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Tricholomic acid

Chemical compound From Wikipedia, the free encyclopedia

Tricholomic acid is a non-proteinogenic amino acid found in some mushrooms, including Tricholoma muscarium.[1] It has a chemical structure similar to glutamic acid, hence the synonym cycloglutamate, and it interacts with glutamate receptors.[2] Because glutamate receptors are thought to be responsible for the reception of umami taste, tricholomic acid and close analogs have been investigated as flavor enhancers.[3]

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Tricholomic acid
Names
IUPAC name
(2S)-2-Amino-2-[(5S)-3-oxo-1,2-oxazolidin-5-yl]acetic acid
Other names
α-Cycloglutamate; α-Amino-3-oxo-5-isoxazolidineacetic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C5H8N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h2,4H,1,6H2,(H,7,8)(H,9,10)/t2-,4-/m0/s1
    Key: NTHMUJMQOXQYBR-OKKQSCSOSA-N
  • C1[C@H](ONC1=O)[C@@H](C(=O)O)N
Properties
C5H8N2O4
Molar mass 160.129 g·mol−1
Melting point 207 °C (405 °F; 480 K)[1] (decomp.)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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