<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3636</id>
  <title>T3D3586</title>
  <common-name>gamma-Amanitin</common-name>
  <description>gamma-Amanitin is one of a group of at least eight Amatoxins found in several genera of poisonous mushrooms, most notably Amanita phalloides and several other members of the genus Amanita, as well as some Conocybe, Galerina and Lepiota mushroom species. (L1774)</description>
  <cas>21150-23-2</cas>
  <pubchem-id>107839</pubchem-id>
  <chemical-formula nil="true"/>
  <weight>3706.2299999999996</weight>
  <appearance>Clear solution.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>&gt;10 mg/mL</solubility>
  <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>The major toxic mechanism of amatoxins is the inhibition of RNA polymerase II, a vital enzyme in the synthesis of messenger RNA (mRNA), microRNA, and small nuclear RNA (snRNA). Without mRNA, essential protein synthesis, and hence cell metabolism, grind to a halt and the cell dies. (L1774)</mechanism-of-toxicity>
  <metabolism>Free toxin may be removed by opsonization via the reticuloendothelial system (primarily the liver and kidneys) or it may be degraded through cellular internalization via the lysosomes. Lysosomes are membrane-enclosed organelles that contain an array of digestive enzymes, including several proteases.</metabolism>
  <toxicity>LD50: 0.2-0.5 mg/kg (Mouse) (T258)</toxicity>
  <lethaldose>0.1 mg/kg for an adult human. (L1774)</lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Amatoxins are a subgroup of at least eight toxic compounds found in several genera of poisonous mushrooms, most notably Amanita phalloides and several other members of the genus Amanita, as well as some Conocybe, Galerina and Lepiota mushroom species. (L1774)</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Amatoxins cause liver damage. They may also affect the kidneys. The most severe effects are toxic hepatitis with centrolobular necrosis and hepatic steatosis, as well as acute tubulointerstitial nephropathy, which altogether induce a severe hepatorenal syndrome. (L1774)</health-effects>
  <symptoms>Diarrhea and cramps are the first symptoms. (L993)</symptoms>
  <treatment>Treatment involves high dose penicillin as well as supportive care in cases of hepatic and renal injury. Cautious attention is given to maintaining hemodynamic stability, although if hepatorenal syndrome has developed the prognosis is guarded at best. (L1774)</treatment>
  <created-at type="dateTime">2009-08-12T21:34:04Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:26:11Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Gamma-Amanitin</wikipedia>
  <uniprot-id>A8W7M4</uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id>gamma-Amanitin</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>CCC(C)C1NC(=O)CNC(=O)C2CC3=C(NC4=CC(O)=CC=C34)S(=O)CC(NC(=O)CNC1=O)C(=O)NC(CC(N)=O)C(=O)N1CC(O)CC1C(=O)NC(C(C)C(C)O)C(=O)N2</moldb-smiles>
  <moldb-formula>C39H54N10O13S</moldb-formula>
  <moldb-inchi>InChI=1S/C39H54N10O13S/c1-5-16(2)31-36(59)42-12-29(54)43-26-15-63(62)38-22(21-7-6-19(51)8-23(21)46-38)10-24(33(56)41-13-30(55)47-31)44-37(60)32(17(3)18(4)50)48-35(58)27-9-20(52)14-49(27)39(61)25(11-28(40)53)45-34(26)57/h6-8,16-18,20,24-27,31-32,46,50-52H,5,9-15H2,1-4H3,(H2,40,53)(H,41,56)(H,42,59)(H,43,54)(H,44,60)(H,45,57)(H,47,55)(H,48,58)</moldb-inchi>
  <moldb-inchikey>InChIKey=WVHGJJRMKGDTEC-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">902.97</moldb-average-mass>
  <moldb-mono-mass type="decimal">902.359252554</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id></chembl-id>
  <chemspider-id>96980</chemspider-id>
  <structure-image-file-name>Gamma-Amanitin.jpg</structure-image-file-name>
  <structure-image-content-type>image/jpeg</structure-image-content-type>
  <structure-image-file-size type="integer">83848</structure-image-file-size>
  <structure-image-updated-at type="dateTime">2014-10-14T18:14:22Z</structure-image-updated-at>
  <biodb-id>BSEQ0008415</biodb-id>
  <synthesis-reference></synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
