<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3829</id>
  <title>T3D3775</title>
  <common-name>Slaframine</common-name>
  <description>Slaframine is a mycotoxin produced by the fungus Rizoctonia leguminicola. It is a parasympathomimetic compound and causes increased exocrine function, especially salivation. Along with swainsonine, the other biologially active compound of R. leguminicola, it is known to cause a condition called "slobbers syndrome" in livestock that has ingested contaminated feed. (A3091, A3092)</description>
  <cas>20084-93-9</cas>
  <pubchem-id>88363</pubchem-id>
  <chemical-formula>C10H18N2O2</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point nil="true"/>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility nil="true"/>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Slaframine is a parasympathomimetic compound and causes increased secretion by salivary glands, pancreas, and other exocrine and endocrine glands. This is due to its activity as a cholingergic agonist. Slaframine has a high affinity for muscarinic receptors, especially in the gastrointestinal tract, and it stimulates these to produce its parasympathomimetic effects. Slaframine is also known to affect the concentration of circulating metabolic hormones, though the mechanism of this is unknown. (A3091, A3092)</mechanism-of-toxicity>
  <metabolism>Slaframine is though to be activated in the liver by a hepatic microsomal flavoprotein oxidase to a ketoimine metabolite with a configuration similar to that of the parasympathetic neurotransmitter acetylcholine. (A3092)</metabolism>
  <toxicity nil="true"/>
  <lethaldose>LD50: 11 mg/kg (Broiler chick) (A3093)</lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Slaframine is a mycotoxin produced by the fungus Rizoctonia leguminicola. (A3091)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Slaframine is a parasympathomimetic compound and causes increased exocrine function, especially salivation. Along with swainsonine, the other biologially active compound of R. leguminicola, it is known to cause a condition called "slobbers syndrome" in livestock that has ingested contaminated feed. (A3091, A3092)</health-effects>
  <symptoms>The major symptom of "slobbers syndrome" is profuse salivation. Other symptoms include diarrhea, lacrimation, stiff joints, frequent urination, tremors, spontaneous abortion, labored breathing, loss of appetite, bloat, and possibly death. (A3092)</symptoms>
  <treatment>The effects of slaframine can be prevented by pre-treatment with an muscarinic receptor antagonist such as atropine or pirenzepine. (A3092)</treatment>
  <created-at type="dateTime">2010-05-27T14:58:19Z</created-at>
  <updated-at type="dateTime">2026-04-06T14:01:40Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id nil="true"/>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC(=O)OC1CCN2CC(N)CCC12</moldb-smiles>
  <moldb-formula>C10H18N2O2</moldb-formula>
  <moldb-inchi>InChI=1S/C10H18N2O2/c1-7(13)14-10-4-5-12-6-8(11)2-3-9(10)12/h8-10H,2-6,11H2,1H3</moldb-inchi>
  <moldb-inchikey>YYIUHLPAZILPSG-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">198.2621</moldb-average-mass>
  <moldb-mono-mass type="decimal">198.13682783</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id nil="true"/>
  <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>CHEM002739</chemdb-id>
  <dsstox-id nil="true"/>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00127090</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>55.56</moldb-polar-surface-area>
  <moldb-refractivity>52.8297</moldb-refractivity>
  <moldb-polarizability>21.702091271007465</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>3</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>9.82346922734899</moldb-pka-strongest-basic>
  <moldb-physiological-charge>2</moldb-physiological-charge>
  <moldb-number-of-rings>2</moldb-number-of-rings>
  <moldb-alogps-logp>-0.07</moldb-alogps-logp>
  <moldb-alogps-logs>0.10</moldb-alogps-logs>
  <moldb-alogps-solubility>2.50e+02 g/l</moldb-alogps-solubility>
</compound>
