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L-agaritine
Sign in to saveAgaritine is an aromatic hydrazine-derivative mycotoxin in mushroom species of the genus Agaricus. It is an α-aminoacid and a derivative of phenylhydrazine.
Chemical data
- Formula
- C12H17N3O4
- Molecular weight
- 267.28 g/mol
- IUPAC name
- (2S)-2-amino-5-[2-[4-(hydroxymethyl)phenyl]hydrazinyl]-5-oxopentanoic acid
- SMILES
- C1=CC(=CC=C1CO)NNC(=O)CC[C@@H](C(=O)O)N
- InChIKey
- SRSPQXBFDCGXIZ-JTQLQIEISA-N
- XLogP
- -2.8
- Polar surface area
- 125 Ų
- H-bond donors
- 5
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Wikidata facts
- Has part
- hydrogen
- Mass
- 267.121906024
Show 4 more facts
- canonical SMILES
- C1=CC(=CC=C1CO)NNC(=O)CCC(C(=O)O)N
- chemical formula
- C₁₂H₁₇N₃O₄
- isomeric SMILES
- C1=CC(=CC=C1CO)NNC(=O)CC[C@@H](C(=O)O)N
- found in taxon
- Agaricus bisporus
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Occurrence
- Production
- Potential for toxicity
- See also
- References
{{Chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477243563 | ImageFile = Agaritine.svg | ImageFile_Ref = | ImageSize = 244 | ImageName = Stereo structural formula of agaritine ((2S)-2-amino) | ImageFile1 = Agaritine_3d_structure.png | ImageFile1_Ref = | ImageSize1 = 244 | ImageName1 = Ball and stick model of agaritine ((2S)-2-amino) | IUPACName = 2-[4-(Hydroxymethyl)phenyl]-glutamohydrazide | SystematicName = 2-Amino-4-{N'-[4-(hydroxymethyl)phenyl]hydrazinecarbonyl}butanoic acid | OtherNames = β-N-[γ-glutamyl]-4-hydroxymethylphenylhydrazine N2-(γ-glutamyl)-4-hydroxymethylphenylhydrazine |Section1= |Section2= |Section7= }} Agaritine is an aromatic hydrazine-derivative mycotoxin in mushroom species of the genus Agaricus. It is an α-aminoacid and a derivative of phenylhydrazine.
==Occurrence== Agaritine is present as a natural mycotoxin in fresh samples of at least 24 species of the genera Agaricus, Leucoagaricus, and Macrolepiota. Mushrooms of these species are found around the world. These mushrooms grow in a wide range of habitats. Agaricus bisporus is cultivated in over 70 countries and on every continent except Antarctica. A. bisporus, also known as the portobello or common button mushroom, is of particular socio-economic importance in developed countries.
Excerpted from Wikipedia’s “L-agaritine” article, available under the CC BY-SA 4.0 licence.
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