<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3808</id>
  <title>T3D3754</title>
  <common-name>Emestrin</common-name>
  <description>Emestrin is a mycotoxin produced by fungi of the genus Emericella. It mainly targets the heart, liver and thymus. Its action at the chemokine receptor has lead to its consideration as a possible treatment for autoimmune disorders including rheumatoid arthritis, atherosclerosis, multiple sclerosis, and infectious diseases. (A3040, A3041)</description>
  <cas>97816-62-1</cas>
  <pubchem-id>73555</pubchem-id>
  <chemical-formula>C27H22N2O10S2</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>Emestrin causes degeneration of the mitochondria in both cardiac muscle cells and hepatocytes, leading to necrosis. It is also known to act as an antagonist at the chemokine receptor, reducing the inflammatory effects of autoimmune disorders including rheumatoid arthritis, multiple sclerosis, atherosclerosis. Emestrin may also cause DNA fragmentation. (A3040, A3042)
 </mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose>LD50: 13.0 mg/kg (Intraperitoneal, Mouse) (A3041)</lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Emestrin is a mycotoxin produced by fungi of the genus Emericella. Its action at the chemokine receptor has lead to its consideration as a possible treatment for autoimmune disorders including rheumatoid arthritis, atherosclerosis, multiple sclerosis, and infectious diseases.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Emestrin causes damage to the heart, liver and thymus. It can lead to cardiac failure. (A3041)</health-effects>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2010-05-13T19:36:34Z</created-at>
  <updated-at type="dateTime">2026-04-06T13:19:37Z</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>COC1=CC=CC2=C1OC1=C(O)C=CC(=C1)C(O)C13SSC4(C(O)C5=COC=CC(OC2=O)C5N4C1=O)C(=O)N3C</moldb-smiles>
  <moldb-formula>C27H22N2O10S2</moldb-formula>
  <moldb-inchi>InChI=1S/C27H22N2O10S2/c1-28-24(34)27-22(32)14-11-37-9-8-16-19(14)29(27)25(35)26(28,40-41-27)21(31)12-6-7-15(30)18(10-12)38-20-13(23(33)39-16)4-3-5-17(20)36-2/h3-11,16,19,21-22,30-32H,1-2H3</moldb-inchi>
  <moldb-inchikey>VASYTSFNISZKEL-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">598.601</moldb-average-mass>
  <moldb-mono-mass type="decimal">598.071586314</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>CHEM002722</chemdb-id>
  <dsstox-id nil="true"/>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00125896</susdat-id>
  <iupac>20,24,32-trihydroxy-16-methoxy-29-methyl-6,10,18-trioxa-26,27-dithia-2,29-diazaheptacyclo[23.2.2.1¹,⁴.1²,²⁵.1¹⁹,²³.0³,⁹.0¹²,¹⁷]dotriaconta-4,7,12(17),13,15,19,21,23(31)-octaene-11,28,30-trione</iupac>
</compound>
