<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3143</id>
  <title>T3D3101</title>
  <common-name>Brodifacoum</common-name>
  <description>Brodifacoum is a highly lethal anticoagulant poison derived from coumarin. It is typically used as a rodenticide but is also used to control larger mammalian pests. (L1257)</description>
  <cas>56073-10-0</cas>
  <pubchem-id>41736</pubchem-id>
  <chemical-formula>C31H23BrO3</chemical-formula>
  <weight>522.083060</weight>
  <appearance>White powder.</appearance>
  <melting-point>230°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>3.8e-06 mg/mL at 20°C [TOMLIN,C (1997); pH 5.2]</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral (ingestion) (L1817) ; dermal (L1817)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Brodifacoum inhibits the enzyme Vitamin K epoxide reductase. This enzyme is needed for the reconstitution of the vitamin K in its cycle from vitamin K-epoxide, and so brodifacoum steadily decreases the level of active vitamin K in the blood. Vitamin K is required for the synthesis of important substances including prothrombin, which is involved in blood clotting. This disruption becomes increasingly severe until the blood effectively loses any ability to clot. In addition, brodifacoum increases permeability of blood capillaries. The blood plasma and blood itself begins to leak from the blood vessels, causing internal bleeding leading to shock, loss of consciousness, and eventually death. (L1257)</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity>LD50: 0.4 mg/kg (Oral, Mouse) (T58)</toxicity>
  <lethaldose>15 mg for an adult human. (L1257)</lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Brodifacoum is a highly lethal anticoagulant poison used as a pesticide. It is typically used as a rodenticide but is also used to control larger mammalian pests. (L1257)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Brodifacoum is an anticoagulant and causes internal bleeding, leading to shock, loss of consciousness, and eventually death. (L1257)</health-effects>
  <symptoms>Brodifacoum initially causes dehydration before progressing to bleeding complications. (L1257)</symptoms>
  <treatment>The primary antidote to brodifacoum poisoning is immediate administration of vitamin K1 (initially slow intravenous injections of 10-25 mg repeated all 3-6 hours until normalisation of the prothrombin time; then 10 mg orally four times daily as a "maintenance dose"). It is an extremely effective antidote, provided the poisoning is caught before too much damage has been done to the victim's circulatory system. At high doses  brodifacoum can affect the body for many months, and the antidote must be administered regularly for a long period of time. (L1257)</treatment>
  <created-at type="dateTime">2009-07-23T18:26:17Z</created-at>
  <updated-at type="dateTime">2026-04-03T01:14:40Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Brodifacoum</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id>13976</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>OC1=C(C2CC(CC3=CC=CC=C23)C2=CC=C(C=C2)C2=CC=C(Br)C=C2)C(=O)C2=CC=CC=C2O1</moldb-smiles>
  <moldb-formula>C31H23BrO3</moldb-formula>
  <moldb-inchi>InChI=1S/C31H23BrO3/c32-24-15-13-20(14-16-24)19-9-11-21(12-10-19)23-17-22-5-1-2-6-25(22)27(18-23)29-30(33)26-7-3-4-8-28(26)35-31(29)34/h1-16,23,27,34H,17-18H2</moldb-inchi>
  <moldb-inchikey>LNDUTAIPEYOCDF-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">523.417</moldb-average-mass>
  <moldb-mono-mass type="decimal">522.083057249</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>38082</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>CHEM002435</chemdb-id>
  <dsstox-id>DTXSID5032529</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00015497</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>46.53</moldb-polar-surface-area>
  <moldb-refractivity>151.4109</moldb-refractivity>
  <moldb-polarizability>54.48200006986059</moldb-polarizability>
  <moldb-rotatable-bond-count>3</moldb-rotatable-bond-count>
  <moldb-acceptor-count>3</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic>8.194543394259222</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-5.523886162472854</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>6</moldb-number-of-rings>
  <moldb-alogps-logp>7.63</moldb-alogps-logp>
  <moldb-alogps-logs>-7.06</moldb-alogps-logs>
  <moldb-alogps-solubility>4.56e-05 g/l</moldb-alogps-solubility>
</compound>
