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Amanin

From Wikipedia, the free encyclopedia
This article is about the toxin. For the fictional beings with the same name, seeAmanin (Star Wars).
Amanin
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C39H53N9O14S/c1-5-16(2)31-36(59)41-12-28(52)42-26-15-63(62)38-22(21-7-6-19(50)8-23(21)45-38)10-24(33(56)40-13-29(53)46-31)43-37(60)32(17(3)18(4)49)47-35(58)27-9-20(51)14-48(27)39(61)25(11-30(54)55)44-34(26)57/h6-8,16-18,20,24-27,31-32,45,49-51H,5,9-15H2,1-4H3,(H,40,56)(H,41,59)(H,42,52)(H,43,60)(H,44,57)(H,46,53)(H,47,58)(H,54,55) checkY
    Key: OFILNAORONITPV-UHFFFAOYSA-N checkY
  • InChI=1/C39H53N9O14S/c1-5-16(2)31-36(59)41-12-28(52)42-26-15-63(62)38-22(21-7-6-19(50)8-23(21)45-38)10-24(33(56)40-13-29(53)46-31)43-37(60)32(17(3)18(4)49)47-35(58)27-9-20(51)14-48(27)39(61)25(11-30(54)55)44-34(26)57/h6-8,16-18,20,24-27,31-32,45,49-51H,5,9-15H2,1-4H3,(H,40,56)(H,41,59)(H,42,52)(H,43,60)(H,44,57)(H,46,53)(H,47,58)(H,54,55)
    Key: OFILNAORONITPV-UHFFFAOYAZ
  • CC[C@H](C)[C@H]1C(=O)NCC(=O)N[C@H]2CS(=O)C3=C(C[C@@H](C(=O)NCC(=O)N1)NC(=O)[C@@H](NC(=O)[C@@H]4C[C@H](CN4C(=O)[C@@H](NC2=O)CC(=O)O)O)[C@@H](C)[C@H](CO)O)C5=CC=CC=C5N3
Properties
C39H53N9O14S
Molar mass903.96 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Amanin is acyclicpeptide. It is one of theamatoxins, all of which are found in several members of themushroom genusAmanita.

Toxicology

[edit]

Like other amatoxins, amanin is an inhibitor ofRNA polymerase II. Upon ingestion, it binds to the RNA polymerase II enzyme which completely preventsmRNA synthesis, effectively causingcytolysis ofhepatocytes (liver cells) andkidney cells.[1]

See also

[edit]

References

[edit]
  1. ^M. Cochet-Meillhac; Chambon P. (1974)."Animal DNA-dependent RNA polymerases. 11. Mechanism of the inhibition of RNA polymerases B by amatoxins".Biochim Biophys Acta.353 (2):160–184.doi:10.1016/0005-2787(74)90182-8.PMID 4601749. Archived fromthe original on June 30, 2012.
PoisonousAmanita mushrooms
Subgenus
Amanita
Amanita
Species
Compounds
Subgenus
Amanitina
Phalloideae
Species
Destroying angels
Other members
Compounds
Amatoxins
Phallotoxins
Virotoxins
Other compounds
Roanokenses
Species
Compounds
Validae
Species
Compounds
Subgenus
Lepidella
Lepidella
(=Saproamanita)
Species
Compounds
  • unknown toxin
Bacterial
toxins
Exotoxin
Gram
positive
Bacilli
Clostridium:
Other:
Cocci
Staphylococcus
Actinomycetota
Gram
negative
Mechanisms
Endotoxin
Virulence
factor
Mycotoxins
Plant toxins
Invertebrate
toxins
Scorpion:
Spider:
Mollusca:
Vertebrate
toxins
Fish:
Amphibian:
Reptile/
Snake venom:
  • note: some toxins are produced by lower species and pass through intermediate species
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