<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">811</id>
  <title>T3D0810</title>
  <common-name>Alachlor</common-name>
  <description>Selective preemergent herbicide used on food crops. Alachlor belongs to the family of Anilides. These are organic compounds derived fromA oxoacidsA RkE(=O)l(OH)mA (lA a 0) by replacing anA OHA group by theA NHPh group or derivative formed by ring substitution.</description>
  <cas>15972-60-8</cas>
  <pubchem-id>2078</pubchem-id>
  <chemical-formula>C14H20ClNO2</chemical-formula>
  <weight>269.118260</weight>
  <appearance>White or cream, combustible crystalline solid without odour (L922).</appearance>
  <melting-point>39.5 - 41.5°C</melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility>0.24 mg/mL at 25°C</solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>oral  (L922) ; dermal (L922)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Its mode of action is elongase inhibition, and inhibition of geranylgeranyl pyrophosphate (GGPP) cyclisation enzymes. It is also know to  inhibit biosynthesis of fatty acids, lipids, protein, isoprenoids, flavonoids, and gibberellins.  (L921, L923).</mechanism-of-toxicity>
  <metabolism>Alachlor is metabolized and eliminated as conjugates of mercapturic acid, glucuronic acid, and sulfate in the urine and feces (T18).</metabolism>
  <toxicity>LD50: 930 - 1360 mg/kg (Oral, Rat) (L922)
LD50: 13 300 mg/kg (Dermal, Rabbit) (L922)</toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>It is used mainly to control annual grasses and broadleaf weeds in corn (maize), soybeans, and peanuts (L921).</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>ARDS/acute lung injury, burns of the esophagus or gastrointestinal tract can result from acetochlor poisoning (T36).</health-effects>
  <symptoms>Alachlor is mildly irritating to the skin and eyes. Exposure to metalaxyl often results in such nonspecific symptoms as headache, dizziness, weakness, and nausea. Alachlor poisoning can produce an allergic hypersensitivity dermatitis or asthma with  bronchospasm and wheezing with chronic exposure (T36).</symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2009-06-05T16:50:55Z</created-at>
  <updated-at type="dateTime">2026-03-25T19:42:46Z</updated-at>
  <interacting-proteins>Glutathione transferases mediathe the conjugation of alachlor with with glutathione;  alachlor inhibits elongase, and geranylgeranyl pyrophosphate (GGPP) cyclisation enzymes . It also binds to human albumine (A270, L920, A273).</interacting-proteins>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C10928</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>2533</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id>C000188</ctd-id>
  <stitch-id>Alachlor</stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id></pdb-id>
  <actor-id>2151</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins>Glutathione S-transferase P (P09211) 
Glutathione S-transferase Mu 1 (P09488) 
Glutathione S-transferase A1 (P08263) 
Glutathione S-transferase theta-2 (P30712) 
Glutathione S-transferase Mu 4 (Q03013) 
Glutathione S-transferase theta-1 (P30711) 
Glutathione S-transferase A4 (O15217) 
Glutathione S-transferase A2 (P09210) 
Glutathione S-transferase A3 (Q16772) 
Glutathione S-transferase Mu 3 (P21266) 
Glutathione S-transferase omega-1 (P78417) 
Glutathione S-transferase kappa 1 (Q9Y2Q3)
Glutathione S-transferase Mu 2 (P28161) 
Glutathione S-transferase omega-2 (Q9H4Y5)
Glutathione S-transferase A5 (Q7RTV2) 
Glutathione S-transferase Mu 5 (P46439) 
Glutathione S-transferase theta-4 (A8MPT4)
Maleylacetoacetate isomerase (O43708) 
Microsomal glutathione S-transferase 1 (P10620) 
Microsomal glutathione S-transferase 2 (Q99735) 
Microsomal glutathione S-transferase 3 (O14880) 
(A270, L920, A273)</metabolizing-proteins>
  <transporting-proteins>Serum albumin (P02768) 
(A270, L920, A273)</transporting-proteins>
  <moldb-smiles>CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl</moldb-smiles>
  <moldb-formula>C14H20ClNO2</moldb-formula>
  <moldb-inchi>InChI=1S/C14H20ClNO2/c1-4-11-7-6-8-12(5-2)14(11)16(10-18-3)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3</moldb-inchi>
  <moldb-inchikey>XCSGPAVHZFQHGE-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">269.767</moldb-average-mass>
  <moldb-mono-mass type="decimal">269.118256596</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.52</logp>
  <hmdb-id>HMDB31766</hmdb-id>
  <chembl-id>CHEMBL1414154</chembl-id>
  <chemspider-id>1994</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>CHEM000722</chemdb-id>
  <dsstox-id>DTXSID1022265</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00000252</susdat-id>
  <iupac>2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide</iupac>
</compound>
