Amanin

This article is about the toxin. For the fictional beings with the same name, see List of Star Wars races (A-E) § Amanin.

Amanin
Identifiers

CAS Number	21150-21-0^Y
3D model (Jmol)	Interactive image Interactive image
ChemSpider	28316^Y
PubChem	30508
InChI 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)^Y Key: OFILNAORONITPV-UHFFFAOYSA-N^Y 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
SMILES O=C(NCC(N[C@@](C(NCC(N[C@@H](C3)C(N[C@@H](CC(O)=O)C(N5[C@H]4C[C@@H](O)C5)=O)=O)=O)=O)([H])[C@@H](C)CC)=O)[C@H](CC1=C(S3=O)NC2=C1C=CC=C2)NC([C@@]([C@@H](C)[C@@H](O)CO)([H])N[C@@]4=O)=O O=C2N1CC(O)CC1C(=O)NC(C(=O)NC5C(=O)NCC(=O)NC(C(=O)NCC(=O)NC(C(=O)NC2CC(=O)O)CS(=O)c4c(c3ccc(O)cc3n4)C5)C(C)CC)C(C)C(O)C
Properties
Chemical formula	C₃₉H₅₃N₉O₁₄S
Molar mass	903.96 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Amanin is a cyclic peptide. It is one of the amatoxins, all of which are found in several members of the Amanita genus of mushrooms.

Toxicology

Like other amatoxins, amanin is an inhibitor of RNA polymerase II. Upon ingestion, it binds to the RNA polymerase II enzyme which completely prevents mRNA synthesis, effectively causing cytolysis of hepatocytes (liver cells) and kidney cells.^[1]

Poisoning from Amanitas

sect.
Amanita

Species	A. albocreata A. crenulata A. farinosa A. frostiana A. gemmata A. multisquamosa A. muscaria A. pantherina A. porphyria A. regalis A. strobiliformis A. xanthocephala

Compounds	Toxins: Ibotenic Acid Muscimol Other compounds: Muscarine Muscazone Amavadine

sect.
Phalloideae

Species

Destroying angels	A. bisporigera A. exitialis A. magnivelaris A. ocreata A. verna A. virosa A. virosiformis

Other members	A. arocheae A. phalloides A. subjunquilea

Compounds

Amatoxins	Amanitins alpha- beta- gamma- epsilon- Amanullin Amanullinic acid Amaninamide Amanin Proamanullin

Phallotoxins	Phallacidin Phallacin Phallisacin Phallisin Phalloidin Phalloin Prophalloin

Virotoxins	Alaviroidin Viroisin Deoxoviroisin Viroidin Deoxoviroidin

Other compounds	Antamanide Phallolysin Toxophallin

sect.
Roanokenses

Species	A. proxima A. smithiana A. sphaerobulbosa

Compounds	Allenic norleucine (2-amino-4,5-hexadienoic acid) Propargylglycine

sect.
Validae

Species	A. rubescens (A. amerirubescens nom. prov.)

Compounds	Rubescenslysin

sect.
Lepidella

Clostridium:	tetani Tetanospasmin Tetanolysin perfringens Alpha toxin Enterotoxin difficile A B botulinum Botox

other:	Anthrax toxin Listeriolysin O

Streptolysin Leukocidin Panton-Valentine leukocidin

Staphylococcus	Staphylococcus aureus alpha/beta/delta Exfoliatin Toxic shock syndrome toxin Staphylococcal Enterotoxin B (SEB)

Plant toxins

scorpion:	Androctonus australis hector insect toxin Charybdotoxin Maurotoxin Agitoxin Margatoxin Slotoxin Scyllatoxin Hefutoxin HgeTx1 HsTx1 Lq2 Birtoxin Bestoxin BmKAEP Phaiodotoxin Imperatoxin Pi3

spider:	Latrotoxin Alpha-latrotoxin CSTX Cupiennins PhTx3 Stromatoxin Vanillotoxin Huwentoxin

mollusca:	Conotoxin Eledoisin Onchidal Saxitoxin Tetrodotoxin

fish:	Ciguatera Tetrodotoxin

amphibian:	(+)-Allopumiliotoxin 267A Batrachotoxin Bufotoxins Arenobufagin Bufotalin Bufotenin Cinobufagin Marinobufagin Epibatidine Histrionicotoxin Pumiliotoxin 251D Samandarin Samandaridine Tarichatoxin

reptile/snake venom:	Bungarotoxin Alpha-Bungarotoxin Beta-Bungarotoxin Calciseptine Taicatoxin Calcicludine Cardiotoxin III

note: some toxins are produced by lower species and pass through intermediate species

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