,5-Trichlorophenoxyacetic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2,4,5-Trichlorphenoxy)essigsaeure	ChEBI
2,4,5-T	ChEBI
2,4,5-Trichlorphenoxyessigsaeure	ChEBI
Esteron 245	ChEBI
Trioxone	ChEBI
2,4,5-Trichlorophenoxyacetate	Generator

Chemical Formula

C₈H₅Cl₃O₃

Average Molecular Weight

255.483

Monoisotopic Molecular Weight

253.930427147

IUPAC Name

2-(2,4,5-trichlorophenoxy)acetic acid

Traditional Name

fortex

CAS Registry Number

93-76-5

SMILES

OC(=O)COC1=CC(Cl)=C(Cl)C=C1Cl

InChI Identifier

InChI=1S/C8H5Cl3O3/c9-4-1-6(11)7(2-5(4)10)14-3-8(12)13/h1-2H,3H2,(H,12,13)

InChI Key

SMYMJHWAQXWPDB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chlorophenoxyacetates. Chlorophenoxyacetates are compounds containing a phenoxyacetate that carries one or more chlorine atoms on the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxyacetic acid derivatives

Direct Parent

Chlorophenoxyacetates

Alternative Parents

Substituents

Chlorophenoxyacetate
Phenoxy compound
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Organochloride
Hydrocarbon derivative
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

trichlorobenzene (CHEBI:27903 )
chlorophenoxyacetic acid (CHEBI:27903 )
Auxins (C07100 )
Phenoxy herbicides (C07100 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0245475)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Industrial application

Defoliant (HMDB: HMDB0245475)

Biological role

Synthetic auxin (HMDB: HMDB0245475)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.073 g/L	ALOGPS
logP	3.44	ALOGPS
logP	3.11	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	2.56	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	53.02 m³·mol⁻¹	ChemAxon
Polarizability	21.51 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon