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'''Amanullinic acid''' is a ] ]. It is an ], all of which are found in several members of the '']'' genus of ]s. The oral {{LD50}} of amanullinic acid is approximately 0.1 mg/kg in mice.<ref>{{cite journal | author = T. Wieland and Faulstich H. | journal = CRC Critical Reviews in Biochemistry | volume = 5 | pages = 185 | year = 1978 | doi = 10.3109/10409237809149870 | title = Amatoxins, Phallotoxins, Phallolysin, and Antamanide: the Biologically Active Components of Poisonous Amanita Mushrooms | pmid = 363352 | issue = 3}}</ref> '''Amanullinic acid''' is a ] ]. It is an ], all of which are found in several members of the '']'' genus of ]s. The oral {{LD50}} of amanullinic acid is approximately 0.1&nbsp;mg/kg in mice.<ref>{{cite journal | author = T. Wieland and Faulstich H. | journal = CRC Critical Reviews in Biochemistry | volume = 5 | pages = 185 | year = 1978 | doi = 10.3109/10409237809149870 | title = Amatoxins, Phallotoxins, Phallolysin, and Antamanide: the Biologically Active Components of Poisonous Amanita Mushrooms | pmid = 363352 | issue = 3}}</ref>


==Toxicology== ==Toxicology==

Revision as of 04:47, 13 April 2012

Amanullinic acid
Names
Other names 1-L-Aspartic acid-3-isoleucine-alpha-amanitin
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
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)Key: HFENEIQMWRYNGK-UHFFFAOYSA-N
  • 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(NCC(N(C3)C(N(CC(O)=O)C(N54C(O)C5)=O)=O)=O)=O)()(C)CC)=O)(CC1=C(S3=O)NC2=C1C=CC(O)=C2)NC(((C)CC)()N4=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)CC
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 , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Amanullinic acid is a cyclic nonribosomal peptide. It is an amatoxin, all of which are found in several members of the Amanita genus of mushrooms. The oral LD50 of amanullinic acid is approximately 0.1 mg/kg in mice.

Toxicology

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

See also

References

  1. T. Wieland and Faulstich H. (1978). "Amatoxins, Phallotoxins, Phallolysin, and Antamanide: the Biologically Active Components of Poisonous Amanita Mushrooms". CRC Critical Reviews in Biochemistry. 5 (3): 185. doi:10.3109/10409237809149870. PMID 363352.

External links

Poisonous Amanita mushrooms
Subgenus
Amanita
Amanita
Species
Compounds
Subgenus
Amanitina
Lepidella
(=Saproamanita)
Species
Compounds
  • unknown toxin
Phalloideae
Species
Destroying angels
Other members
Compounds
Amatoxins
Phallotoxins
Virotoxins
Other compounds
Roanokenses
Species
Compounds
Validae
Species
Compounds
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
Categories:
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