<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">803</id>
  <title>T3D0802</title>
  <common-name>2,4-Dichlorophenoxybutyric acid</common-name>
  <description>2,4-DB or 4-(2,4-dichlorophenoxy)butyric acid is a selective systemic phenoxy herbicide used to control many annual and perennial broadleaf weeds in alfalfa, peanuts, soybeans, and other crops. Its active metabolite, 2,4-D, inhibits growth at the tips of stems and roots. It is classified in toxicity class III.</description>
  <cas>94-82-6</cas>
  <pubchem-id>1489</pubchem-id>
  <chemical-formula>C10H10Cl2O3</chemical-formula>
  <weight>248.000700</weight>
  <appearance>White powder.</appearance>
  <melting-point>118°C</melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility>0.046 mg/mL at 25°C [TOMLIN,C (1994)]</solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure></route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Some of the endocrine effects of 2,4-DB may be mediated by the 2,4-D mediated displacement of sex hormones from the sex hormone binding globulin or the 2,4-D mediated blocking or OAT6 transport proteins that are needed for the transport of functional organic ions and dicarboxylates (including estrone sulfate).
</mechanism-of-toxicity>
  <metabolism>CDDs are absorbed through oral, inhalation, and dermal routes of exposure. CDDs are carried in the plasma by serum lipids and lipoproteins, distributing mainly to the liver and adipose tissue. CDDs are very slowly metabolized by the microsomal monooxygenase system to polar metabolites that can undergo conjugation with glucuronic acid and glutathione. They may increase the rate of their own metabolism by inducing CDDs induce both phase I and phase II enzymes. The major routes of excretion of CDDs are the bile and the feces, though smaller amounts are excreted in the urine and via lactation. (L177)</metabolism>
  <toxicity>LD50: 370-700 mg/kg (Oral, Rat); LD50: 2000 mg/kg (Dermal, Rabbit) (L1984)</toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>2B, possibly carcinogenic to humans. (L135)</carcinogenicity>
  <use-source>Broadleaf herbicide, widely used in agriculture, functions as a synthetic auxin. (L177, L178)
</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>All forms of 2,4-DB are considered low in toxicity when absorbed via skin or via inhalation. Female rats fed moderate doses of 75 mg/kg of 2,4-DB, experienced a number of chronic effects including lower ovarian weights, fewer offspring born and lower overall body weight. In addition, numerous offspring (pups) died during lactation.
</health-effects>
  <symptoms>Symptoms of acute oral exposure include vomiting, diarrhea, headache, confusion, renal failure, aggressive or bizarre behavior, hypotension and muscle twitching.  Skeletal muscle injury and renal failure may also occur. Prolonged dermal exposure may include skin irritation, whereas prolonged inhalation exposure may lead to coughing and burning sensations in the upper respiratory tract and chest. (L177)</symptoms>
  <treatment>The general treatment of acute chlorophenoxy herbicide poisoning consists of decontamination of the gastrointestinal tract, resuscitation and supportive care. For severe, acute oral poisoning by 2,4-DB or 2,4-D, forced alkaline diuresis appears to be most effective (A7734). Forced alkaline diuresis is often used to increase the excretion of acidic drugs like salicylates and phenobarbitone. For forced alkaline diuresis, a diuretic like furosemide is given intravenously and sodium bicarbonate is added to the infusion fluid to make blood and, in turn, urine alkaline. Potassium replacement becomes of utmost importance during the process because potassium is usually lost in urine. If blood levels of potassium are depleted below normal levels, then hypokalemia occurs, which promotes bicarbonate ion retention and prevents bicarbonate excretion, thus interfering with the alkalinization of the urine.</treatment>
  <created-at type="dateTime">2009-06-02T22:18:41Z</created-at>
  <updated-at type="dateTime">2026-03-27T00:47:58Z</updated-at>
  <interacting-proteins></interacting-proteins>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C14404</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>73173</chebi-id>
  <biocyc-id>CPD-335</biocyc-id>
  <ctd-id>C004764</ctd-id>
  <stitch-id>2,4-Dichlorophenoxybutyric acid</stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id></pdb-id>
  <actor-id>6426</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>OC(=O)CCCOC1=CC=C(Cl)C=C1Cl</moldb-smiles>
  <moldb-formula>C10H10Cl2O3</moldb-formula>
  <moldb-inchi>InChI=1S/C10H10Cl2O3/c11-7-3-4-9(8(12)6-7)15-5-1-2-10(13)14/h3-4,6H,1-2,5H2,(H,13,14)</moldb-inchi>
  <moldb-inchikey>YIVXMZJTEQBPQO-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">249.091</moldb-average-mass>
  <moldb-mono-mass type="decimal">248.0006996</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id>CHEMBL1892377</chembl-id>
  <chemspider-id>1444</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM000715</chemdb-id>
  <dsstox-id>DTXSID7024035</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>4-(2,4-dichlorophenoxy)butanoic acid</iupac>
</compound>
