Amanullinic acid

Amanullinic acid

Names
Other names 1-L-Aspartic acid-3-isoleucine-alpha-amanitin
Identifiers
CAS Number	54532-45-5 Y
3D model (JSmol)	Interactive image
ChemSpider	149798 Y
PubChem CID	171349
InChI InChI=1S/C39H53N9O13S/c1-5-17(3)31-36(58)41-13-28(51)42-26-16-62(61)38-22(21-8-7-19(49)9-23(21)45-38)11-24(33(55)40-14-29(52)46-31)43-37(59)32(18(4)6-2)47-35(57)27-10-20(50)15-48(27)39(60)25(12-30(53)54)44-34(26)56/h7-9,17-18,20,24-27,31-32,45,49-50H,5-6,10-16H2,1-4H3,(H,40,55)(H,41,58)(H,42,51)(H,43,59)(H,44,56)(H,46,52)(H,47,57)(H,53,54) Y Key: HFENEIQMWRYNGK-UHFFFAOYSA-N Y InChI=1/C39H53N9O13S/c1-5-17(3)31-36(58)41-13-28(51)42-26-16-62(61)38-22(21-8-7-19(49)9-23(21)45-38)11-24(33(55)40-14-29(52)46-31)43-37(59)32(18(4)6-2)47-35(57)27-10-20(50)15-48(27)39(60)25(12-30(53)54)44-34(26)56/h7-9,17-18,20,24-27,31-32,45,49-50H,5-6,10-16H2,1-4H3,(H,40,55)(H,41,58)(H,42,51)(H,43,59)(H,44,56)(H,46,52)(H,47,57)(H,53,54) Key: HFENEIQMWRYNGK-UHFFFAOYAM
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(O)=C2)NC([C@@]([C@@H](C)CC)([H])N[C@@]4=O)=O
Properties
Chemical formula	C39H53N9O13S
Molar mass	887.96 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Amanullinic acid is a cyclic nonribosomal peptide. It is an amatoxin, all of which are found in several members of the mushroom genus Amanita. Amanullinic acid is relatively non-toxic( oral LD₅₀ >20 mg/kg in mice).^[1]

Toxicology

Like other amatoxins, amanullinic acid is an inhibitor of RNA polymerase II.

See also

• Mushroom poisoning

References

External links

• Amatoxins REVISED Archived 2009-01-13 at the Wayback Machine

• v
• t
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Poisonous Amanita mushrooms

Subgenus
Amanita

Amanita	Species A. albocreata A. crenulata A. farinosa A. frostiana A. gemmata A. ibotengutake A. multisquamosa A. muscaria A. pantherina A. porphyria A. regalis A. strobiliformis A. xanthocephala Compounds Toxins: Ibotenic Acid Muscimol Other compounds: Muscarine Muscazone Amavadine

Subgenus
Amanitina

Lepidella (=Saproamanita)	Species A. thiersii Compounds unknown toxin
Phalloideae	Species Destroying angels A. bisporigera A. exitialis A. magnivelaris A. ocreata A. verna A. virosa A. virosiformis Other members A. arocheae A. fuliginea A. fuligineoides A. pallidorosea A. phalloides A. rimosa A. subjunquillea 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
Roanokenses	Species A. proxima A. smithiana A. sphaerobulbosa Compounds Allenic norleucine (2-amino-4,5-hexadienoic acid) Propargylglycine
Validae	Species A. rubescens (A. amerirubescens nom. prov.) Compounds Rubescenslysin