<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3958</id>
  <title>T3D3903</title>
  <common-name>Prochloraz</common-name>
  <description>Prochloraz is an imidazole fungicide that is widely used in Europe, Australia, Asia and South America for gardening and agriculture. It can be used alone or in combination with other agents in case of fungal infestation of cereals. It is frequently used in the seed dressing to prevent fungal diseases of many crops, including oilseed rape, sugar beet, vegetables, rice and coffee, as well as for the protection of citrus fruits during storage and transport. Screening studies have shown that prochloraz elicits multiple mechanisms of action in vitro, as it antagonizes the androgen and the oestrogen receptor, agonizes the Ah receptor and inhibits aromatase activity. In vivo prochloraz acts as an antiandrogen</description>
  <cas>67747-09-5</cas>
  <pubchem-id>73665</pubchem-id>
  <chemical-formula>C15H16Cl3N3O2</chemical-formula>
  <weight nil="true"/>
  <appearance>White crystal solid.</appearance>
  <melting-point>46.5-49.3°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>34 mg/l in water , &gt;600g/l in acetone, xylene, ethanol, dichloromethane, toluene, ethylacetate.</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral (L2083)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Prochloraz acts in vitro as a an aromatase inhibitor, aryl hydrocarbon receptor agonist, androgen receptor antagonist, and estrogen receptor antagonist. (A15203)</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity>LD50: 1204 mg/kg (oral; rat) (L2082); LD50: &gt;2000 mg/kg (dermal, rat) (L2082); LD50: &gt;2.41 mg/l (inhalation, rat) (L2082)</toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Prochloraz is a non-systemic imidazole fungicide, an ergosterol biosynthesis inhibitor with contact and translaminar, protectant and eradicant activity. It is used in agriculture and horticulture against various plant diseases, especially Ascomycetes and Fungi Imperfecti. It is used to control foliar diseases of cereals (Pseudocercosporella, Pyrenophora, Rhynchosporium and Septoria spp.), field crops (such as Alternaria, Botrytis, Pyrenopeziza and Sclerotinia in oilseed rape, Ascochyta and Botrytis in legumes, Pyricularia in rice), fruit (blossom blight) and vegetables (anthracnose). (L2082)</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Suspected endocrine disruptor (A15203).</health-effects>
  <symptoms></symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2013-04-25T07:56:53Z</created-at>
  <updated-at type="dateTime">2026-03-31T19:49:44Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C11182</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id></pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCCN(CCOC1=C(Cl)C=C(Cl)C=C1Cl)C(=O)N1C=CN=C1</moldb-smiles>
  <moldb-formula>C15H16Cl3N3O2</moldb-formula>
  <moldb-inchi>InChI=1S/C15H16Cl3N3O2/c1-2-4-20(15(22)21-5-3-19-10-21)6-7-23-14-12(17)8-11(16)9-13(14)18/h3,5,8-10H,2,4,6-7H2,1H3</moldb-inchi>
  <moldb-inchikey>TVLSRXXIMLFWEO-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">376.665</moldb-average-mass>
  <moldb-mono-mass type="decimal">375.030809892</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id>CHEMBL522782</chembl-id>
  <chemspider-id>66316</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>CHEM002864</chemdb-id>
  <dsstox-id>DTXSID4024270</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00010885</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>47.36</moldb-polar-surface-area>
  <moldb-refractivity>90.9924</moldb-refractivity>
  <moldb-polarizability>35.73391275273886</moldb-polarizability>
  <moldb-rotatable-bond-count>6</moldb-rotatable-bond-count>
  <moldb-acceptor-count>3</moldb-acceptor-count>
  <moldb-donor-count>0</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>2.7521170845693548</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>2</moldb-number-of-rings>
  <moldb-alogps-logp>3.78</moldb-alogps-logp>
  <moldb-alogps-logs>-4.62</moldb-alogps-logs>
  <moldb-alogps-solubility>9.10e-03 g/l</moldb-alogps-solubility>
</compound>
